#------------------------------------------------------------------------------
#$Date: 2020-05-17 02:27:31 +0300 (Sun, 17 May 2020) $
#$Revision: 252112 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/83/4038368.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_4038368
loop_
_publ_author_name
'Schoemaker, Robin'
'Schwedtmann, Kai'
'Hennersdorf, Felix'
'Bauzá, Antonio'
'Frontera, Antonio'
'Weigand, Jan J.'
_publ_section_title
;
 Toward N,P-Doped π-Extended PAHs: A One-Pot Synthesis to Diannulated
 1,4,2-Diazaphospholium Triflate Salts.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00577
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C26 H16 N2 P, C F3 O3 S'
_chemical_formula_sum            'C27 H16 F3 N2 O3 P S'
_chemical_formula_weight         536.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-11-20
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 113.4693(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5520(2)
_cell_length_b                   8.75829(9)
_cell_length_c                   16.02248(19)
_cell_measurement_reflns_used    7032
_cell_measurement_temperature    99.99(17)
_cell_measurement_theta_max      76.3380
_cell_measurement_theta_min      5.0630
_cell_volume                     2259.30(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(17)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -61.00  34.00   0.50    0.50    --  -38.50  38.00 150.00  190
  2  ω    -70.00  35.00   0.50    0.50    --  -38.50  77.00-120.00  210
  3  ω     20.00 115.00   0.50    0.50    --   42.75  38.00  30.00  190
  4  ω     30.00 109.00   0.50    1.50    --  111.00 -94.00  90.00  158
  5  ω     41.00 139.00   0.50    1.50    --  111.00 -61.00-180.00  196
  6  ω     36.00 135.00   0.50    1.50    --  111.00 -30.00 -60.00  198
  7  ω     87.00 178.00   0.50    1.50    --  111.00  30.00-150.00  182
  8  ω     40.00 135.00   0.50    1.50    --  111.00 -45.00  60.00  190
  9  ω     87.00 178.00   0.50    1.50    --  111.00  30.00 -30.00  182
 10  ω     40.00 135.00   0.50    1.50    --  111.00 -45.00 -90.00  190
 11  ω     83.00 178.00   0.50    1.50    --  111.00  61.00   0.00  190
 12  ω     37.00 142.00   0.50    1.50    --  111.00 -77.00  60.00  210
 13  ω     20.00 100.00   0.50    0.50    --   42.75  38.00-180.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0694431000
_diffrn_orient_matrix_UB_12      0.1036800000
_diffrn_orient_matrix_UB_13      0.0037789000
_diffrn_orient_matrix_UB_21      0.0153339000
_diffrn_orient_matrix_UB_22      -0.0626646000
_diffrn_orient_matrix_UB_23      0.0951941000
_diffrn_orient_matrix_UB_31      0.0640510000
_diffrn_orient_matrix_UB_32      0.1275080000
_diffrn_orient_matrix_UB_33      0.0437027000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8418
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.606
_diffrn_reflns_theta_min         5.495
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.486
_exptl_absorpt_correction_T_max  0.839
_exptl_absorpt_correction_T_min  0.508
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.454
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.073
_refine_diff_density_max         0.858
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.37(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         3760
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0723P)²+2.2228P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1092
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                3750
_reflns_number_total             3760
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00577_si_006.cif
_cod_data_source_block           jjw0544
_cod_database_code               4038368
_chemical_oxdiff_formula         'C108 H64 F12 N8 O12 P4 S4 '
_chemical_oxdiff_usercomment     RS160
_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.
;
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.63(3) 0.37(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Uiso/Uaniso restraints and constraints
S1 \\sim C27: within 2A with sigma of 0.0005 and sigma for terminal atoms of
0.001
Uanis(C27) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25)
;
_shelx_shelxl_version_number     2014/7
_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 1.428
_oxdiff_exptl_absorpt_empirical_full_min 0.761
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
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 0.03492(7) 0.37421(8) 0.21207(8) 0.01740(19) Uani 1 1 d . . . . .
N1 N -0.0072(2) 0.6610(4) 0.1892(2) 0.0161(6) Uani 1 1 d . . . . .
N2 N 0.10841(18) 0.5198(4) 0.2444(2) 0.0180(6) Uani 1 1 d . . . . .
