#------------------------------------------------------------------------------
#$Date: 2020-05-17 02:31:03 +0300 (Sun, 17 May 2020) $
#$Revision: 252122 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/83/4038378.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_4038378
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_formula_moiety         'C40 H30 N6 P, C F3 O3 S'
_chemical_formula_sum            'C41 H30 F3 N6 O3 P S'
_chemical_formula_weight         774.74
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2016-09-12
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.79642(10)
_cell_length_b                   19.3254(2)
_cell_length_c                   42.2670(6)
_cell_measurement_reflns_used    16182
_cell_measurement_temperature    99.99(18)
_cell_measurement_theta_max      76.5450
_cell_measurement_theta_min      4.1720
_cell_volume                     7185.15(15)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(18)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -108.00 -60.00   0.50    5.00    --  -38.50 -61.00 -94.00   96
  2  ω     21.00  70.00   0.50    5.00    --   42.75  68.00-174.00   98
  3  ω     32.00  71.00   0.50   20.00    --  111.00 -98.00 171.00   78
  4  ω     48.00 138.00   0.50   20.00    --  111.00 -61.00 -94.00  180
  5  ω     54.00  95.00   0.50   20.00    --  111.00 -68.00  51.00   82
  6  ω    -87.00 -10.00   0.50    5.00    --  -38.50 125.00-150.00  154
  7  ω     69.00 107.00   0.50    5.00    --   42.75  38.00  30.00   76
  8  ω     84.00 111.00   0.50   20.00    --  111.00  61.00  60.00   54
  9  ω     71.00  99.00   0.50   20.00    --  111.00 -94.00-150.00   56
 10  ω    108.00 172.00   0.50   20.00    --  111.00 125.00 -60.00  128
 11  ω    144.00 175.00   0.50   20.00    --  111.00  61.00  60.00   62
 12  ω     59.00  89.00   0.50   20.00    --  111.00 -94.00 -90.00   60
 13  ω     40.00  94.00   0.50   20.00    --  111.00 -94.00  60.00  108
 14  ω    122.00 176.00   0.50   20.00    --  111.00 125.00   0.00  108
;
_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      0.0637149000
_diffrn_orient_matrix_UB_12      -0.0518503000
_diffrn_orient_matrix_UB_13      -0.0242887000
_diffrn_orient_matrix_UB_21      -0.1189469000
_diffrn_orient_matrix_UB_22      0.0242783000
_diffrn_orient_matrix_UB_23      -0.0243410000
_diffrn_orient_matrix_UB_31      0.1117022000
_diffrn_orient_matrix_UB_32      0.0554335000
_diffrn_orient_matrix_UB_33      -0.0120965000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            27926
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.584
_diffrn_reflns_theta_min         4.184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.781
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_correction_T_min  0.528
_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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_description       needle
_exptl_crystal_F_000             3200
_exptl_crystal_size_max          0.549
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.036
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     616
_refine_ls_number_reflns         7476
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0451
_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)+(0.0370P)²+9.9231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1131
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6892
_reflns_number_total             7476
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00577_si_014.cif
_cod_data_source_block           jjw0516
_cod_original_cell_volume        7185.17(15)
_cod_database_code               4038378
_chemical_oxdiff_formula         'C328 H240 F24 N48 O24 P8 S8 '
_chemical_oxdiff_usercomment     RS129
_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 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_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 2.649
_oxdiff_exptl_absorpt_empirical_full_min 0.463
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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 0.59931(5) 0.58983(2) 0.37847(2) 0.01352(11) Uani 1 1 d . . . . .
N1 N 0.57616(18) 0.50703(8) 0.43339(4) 0.0144(3) Uani 1 1 d . . . . .
N2 N 0.41120(19) 0.59425(9) 0.41921(4) 0.0172(3) Uani 1 1 d . . . . .
N3 N 0.45647(18) 0.53958(8) 0.36111(4) 0.0147(3) Uani 1 1 d . . . . .
N4 N 0.41335(18) 0.47777(8) 0.37469(4) 0.0147(3) Uani 1 1 d . . . . .
