#------------------------------------------------------------------------------
#$Date: 2024-03-04 21:49:40 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290088 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/26/7132650.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7132650
loop_
_publ_author_name
'Inoue, Takeru'
'Matsuura, Yuuka'
'Horii, Koki'
'Konishi, Akihito'
'Nishida, Jun-Ichi'
'Yasuda, Makoto'
'Kawase, Takeshi'
_publ_section_title
;
 N-2,6-Di(isopropyl)phenyl-2-azaphenalenyl radical cations.
;
_journal_issue                   13
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1735
_journal_page_last               1738
_journal_paper_doi               10.1039/d3cc05968e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'F6 P, C32 H41 N'
_chemical_formula_sum            'C32 H41 F6 N P'
_chemical_formula_weight         584.63
_chemical_melting_point          438.5(5)
_chemical_name_common            'N-aryl-2-azaphenalenyl radical cation'
_chemical_name_systematic
'N-di(isopropyl)phenyl-5,8-di-tert-butyl-2-azaphenalenyl radical cation'
_chemical_properties_physical
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
_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
_audit_creation_date             2021-02-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-11-27 deposited with the CCDC.	2024-01-17 downloaded from the CCDC.
;
_cell_angle_alpha                112.089(2)
_cell_angle_beta                 90.039(2)
_cell_angle_gamma                102.919(2)
_cell_formula_units_Z            2
_cell_length_a                   11.0504(2)
_cell_length_b                   11.3069(2)
_cell_length_c                   13.5760(3)
_cell_measurement_reflns_used    12454
_cell_measurement_temperature    123
_cell_measurement_theta_max      73.8220
_cell_measurement_theta_min      4.3950
_cell_volume                     1525.21(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00  -1.00   0.50    0.28    --  -42.80 103.00  67.00  162
  2  ω    -64.00 -34.00   0.50    1.12    -- -106.00  77.00 150.00   60
  3  ω    -75.00 -41.00   0.50    1.12    -- -106.00  77.00 120.00   68
  4  ω    -89.00 -48.00   0.50    1.12    -- -106.00  67.00 108.00   82
  5  ω    -92.00 -66.00   0.50    1.12    -- -106.00 125.00 150.00   52
  6  ω   -102.00 -75.00   0.50    1.12    -- -106.00 103.00  67.00   54
  7  ω   -116.00 -55.00   0.50    1.12    -- -106.00 125.00  90.00  122
  8  ω   -125.00 -99.00   0.50    1.12    -- -106.00  67.00 108.00   52
  9  ω   -124.00 -98.00   0.50    1.12    -- -106.00  83.00 150.95   52
 10  ω   -117.00 -40.00   0.50    1.12    -- -106.00 125.00 120.00  154
 11  ω   -111.00 -85.00   0.50    1.12    -- -106.00 125.00 -30.00   52
 12  ω    -88.00 -34.00   0.50    1.12    -- -106.00 138.00 -64.78  108
 13  ω    -57.00 -32.00   0.50    1.12    -- -106.00 125.00-120.00   50
 14  ω    -59.00 -33.00   0.50    1.12    -- -106.00 125.00-180.00   52
 15  ω    -75.00 -50.00   0.50    1.12    -- -106.00  64.00-137.32   50
 16  ω    -59.00 -34.00   0.50    1.12    -- -106.00  25.00 -95.55   50
 17  ω    -88.00 -62.00   0.50    1.12    -- -106.00  25.00 -95.55   52
 18  ω    -84.00 -36.00   0.50    1.12    -- -106.00  19.00-180.00   96
 19  ω   -114.00 -16.00   0.50    0.28    --  -42.80 -77.00 -30.00  196
 20  ω    -89.00 -39.00   0.50    1.12    -- -106.00  19.00   0.00  100
 21  ω   -100.00 -75.00   0.50    1.12    -- -106.00 -19.00 -30.00   50
 22  ω   -114.00 -30.00   0.50    1.12    -- -106.00  37.00 -60.00  168
 23  ω   -110.00 -84.00   0.50    1.12    -- -106.00 125.00-180.00   52
 24  ω   -111.00 -66.00   0.50    1.12    -- -106.00 125.00-120.00   90
 25  ω   -121.00 -93.00   0.50    1.12    -- -106.00  64.00-137.32   56
 26  ω   -121.00 -96.00   0.50    1.12    -- -106.00  72.00-177.79   50
 27  ω   -123.00 -98.00   0.50    1.12    -- -106.00  79.00-133.03   50
 28  ω   -116.00 -82.00   0.50    1.12    -- -106.00 125.00-150.00   68
 29  ω   -117.00 -91.00   0.50    1.12    -- -106.00 125.00 -90.00   52
 30  ω   -126.00 -95.00   0.50    1.12    -- -106.00 138.00 -64.78   62
 31  ω   -126.00-101.00   0.50    1.12    -- -106.00 138.00  11.48   50
 32  ω   -114.00 -54.00   0.50    1.12    -- -106.00 125.00   0.00  120