C1 C -0.0393(2) 0.5140(4) 0.1796(2) 0.0145(7) Uani 1 1 d . . . . .
C26 C 0.1953(2) 0.4949(5) 0.2757(2) 0.0171(7) Uani 1 1 d . . . . .
C2 C -0.1274(2) 0.4927(4) 0.1481(3) 0.0173(7) Uani 1 1 d . . . . .
C3 C -0.1590(2) 0.3468(5) 0.1520(3) 0.0221(8) Uani 1 1 d . . . . .
H3 H -0.1229 0.2644 0.1729 0.026 Uiso 1 1 calc R . . . .
C4 C -0.2433(2) 0.3249(5) 0.1251(3) 0.0243(9) Uani 1 1 d . . . . .
H4 H -0.2642 0.2278 0.1264 0.029 Uiso 1 1 calc R . . . .
C5 C -0.2973(2) 0.4502(5) 0.0959(3) 0.0248(9) Uani 1 1 d . . . . .
H5 H -0.3540 0.4363 0.0792 0.030 Uiso 1 1 calc R . . . .
C6 C -0.2669(2) 0.5936(5) 0.0916(3) 0.0222(8) Uani 1 1 d . . . . .
H6 H -0.3035 0.6754 0.0715 0.027 Uiso 1 1 calc R . . . .
C7 C -0.1809(2) 0.6182(5) 0.1174(3) 0.0178(8) Uani 1 1 d . . . . .
C8 C -0.1457(2) 0.7650(4) 0.1063(2) 0.0181(7) Uani 1 1 d . . . . .
C9 C -0.1963(3) 0.8860(4) 0.0563(3) 0.0221(8) Uani 1 1 d . . . . .
H9 H -0.2536 0.8784 0.0371 0.027 Uiso 1 1 calc R . . . .
C10 C -0.1632(2) 1.0138(5) 0.0354(3) 0.0244(8) Uani 1 1 d . . . . .
H10 H -0.1979 1.0925 0.0028 0.029 Uiso 1 1 calc R . . . .
C11 C -0.0769(2) 1.0269(5) 0.0631(3) 0.0232(8) Uani 1 1 d . . . . .
H11 H -0.0545 1.1125 0.0471 0.028 Uiso 1 1 calc R . . . .
C12 C -0.0251(2) 0.9114(5) 0.1145(3) 0.0208(7) Uani 1 1 d . . . . .
H12 H 0.0321 0.9193 0.1329 0.025 Uiso 1 1 calc R . . . .
C13 C -0.0597(2) 0.7834(4) 0.1382(2) 0.0158(7) Uani 1 1 d . . . . .
C14 C 0.0772(2) 0.6601(4) 0.2355(2) 0.0134(7) Uani 1 1 d . . . . .
C15 C 0.1280(2) 0.7869(4) 0.2842(2) 0.0168(7) Uani 1 1 d . . . . .
C16 C 0.0955(2) 0.9196(4) 0.3083(3) 0.0193(7) Uani 1 1 d . . . . .
H16 H 0.0383 0.9305 0.2894 0.023 Uiso 1 1 calc R . . . .
C17 C 0.1472(3) 1.0315(5) 0.3589(3) 0.0238(8) Uani 1 1 d . . . . .
H17 H 0.1251 1.1189 0.3737 0.029 Uiso 1 1 calc R . . . .
C18 C 0.2335(3) 1.0153(5) 0.3888(3) 0.0243(8) Uani 1 1 d . . . . .
H18 H 0.2683 1.0938 0.4215 0.029 Uiso 1 1 calc R . . . .
C19 C 0.2675(3) 0.8831(5) 0.3701(3) 0.0247(9) Uani 1 1 d . . . . .
H19 H 0.3249 0.8726 0.3915 0.030 Uiso 1 1 calc R . . . .
C20 C 0.2159(2) 0.7661(4) 0.3192(2) 0.0183(7) Uani 1 1 d . . . . .
C21 C 0.2493(2) 0.6190(5) 0.3073(3) 0.0190(8) Uani 1 1 d . . . . .
C22 C 0.3342(2) 0.5947(5) 0.3303(3) 0.0233(8) Uani 1 1 d . . . . .
H22 H 0.3711 0.6763 0.3487 0.028 Uiso 1 1 calc R . . . .
C23 C 0.3633(2) 0.4489(5) 0.3258(3) 0.0258(9) Uani 1 1 d . . . . .