N5 N 0.74193(19) 0.57426(8) 0.34950(4) 0.0152(3) Uani 1 1 d . . . . .
N6 N 0.74420(19) 0.51679(9) 0.33031(4) 0.0165(3) Uani 1 1 d . . . . .
C1 C 0.6636(2) 0.52344(10) 0.40758(4) 0.0145(4) Uani 1 1 d . . . . .
C2 C 0.8060(2) 0.49331(10) 0.40517(5) 0.0165(4) Uani 1 1 d . . . . .
H2 H 0.871(3) 0.5031(12) 0.3875(6) 0.015(6) Uiso 1 1 d . . . . .
C3 C 0.8588(2) 0.44747(11) 0.42799(5) 0.0189(4) Uani 1 1 d . . . . .
H3 H 0.959(3) 0.4288(13) 0.4258(6) 0.024(6) Uiso 1 1 d . . . . .
C4 C 0.7671(2) 0.43190(11) 0.45364(5) 0.0205(4) Uani 1 1 d . . . . .
H4 H 0.796(3) 0.3996(14) 0.4698(6) 0.025(7) Uiso 1 1 d . . . . .
C5 C 0.6264(2) 0.46259(10) 0.45589(5) 0.0179(4) Uani 1 1 d . . . . .
H5 H 0.560(3) 0.4538(12) 0.4724(6) 0.015(6) Uiso 1 1 d . . . . .
C6 C 0.4279(2) 0.53915(10) 0.43732(4) 0.0154(4) Uani 1 1 d . . . . .
C7 C 0.3172(2) 0.51354(11) 0.45731(5) 0.0198(4) Uani 1 1 d . . . . .
H7 H 0.333(3) 0.4725(14) 0.4697(6) 0.025(7) Uiso 1 1 d . . . . .
C8 C 0.1821(2) 0.55032(12) 0.45881(5) 0.0232(4) Uani 1 1 d . . . . .
H8 H 0.104(3) 0.5362(15) 0.4714(7) 0.034(8) Uiso 1 1 d . . . . .
C9 C 0.1626(2) 0.60950(12) 0.44062(5) 0.0231(4) Uani 1 1 d . . . . .
H9 H 0.069(3) 0.6356(14) 0.4416(6) 0.028(7) Uiso 1 1 d . . . . .
C10 C 0.2797(2) 0.62915(11) 0.42071(5) 0.0217(4) Uani 1 1 d . . . . .
H10 H 0.269(3) 0.6680(15) 0.4064(6) 0.030(7) Uiso 1 1 d . . . . .
C11 C 0.3414(2) 0.56626(10) 0.34282(5) 0.0175(4) Uani 1 1 d . . . . .
C12 C 0.2232(2) 0.52017(11) 0.34408(5) 0.0202(4) Uani 1 1 d . . . . .
H12 H 0.129(3) 0.5230(13) 0.3323(6) 0.024(6) Uiso 1 1 d . . . . .
C13 C 0.2736(2) 0.46633(10) 0.36424(5) 0.0164(4) Uani 1 1 d . . . . .
C14 C 0.3594(2) 0.63192(11) 0.32544(5) 0.0199(4) Uani 1 1 d . . . . .
C15 C 0.2533(3) 0.68459(12) 0.32953(6) 0.0291(5) Uani 1 1 d . . . . .
H15 H 0.166(3) 0.6775(13) 0.3433(6) 0.023(6) Uiso 1 1 d . . . . .
C16 C 0.2693(3) 0.74633(14) 0.31298(7) 0.0377(6) Uani 1 1 d . . . . .
H16 H 0.191(4) 0.7834(17) 0.3173(8) 0.050(9) Uiso 1 1 d . . . . .
C17 C 0.3887(3) 0.75540(14) 0.29204(7) 0.0361(6) Uani 1 1 d . . . . .
H17 H 0.403(4) 0.7995(18) 0.2799(8) 0.051(9) Uiso 1 1 d . . . . .