 33  ω   -128.00 -72.00   0.50    1.12    -- -106.00 141.00 146.71  112
 34  ω   -128.00-102.00   0.50    1.12    -- -106.00  77.00 120.00   52
 35  ω   -126.00 -81.00   0.50    1.12    -- -106.00  87.00  18.42   90
 36  ω   -128.00 -33.00   0.50    1.12    -- -106.00  57.00  30.00  190
 37  ω   -110.00 -84.00   0.50    1.12    -- -106.00 -19.00  90.00   52
 38  ω   -126.00 -92.00   0.50    1.12    -- -106.00 -37.00  90.00   68
 39  ω   -109.00 -84.00   0.50    1.12    -- -106.00 -99.00  30.00   50
 40  ω   -118.00 -70.00   0.50    1.12    -- -106.00-125.00   0.00   96
 41  ω   -108.00 -72.00   0.50    0.28    --  -42.80-125.00  30.00   72
 42  ω   -111.00 -86.00   0.50    1.12    -- -106.00 -37.00 -60.00   50
 43  ω   -128.00 -96.00   0.50    1.12    -- -106.00 -99.00   0.00   64
 44  ω   -144.00-119.00   0.50    1.12    -- -106.00 -37.00 -60.00   50
 45  ω   -138.00-110.00   0.50    1.12    -- -106.00 -99.00 -90.00   56
 46  ω   -132.00-106.00   0.50    1.12    -- -106.00-109.00-125.66   52
 47  ω   -127.00 -76.00   0.50    1.12    -- -106.00-125.00-120.00  102
 48  ω   -164.00-139.00   0.50    1.12    -- -106.00 -99.00 -90.00   50
 49  ω   -160.00-110.00   0.50    1.12    -- -106.00-125.00-150.00  100
 50  ω   -169.00-138.00   0.50    1.12    -- -106.00-103.00 -34.00   62
 51  ω   -158.00-126.00   0.50    1.12    -- -106.00-125.00   0.00   64
 52  ω   -171.00 -87.00   0.50    1.12    -- -106.00 -57.00  60.00  168
 53  ω   -118.00 -71.00   0.50    1.12    -- -106.00-125.00 120.00   94
 54  ω   -170.00-145.00   0.50    1.12    -- -106.00 -19.00 -30.00   50
 55  ω   -171.00-120.00   0.50    1.12    -- -106.00 -99.00  30.00  102
 56  ω   -173.00-146.00   0.50    1.12    -- -106.00 -19.00  90.00   54
 57  ω   -174.00-142.00   0.50    1.12    -- -106.00 -37.00  90.00   64
 58  ω   -175.00 -83.00   0.50    1.12    -- -106.00 -99.00 120.00  184
 59  ω   -115.00 -89.00   0.50    1.12    -- -106.00  57.00   0.00   52
 60  ω   -134.00-109.00   0.50    1.12    -- -106.00  19.00-180.00   50
 61  ω     -6.00  53.00   0.50    0.28    --   42.80-103.00 -34.00  118
 62  ω     32.00  57.00   0.50    1.12    --   76.50-103.00 -34.00   50
 63  ω     10.00  95.00   0.50    0.28    --   42.80-125.00-180.00  170
 64  ω    -33.00  65.00   0.50    0.28    --   42.80 -37.00-150.00  196
 65  ω     80.00 119.00   0.50    1.12    --   76.50  57.00-150.00   78
 66  ω     71.00  96.00   0.50    0.28    --   42.80 125.00 -60.00   50
 67  ω     92.00 117.00   0.50    1.12    --   76.50 103.00  67.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0426384000
_diffrn_orient_matrix_UB_12      -0.0493081000
_diffrn_orient_matrix_UB_13      -0.1133296000
_diffrn_orient_matrix_UB_21      -0.0800781000
_diffrn_orient_matrix_UB_22      0.0765598000
_diffrn_orient_matrix_UB_23      -0.0333126000
_diffrn_orient_matrix_UB_31      0.1113984000
_diffrn_orient_matrix_UB_32      0.1211140000
_diffrn_orient_matrix_UB_33      0.0343197000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_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       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26819
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.118
_diffrn_reflns_theta_min         3.529
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.304
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73623
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic intense brown'
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_description       plate
_exptl_crystal_F_000             618
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane-Hexane'
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         6168
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0740
_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)+(0.1096P)²+1.6112P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2083
_refine_ls_wR_factor_ref         0.2138
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5471
_reflns_number_total             6168
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc05968e2.cif
_cod_data_source_block           radicalcation
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '438-439' was changed to
'438.5(5)' -- the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7132650.cif.