H23 H 0.4198 0.4335 0.3421 0.031 Uiso 1 1 calc R . . . .
C24 C 0.3098(2) 0.3271(5) 0.2976(3) 0.0259(9) Uani 1 1 d . . . . .
H24 H 0.3304 0.2298 0.2963 0.031 Uiso 1 1 calc R . . . .
C25 C 0.2261(2) 0.3483(5) 0.2713(3) 0.0217(8) Uani 1 1 d . . . . .
H25 H 0.1899 0.2661 0.2506 0.026 Uiso 1 1 calc R . . . .
S1 S 0.05998(6) 0.40103(10) 0.46612(7) 0.0216(2) Uani 1 1 d . U . . .
F1 F -0.05851(13) 0.5806(3) 0.47073(17) 0.0292(5) Uani 1 1 d . . . . .
F2 F -0.01200(18) 0.6397(3) 0.36693(19) 0.0371(6) Uani 1 1 d . . . . .
F3 F 0.06213(17) 0.6909(3) 0.5099(2) 0.0394(7) Uani 1 1 d . . . . .
O1 O -0.00175(19) 0.3070(4) 0.4041(2) 0.0347(8) Uani 1 1 d . . . . .
O2 O 0.0803(2) 0.3647(3) 0.5596(2) 0.0322(7) Uani 1 1 d . . . . .
O3 O 0.12968(16) 0.4268(3) 0.4439(2) 0.0262(6) Uani 1 1 d . . . . .
C27 C 0.0095(2) 0.5909(4) 0.4551(3) 0.0148(4) Uani 1 1 d . U . . .
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'
O O 0.0492 0.0322 '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'
S S 0.3331 0.5567 '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
1 0 0 0.0395
-5 1 -7 0.1197
2 -5 3 0.1438
0 -3 -9 0.1961
-5 1 10 0.1390
-3 0 5 0.1375
2 0 -5 0.1528
1 1 -1 0.1572
-1 -1 1 0.1572
-1 0 0 0.0335
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
C1 P1 N2 87.14(12) . . ?
C1 N1 C13 119.2(3) . . ?
C14 N1 C1 111.1(3) . . ?
C14 N1 C13 128.5(3) . . ?
C26 N2 P1 123.8(3) . . ?
C14 N2 P1 114.9(2) . . ?
C14 N2 C26 121.2(3) . . ?
N1 C1 P1 113.8(2) . . ?
N1 C1 C2 119.5(3) . . ?
C2 C1 P1 126.7(3) . . ?
C21 C26 N2 119.1(3) . . ?
C21 C26 C25 120.6(3) . . ?
C25 C26 N2 120.3(3) . . ?
C3 C2 C1 119.4(3) . . ?
C7 C2 C1 119.9(3) . . ?
C7 C2 C3 120.6(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.5(4) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 119.5 . . ?
C5 C6 C7 121.0(4) . . ?
C7 C6 H6 119.5 . . ?
C2 C7 C6 118.1(3) . . ?
C2 C7 C8 118.3(3) . . ?
C6 C7 C8 123.4(4) . . ?
C9 C8 C7 121.8(3) . . ?
C13 C8 C7 120.2(3) . . ?
C13 C8 C9 117.8(3) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.6(4) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.1(4) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.8(4) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.5(3) . . ?
C13 C12 H12 120.2 . . ?
C8 C13 N1 118.5(3) . . ?
C8 C13 C12 121.0(3) . . ?
C12 C13 N1 120.2(3) . . ?
N1 C14 C15 126.3(4) . . ?
N2 C14 N1 112.0(4) . . ?
N2 C14 C15 120.9(3) . . ?
C16 C15 C14 123.4(3) . . ?
C16 C15 C20 119.2(3) . . ?
C20 C15 C14 116.9(3) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(4) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(4) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(4) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C21 119.2(3) . . ?
C19 C20 C15 118.9(3) . . ?
C19 C20 C21 121.6(3) . . ?
C26 C21 C20 119.0(3) . . ?
C26 C21 C22 118.3(4) . . ?
C22 C21 C20 122.7(4) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.1(4) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 120.9(4) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.3(4) . . ?
C25 C24 H24 119.8 . . ?
C26 C25 H25 120.1 . . ?
C24 C25 C26 119.7(4) . . ?