C18 C 0.4944(3) 0.70283(13) 0.28775(6) 0.0280(5) Uani 1 1 d . . . . .
H18 H 0.581(3) 0.7073(15) 0.2733(7) 0.034(7) Uiso 1 1 d . . . . .
C19 C 0.4809(2) 0.64131(11) 0.30469(5) 0.0216(4) Uani 1 1 d . . . . .
H19 H 0.552(3) 0.6050(13) 0.3021(6) 0.022(6) Uiso 1 1 d . . . . .
C20 C 0.1880(2) 0.40467(10) 0.37484(5) 0.0170(4) Uani 1 1 d . . . . .
C21 C 0.0682(3) 0.37891(12) 0.35684(6) 0.0253(5) Uani 1 1 d . . . . .
H21 H 0.041(3) 0.3997(14) 0.3367(7) 0.029(7) Uiso 1 1 d . . . . .
C22 C -0.0129(3) 0.32123(12) 0.36709(6) 0.0300(5) Uani 1 1 d . . . . .
H22 H -0.093(4) 0.3040(17) 0.3539(8) 0.047(9) Uiso 1 1 d . . . . .
C23 C 0.0232(3) 0.28925(11) 0.39541(6) 0.0250(5) Uani 1 1 d . . . . .
H23 H -0.034(3) 0.2489(15) 0.4021(7) 0.034(7) Uiso 1 1 d . . . . .
C24 C 0.1413(2) 0.31495(11) 0.41369(5) 0.0218(4) Uani 1 1 d . . . . .
H24 H 0.165(3) 0.2941(14) 0.4342(7) 0.031(7) Uiso 1 1 d . . . . .
C25 C 0.2234(2) 0.37202(10) 0.40344(5) 0.0179(4) Uani 1 1 d . . . . .
H25 H 0.308(3) 0.3901(13) 0.4156(6) 0.018(6) Uiso 1 1 d . . . . .
C26 C 0.8299(2) 0.62683(10) 0.33677(4) 0.0153(4) Uani 1 1 d . . . . .
C27 C 0.8890(2) 0.60240(11) 0.30881(5) 0.0175(4) Uani 1 1 d . . . . .
H27 H 0.961(3) 0.6267(13) 0.2948(6) 0.023(6) Uiso 1 1 d . . . . .
C28 C 0.8330(2) 0.53383(10) 0.30590(5) 0.0163(4) Uani 1 1 d . . . . .
C29 C 0.8575(2) 0.69368(10) 0.35250(5) 0.0156(4) Uani 1 1 d . . . . .
C30 C 0.8731(2) 0.69804(11) 0.38532(5) 0.0183(4) Uani 1 1 d . . . . .
H30 H 0.866(3) 0.6565(14) 0.3986(6) 0.022(6) Uiso 1 1 d . . . . .
C31 C 0.9035(2) 0.76124(12) 0.39978(5) 0.0224(4) Uani 1 1 d . . . . .
H31 H 0.914(4) 0.7628(16) 0.4231(7) 0.042(8) Uiso 1 1 d . . . . .
C32 C 0.9213(2) 0.82034(11) 0.38160(5) 0.0228(4) Uani 1 1 d . . . . .
H32 H 0.942(3) 0.8663(14) 0.3917(6) 0.027(7) Uiso 1 1 d . . . . .
C33 C 0.9088(2) 0.81623(11) 0.34881(5) 0.0222(4) Uani 1 1 d . . . . .
H33 H 0.922(3) 0.8580(15) 0.3369(6) 0.031(7) Uiso 1 1 d . . . . .
C34 C 0.8763(2) 0.75367(11) 0.33429(5) 0.0189(4) Uani 1 1 d . . . . .
H34 H 0.868(3) 0.7507(13) 0.3106(6) 0.024(6) Uiso 1 1 d . . . . .
C35 C 0.8614(2) 0.48427(11) 0.28011(5) 0.0181(4) Uani 1 1 d . . . . .
C36 C 0.9249(3) 0.50661(12) 0.25165(5) 0.0244(4) Uani 1 1 d . . . . .