;
_cod_database_code               7132650
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C30 H20 P F6 N'
_chemical_oxdiff_usercomment     DCM/hexane
_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_max   0.926
_shelx_estimated_absorpt_t_min   0.844
_reflns_odcompleteness_completeness 98.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C30(H30), C27(H27)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C11(H11), C1(H1), C7(H7), C9(H9), C5(H5), C25(H25), C23(H23), C24(H24)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C16(H16A,H16B,H16C), C32(H32A,H32B,H32C), C20(H20A,H20B,
 H20C), C31(H31A,H31B,H31C), C29(H29A,H29B,H29C), C18(H18A,H18B,H18C), C15(H15A,
 H15B,H15C), C14(H14A,H14B,H14C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.932
_oxdiff_exptl_absorpt_empirical_full_min 0.602
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
P1 P 0.75275(6) 0.26367(6) 0.51266(6) 0.0383(2) Uani 1 1 d . . . . .
F5 F 0.7346(2) 0.19615(17) 0.38535(14) 0.0539(5) Uani 1 1 d . . . . .
N1 N 0.74266(18) 0.71178(18) 0.42536(15) 0.0263(4) Uani 1 1 d . . . . .
F6 F 0.7711(2) 0.3310(2) 0.63983(15) 0.0651(6) Uani 1 1 d . . . . .
F3 F 0.8933(2) 0.2514(2) 0.51135(18) 0.0678(6) Uani 1 1 d . . . . .
F4 F 0.7105(3) 0.1225(2) 0.51761(19) 0.0784(7) Uani 1 1 d . . . . .
F2 F 0.7957(3) 0.40311(19) 0.5041(2) 0.0870(8) Uani 1 1 d . . . . .
F1 F 0.6123(2) 0.2759(3) 0.5131(2) 0.0815(7) Uani 1 1 d . . . . .
C2 C 0.6820(2) 0.8552(2) 0.58792(18) 0.0262(5) Uani 1 1 d . . . . .
C12 C 0.7619(2) 0.8175(2) 0.64576(17) 0.0248(4) Uani 1 1 d . . . . .
C4 C 0.6200(2) 1.0012(2) 0.75323(19) 0.0303(5) Uani 1 1 d . . . . .
C8 C 0.9245(2) 0.7434(2) 0.76087(19) 0.0298(5) Uani 1 1 d . . . . .
C6 C 0.7720(2) 0.8726(2) 0.75865(18) 0.0274(5) Uani 1 1 d . . . . .
C21 C 0.7331(2) 0.6589(2) 0.30797(18) 0.0267(5) Uani 1 1 d . . . . .
C3 C 0.6116(2) 0.9463(2) 0.64237(19) 0.0281(5) Uani 1 1 d . . . . .
H3 H 0.557769 0.970364 0.602569 0.034 Uiso 1 1 calc R . . . .
C10 C 0.8322(2) 0.7255(2) 0.59124(18) 0.0260(5) Uani 1 1 d . . . . .
C11 C 0.8187(2) 0.6727(2) 0.47893(19) 0.0285(5) Uani 1 1 d . . . . .
H11 H 0.863124 0.609393 0.440439 0.034 Uiso 1 1 calc R . . . .
C1 C 0.6753(2) 0.7999(2) 0.47556(18) 0.0282(5) Uani 1 1 d . . . . .
H1 H 0.623304 0.824630 0.434817 0.034 Uiso 1 1 calc R . . . .