C24 C25 H25 120.1 . . ?
O1 S1 O2 114.2(2) . . ?
O1 S1 O3 114.40(18) . . ?
O1 S1 C27 104.62(18) . . ?
O2 S1 C27 102.06(16) . . ?
O3 S1 O2 114.62(19) . . ?
O3 S1 C27 105.03(16) . . ?
F1 C27 S1 110.7(2) . . ?
F1 C27 F2 108.5(3) . . ?
F1 C27 F3 111.5(3) . . ?
F2 C27 S1 107.5(2) . . ?
F3 C27 S1 110.4(3) . . ?
F3 C27 F2 108.0(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 N2 1.740(3) . ?
P1 C1 1.711(4) . ?
N1 C1 1.389(5) . ?
N1 C13 1.438(4) . ?
N1 C14 1.367(3) . ?
N2 C26 1.419(4) . ?
N2 C14 1.330(5) . ?
C1 C2 1.436(5) . ?
C26 C21 1.398(6) . ?
C26 C25 1.406(5) . ?
C2 C3 1.404(5) . ?
C2 C7 1.401(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.403(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.376(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.414(5) . ?
C7 C8 1.468(5) . ?
C8 C9 1.409(5) . ?
C8 C13 1.397(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.362(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.403(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.398(5) . ?
C14 C15 1.443(5) . ?
C15 C16 1.414(5) . ?
C15 C20 1.429(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.362(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.403(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.389(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.395(6) . ?
C20 C21 1.458(5) . ?
C21 C22 1.402(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.387(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.374(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.369(5) . ?
C25 H25 0.9300 . ?
S1 O1 1.408(3) . ?
S1 O2 1.430(3) . ?
S1 O3 1.421(3) . ?
S1 C27 1.859(3) . ?
F1 C27 1.317(4) . ?
F2 C27 1.377(5) . ?
F3 C27 1.321(5) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N2 C26 C21 -174.6(3) . . . . ?
P1 N2 C26 C25 8.1(5) . . . . ?
P1 N2 C14 N1 -9.5(4) . . . . ?
P1 N2 C14 C15 160.6(3) . . . . ?
P1 C1 C2 C3 7.5(5) . . . . ?
P1 C1 C2 C7 -175.2(3) . . . . ?
N1 C1 C2 C3 -170.0(4) . . . . ?
N1 C1 C2 C7 7.3(5) . . . . ?
N1 C14 C15 C16 15.1(5) . . . . ?
N1 C14 C15 C20 -173.2(3) . . . . ?
N2 P1 C1 N1 3.3(3) . . . . ?
N2 P1 C1 C2 -174.3(3) . . . . ?
N2 C26 C21 C20 8.6(5) . . . . ?
N2 C26 C21 C22 -174.4(3) . . . . ?
N2 C26 C25 C24 176.8(3) . . . . ?
N2 C14 C15 C16 -153.5(4) . . . . ?
N2 C14 C15 C20 18.3(5) . . . . ?
C1 P1 N2 C26 -174.7(3) . . . . ?
C1 P1 N2 C14 3.5(3) . . . . ?
C1 N1 C13 C8 21.8(5) . . . . ?
C1 N1 C13 C12 -152.4(4) . . . . ?
C1 N1 C14 N2 11.7(3) . . . . ?
C1 N1 C14 C15 -157.7(4) . . . . ?
C1 C2 C3 C4 177.6(4) . . . . ?
C1 C2 C7 C6 -176.6(3) . . . . ?
C1 C2 C7 C8 8.6(5) . . . . ?
C26 N2 C14 N1 168.8(3) . . . . ?
C26 N2 C14 C15 -21.1(5) . . . . ?
C26 C21 C22 C23 -3.1(6) . . . . ?
C2 C3 C4 C5 -1.5(6) . . . . ?
C2 C7 C8 C9 164.7(4) . . . . ?
C2 C7 C8 C13 -9.2(5) . . . . ?
C3 C2 C7 C6 0.6(6) . . . . ?
C3 C2 C7 C8 -174.2(3) . . . . ?
C3 C4 C5 C6 1.7(6) . . . . ?
C4 C5 C6 C7 -0.6(6) . . . . ?
C5 C6 C7 C2 -0.5(6) . . . . ?
C5 C6 C7 C8 174.0(3) . . . . ?
C6 C7 C8 C9 -9.8(6) . . . . ?
C6 C7 C8 C13 176.2(4) . . . . ?
C7 C2 C3 C4 0.4(6) . . . . ?
C7 C8 C9 C10 -170.8(4) . . . . ?
C7 C8 C13 N1 -5.7(5) . . . . ?
C7 C8 C13 C12 168.5(3) . . . . ?
C8 C9 C10 C11 0.5(6) . . . . ?
C9 C8 C13 N1 -179.9(3) . . . . ?
C9 C8 C13 C12 -5.7(5) . . . . ?
C9 C10 C11 C12 -2.2(6) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
C11 C12 C13 N1 178.3(4) . . . . ?
C11 C12 C13 C8 4.2(6) . . . . ?
C13 N1 C1 P1 159.5(3) . . . . ?
C13 N1 C1 C2 -22.7(5) . . . . ?
C13 N1 C14 N2 -155.6(4) . . . . ?
C13 N1 C14 C15 34.9(4) . . . . ?
C13 C8 C9 C10 3.3(6) . . . . ?
C14 N1 C1 P1 -9.2(3) . . . . ?
C14 N1 C1 C2 168.6(3) . . . . ?
C14 N1 C13 C8 -171.7(3) . . . . ?
C14 N1 C13 C12 14.0(5) . . . . ?
C14 N2 C26 C21 7.2(5) . . . . ?
C14 N2 C26 C25 -170.0(4) . . . . ?
C14 C15 C16 C17 176.1(4) . . . . ?
C14 C15 C20 C19 -177.3(3) . . . . ?
C14 C15 C20 C21 -2.3(5) . . . . ?
C15 C16 C17 C18 -0.8(6) . . . . ?
C15 C20 C21 C26 -10.5(5) . . . . ?
C15 C20 C21 C22 172.6(4) . . . . ?
C16 C15 C20 C19 -5.2(5) . . . . ?
C16 C15 C20 C21 169.7(3) . . . . ?
C16 C17 C18 C19 -2.3(6) . . . . ?
C17 C18 C19 C20 1.6(6) . . . . ?
C18 C19 C20 C15 2.2(6) . . . . ?
C18 C19 C20 C21 -172.7(4) . . . . ?
C19 C20 C21 C26 164.3(4) . . . . ?
C19 C20 C21 C22 -12.5(6) . . . . ?
C20 C15 C16 C17 4.6(5) . . . . ?
C20 C21 C22 C23 173.8(4) . . . . ?
C21 C26 C25 C24 -0.4(6) . . . . ?
C21 C22 C23 C24 1.0(6) . . . . ?
C22 C23 C24 C25 1.5(6) . . . . ?
C23 C24 C25 C26 -1.8(6) . . . . ?
C25 C26 C21 C20 -174.2(3) . . . . ?
C25 C26 C21 C22 2.8(6) . . . . ?
O1 S1 C27 F1 56.7(3) . . . . ?
O1 S1 C27 F2 -61.7(3) . . . . ?
O1 S1 C27 F3 -179.3(3) . . . . ?
O2 S1 C27 F1 -62.5(3) . . . . ?
O2 S1 C27 F2 179.1(3) . . . . ?
O2 S1 C27 F3 61.4(3) . . . . ?
O3 S1 C27 F1 177.6(3) . . . . ?
O3 S1 C27 F2 59.2(3) . . . . ?
O3 S1 C27 F3 -58.5(3) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.63(3)
2 0.37(3)
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
0.9999 -0.0008 -0.0012 -0.0695 0.0153 0.0639
-5.0109 1.0116 -6.9868 0.4265 -0.8053 -0.4973
2.0124 -5.0041 2.9868 -0.6473 0.6288 -0.3786
-0.0073 -2.9892 -8.9979 -0.3434 -0.6693 -0.7748
-4.9875 0.9922 9.9998 0.4870 0.8133 0.2441
-2.9929 -0.0035 4.9996 0.2264 0.4303 0.0264
1.9930 0.0042 -4.9984 -0.1568 -0.4455 -0.0903
0.9969 1.0002 -0.9987 0.0307 -0.1425 0.1477
-0.9969 -1.0002 0.9987 -0.0307 0.1425 -0.1477
-0.9999 0.0008 0.0012 0.0695 -0.0153 -0.0639