C7 C 0.8540(2) 0.8338(2) 0.81411(18) 0.0302(5) Uani 1 1 d . . . . .
H7 H 0.861560 0.870062 0.889959 0.036 Uiso 1 1 calc R . . . .
C9 C 0.9133(2) 0.6900(2) 0.64979(19) 0.0289(5) Uani 1 1 d . . . . .
H9 H 0.960661 0.628973 0.612917 0.035 Uiso 1 1 calc R . . . .
C5 C 0.6996(2) 0.9635(2) 0.81034(18) 0.0308(5) Uani 1 1 d . . . . .
H5 H 0.705192 1.000175 0.886154 0.037 Uiso 1 1 calc R . . . .
C22 C 0.6304(2) 0.5557(2) 0.25248(19) 0.0313(5) Uani 1 1 d . . . . .
C26 C 0.8260(2) 0.7170(2) 0.25912(19) 0.0318(5) Uani 1 1 d . . . . .
C25 C 0.8121(3) 0.6680(3) 0.1476(2) 0.0397(6) Uani 1 1 d . . . . .
H25 H 0.872656 0.705030 0.111043 0.048 Uiso 1 1 calc R . . . .
C23 C 0.6229(3) 0.5111(2) 0.1415(2) 0.0382(6) Uani 1 1 d . . . . .
H23 H 0.555152 0.440836 0.100542 0.046 Uiso 1 1 calc R . . . .
C13 C 0.5458(3) 1.1018(3) 0.8132(2) 0.0405(6) Uani 1 1 d . . . . .
C17 C 1.0100(3) 0.7037(3) 0.8257(2) 0.0406(6) Uani 1 1 d . . . . .
C30 C 0.9354(3) 0.8304(3) 0.3207(2) 0.0417(6) Uani 1 1 d . . . . .
H30 H 0.946429 0.831316 0.394113 0.050 Uiso 1 1 calc R . . . .
C28 C 0.4016(3) 0.4629(3) 0.2573(3) 0.0465(7) Uani 1 1 d . . . . .
H28A H 0.388230 0.541698 0.249224 0.070 Uiso 1 1 calc GR . . . .
H28B H 0.341387 0.437835 0.303235 0.070 Uiso 1 1 calc GR . . . .
H28C H 0.390247 0.390700 0.187051 0.070 Uiso 1 1 calc GR . . . .
C24 C 0.7119(3) 0.5666(3) 0.0895(2) 0.0421(6) Uani 1 1 d . . . . .
H24 H 0.704142 0.535067 0.013751 0.051 Uiso 1 1 calc R . . . .
C16 C 0.4711(3) 1.1356(3) 0.7375(2) 0.0435(6) Uani 1 1 d . . . . .
H16A H 0.527571 1.169615 0.693498 0.065 Uiso 1 1 calc GR . . . .
H16B H 0.427757 1.202492 0.778940 0.065 Uiso 1 1 calc GR . . . .
H16C H 0.409760 1.056336 0.691236 0.065 Uiso 1 1 calc GR . . . .
C27 C 0.5328(3) 0.4914(3) 0.3075(2) 0.0425(6) Uani 1 1 d . . . . .
H27 H 0.537904 0.552133 0.383981 0.051 Uiso 1 1 calc R . . . .
C32 C 1.0562(3) 0.8164(3) 0.2694(3) 0.0471(7) Uani 1 1 d . . . . .
H32A H 1.066394 0.727129 0.252617 0.071 Uiso 1 1 calc GR . . . .
H32B H 1.126583 0.880224 0.318846 0.071 Uiso 1 1 calc GR . . . .
H32C H 1.053708 0.832658 0.203501 0.071 Uiso 1 1 calc GR . . . .
C20 C 1.0780(3) 0.6035(3) 0.7543(3) 0.0496(7) Uani 1 1 d . . . . .
H20A H 1.016726 0.523355 0.709352 0.074 Uiso 1 1 calc GR . . . .
H20B H 1.132204 0.582018 0.798970 0.074 Uiso 1 1 calc GR . . . .
H20C H 1.128455 0.640840 0.708953 0.074 Uiso 1 1 calc GR . . . .
C31 C 0.9072(3) 0.9600(3) 0.3311(5) 0.0880(17) Uani 1 1 d . . . . .
H31A H 0.898726 0.962474 0.260052 0.132 Uiso 1 1 calc GR . . . .
H31B H 0.975396 1.033122 0.375346 0.132 Uiso 1 1 calc GR . . . .
H31C H 0.829202 0.967829 0.364468 0.132 Uiso 1 1 calc GR . . . .
C29 C 0.5612(3) 0.3628(5) 0.3034(5) 0.0844(16) Uani 1 1 d . . . . .
H29A H 0.554565 0.301340 0.228856 0.127 Uiso 1 1 calc GR . . . .
H29B H 0.501285 0.323720 0.342394 0.127 Uiso 1 1 calc GR . . . .
H29C H 0.645901 0.381402 0.336263 0.127 Uiso 1 1 calc GR . . . .
C18 C 0.9282(5) 0.6328(6) 0.8872(4) 0.0941(19) Uani 1 1 d . . . . .
H18A H 0.879337 0.690878 0.933005 0.141 Uiso 1 1 calc GR . . . .
H18B H 0.981072 0.609399 0.931393 0.141 Uiso 1 1 calc GR . . . .
H18C H 0.871589 0.552782 0.836618 0.141 Uiso 1 1 calc GR . . . .
C15 C 0.6361(5) 1.2289(4) 0.8851(4) 0.105(2) Uani 1 1 d . . . . .
H15A H 0.657933 1.222187 0.952467 0.158 Uiso 1 1 calc GR . . . .
H15B H 0.596650 1.302529 0.899693 0.158 Uiso 1 1 calc GR . . . .
H15C H 0.711722 1.243792 0.849476 0.158 Uiso 1 1 calc GR . . . .
C14 C 0.4519(5) 1.0420(6) 0.8742(4) 0.098(2) Uani 1 1 d . . . . .
H14A H 0.400866 0.957207 0.824829 0.148 Uiso 1 1 calc GR . . . .
H14B H 0.397932 1.101592 0.906730 0.148 Uiso 1 1 calc GR . . . .
H14C H 0.496466 1.028808 0.930159 0.148 Uiso 1 1 calc GR . . . .
C19 C 1.1060(6) 0.8244(4) 0.8958(5) 0.134(3) Uani 1 1 d . . . . .
H19A H 1.142353 0.874857 0.853513 0.201 Uiso 1 1 calc GR . . . .
H19B H 1.171848 0.797954 0.924884 0.201 Uiso 1 1 calc GR . . . .
H19C H 1.066300 0.878905 0.954540 0.201 Uiso 1 1 calc GR . . . .
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 5 -2 0.0360
-6 3 -5 0.0505
-3 -6 2 0.0510
5 -4 6 0.0346
4 5 0 0.0446
-6 3 3 0.0341
-3 -5 -1 0.0571
6 -3 -3 0.0205
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
F6 P1 F5 179.86(12) . . ?
F3 P1 F5 90.20(12) . . ?
F3 P1 F6 89.66(11) . . ?
F4 P1 F5 89.41(11) . . ?
F4 P1 F6 90.54(13) . . ?
F4 P1 F3 89.40(14) . . ?
F4 P1 F2 178.35(14) . . ?
F4 P1 F1 90.75(16) . . ?
F2 P1 F5 88.99(12) . . ?
F2 P1 F6 91.05(14) . . ?
F2 P1 F3 90.19(15) . . ?
F1 P1 F5 89.44(12) . . ?
F1 P1 F6 90.70(12) . . ?
F1 P1 F3 179.61(13) . . ?
F1 P1 F2 89.66(16) . . ?
C11 N1 C21 119.50(19) . . ?
C1 N1 C21 117.85(18) . . ?
C1 N1 C11 122.6(2) . . ?
C12 C2 C3 120.3(2) . . ?
C1 C2 C12 118.2(2) . . ?
C1 C2 C3 121.5(2) . . ?
C2 C12 C6 119.5(2) . . ?
C2 C12 C10 120.4(2) . . ?
C6 C12 C10 120.1(2) . . ?
C3 C4 C5 118.5(2) . . ?
C3 C4 C13 121.4(2) . . ?
C5 C4 C13 120.0(2) . . ?
C7 C8 C17 119.7(2) . . ?
C9 C8 C7 118.9(2) . . ?
C9 C8 C17 121.4(2) . . ?
C12 C6 C7 118.0(2) . . ?
C12 C6 C5 118.5(2) . . ?
C7 C6 C5 123.5(2) . . ?
C22 C21 N1 118.02(19) . . ?
C26 C21 N1 117.7(2) . . ?
C26 C21 C22 124.3(2) . . ?
C4 C3 C2 121.0(2) . . ?
C11 C10 C12 118.1(2) . . ?
C11 C10 C9 121.9(2) . . ?
C9 C10 C12 120.0(2) . . ?
N1 C11 C10 120.3(2) . . ?
N1 C1 C2 120.4(2) . . ?
C8 C7 C6 122.3(2) . . ?
C8 C9 C10 120.7(2) . . ?
C4 C5 C6 122.2(2) . . ?
C21 C22 C27 123.2(2) . . ?
C23 C22 C21 116.2(2) . . ?
C23 C22 C27 120.6(2) . . ?
C21 C26 C25 116.4(2) . . ?
C21 C26 C30 123.5(2) . . ?
C25 C26 C30 120.0(2) . . ?
C24 C25 C26 121.4(2) . . ?
C24 C23 C22 121.6(2) . . ?
C16 C13 C4 112.1(2) . . ?
C16 C13 C14 106.7(3) . . ?
C15 C13 C4 109.1(3) . . ?
C15 C13 C16 107.1(3) . . ?
C15 C13 C14 113.2(4) . . ?
C14 C13 C4 108.7(3) . . ?
C20 C17 C8 112.3(2) . . ?
C18 C17 C8 108.0(3) . . ?
C18 C17 C20 105.2(3) . . ?
C19 C17 C8 109.0(3) . . ?
C19 C17 C20 108.4(3) . . ?
C19 C17 C18 114.0(5) . . ?
C26 C30 C32 112.3(2) . . ?
C26 C30 C31 109.9(3) . . ?
C32 C30 C31 110.4(3) . . ?
C25 C24 C23 120.1(2) . . ?
C22 C27 C29 109.3(3) . . ?
C28 C27 C22 112.5(2) . . ?
C28 C27 C29 109.5(3) . . ?
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
P1 F5 1.5965(19) . ?
P1 F6 1.595(2) . ?
P1 F3 1.590(2) . ?
P1 F4 1.586(2) . ?
P1 F2 1.590(2) . ?
P1 F1 1.588(2) . ?
N1 C21 1.471(3) . ?
N1 C11 1.355(3) . ?
N1 C1 1.354(3) . ?
C2 C12 1.413(3) . ?
C2 C3 1.414(3) . ?
C2 C1 1.409(3) . ?
C12 C6 1.414(3) . ?
C12 C10 1.420(3) . ?
C4 C3 1.389(3) . ?
C4 C5 1.403(3) . ?
C4 C13 1.534(3) . ?
C8 C7 1.406(3) . ?
C8 C9 1.391(3) . ?
C8 C17 1.535(3) . ?
C6 C7 1.417(3) . ?
C6 C5 1.420(3) . ?
C21 C22 1.402(3) . ?
C21 C26 1.396(3) . ?
C10 C11 1.407(3) . ?
C10 C9 1.413(3) . ?
C22 C23 1.393(3) . ?
C22 C27 1.519(3) . ?
C26 C25 1.397(3) . ?
C26 C30 1.519(3) . ?
C25 C24 1.383(4) . ?
C23 C24 1.386(4) . ?
C13 C16 1.523(4) . ?
C13 C15 1.522(5) . ?
C13 C14 1.526(5) . ?
C17 C20 1.531(4) . ?
C17 C18 1.528(5) . ?
C17 C19 1.506(5) . ?
C30 C32 1.519(4) . ?
C30 C31 1.521(5) . ?
C28 C27 1.515(4) . ?
C27 C29 1.535(5) . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
3.2927 5.4839 -1.5814 0.0492 0.2089 0.9767
-5.7859 2.7992 -5.1996 0.2045 0.8508 -0.4840
-2.6324 -6.0113 2.3082 -0.0774 -0.3263 -0.9421
5.2560 -4.1934 5.7824 -0.2244 -0.9346 0.2761
3.8021 4.7162 0.0287 -0.0737 0.0556 0.9957
-6.0974 2.8057 3.3046 -0.7728 0.5930 -0.2260
-2.9413 -5.1718 -0.5144 0.1879 -0.1433 -0.9717
5.6638 -3.4392 -3.3388 0.7895 -0.6056 0.0998