H36 H 0.949(3) 0.5563(15) 0.2485(7) 0.038(8) Uiso 1 1 d . . . . .
C37 C 0.9480(3) 0.46063(13) 0.22691(5) 0.0291(5) Uani 1 1 d . . . . .
H37 H 0.990(4) 0.4755(16) 0.2069(7) 0.039(8) Uiso 1 1 d . . . . .
C38 C 0.9060(3) 0.39189(13) 0.23037(6) 0.0276(5) Uani 1 1 d . . . . .
H38 H 0.924(3) 0.3595(15) 0.2126(7) 0.033(7) Uiso 1 1 d . . . . .
C39 C 0.8425(3) 0.36927(12) 0.25852(5) 0.0251(5) Uani 1 1 d . . . . .
H39 H 0.814(3) 0.3215(16) 0.2614(7) 0.038(8) Uiso 1 1 d . . . . .
C40 C 0.8214(2) 0.41478(11) 0.28343(5) 0.0212(4) Uani 1 1 d . . . . .
H40 H 0.779(3) 0.3992(14) 0.3032(7) 0.029(7) Uiso 1 1 d . . . . .
S1 S 0.74689(6) 0.63407(3) 0.48452(2) 0.01790(12) Uani 1 1 d . . . . .
F1 F 0.59683(17) 0.74712(8) 0.47062(4) 0.0364(3) Uani 1 1 d . . . . .
F2 F 0.65935(18) 0.73855(8) 0.51971(3) 0.0372(3) Uani 1 1 d . . . . .
F3 F 0.82803(19) 0.76487(7) 0.48475(4) 0.0413(4) Uani 1 1 d . . . . .
O1 O 0.79129(19) 0.63032(8) 0.45166(4) 0.0268(3) Uani 1 1 d . . . . .
O2 O 0.86512(18) 0.61892(8) 0.50690(4) 0.0270(3) Uani 1 1 d . . . . .
O3 O 0.60191(17) 0.60193(8) 0.49148(4) 0.0235(3) Uani 1 1 d . . . . .
C41 C 0.7055(3) 0.72606(11) 0.49019(5) 0.0240(4) Uani 1 1 d . . . . .
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
0 0 1 0.0181
0 0 -1 0.0181
0 -1 1 0.0288
0 1 -1 0.0288
0 1 0 0.0325
0 -1 0 0.0325
1 0 0 0.2745
-1 0 0 0.2745
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
N3 P1 N5 97.12(8) . . ?
N3 P1 C1 96.47(8) . . ?
N5 P1 C1 97.11(8) . . ?
C1 N1 C6 119.69(16) . . ?
C5 N1 C1 121.44(17) . . ?
C5 N1 C6 118.85(16) . . ?
C6 N2 C10 118.36(18) . . ?
N4 N3 P1 120.27(12) . . ?
C11 N3 P1 123.83(14) . . ?
C11 N3 N4 110.89(15) . . ?
C13 N4 N3 105.14(16) . . ?
N6 N5 P1 123.56(13) . . ?
N6 N5 C26 110.79(15) . . ?
C26 N5 P1 122.48(14) . . ?
C28 N6 N5 105.37(16) . . ?
N1 C1 P1 120.88(14) . . ?
N1 C1 C2 117.92(18) . . ?
C2 C1 P1 121.01(15) . . ?
C1 C2 H2 120.6(14) . . ?
C1 C2 C3 121.32(19) . . ?
C3 C2 H2 118.0(14) . . ?
C2 C3 H3 118.7(16) . . ?
C4 C3 C2 119.14(19) . . ?
C4 C3 H3 122.1(16) . . ?
C3 C4 H4 122.8(16) . . ?
C5 C4 C3 119.00(19) . . ?
C5 C4 H4 118.1(16) . . ?
N1 C5 C4 121.18(19) . . ?
N1 C5 H5 116.0(15) . . ?
C4 C5 H5 122.8(15) . . ?
N2 C6 N1 112.23(16) . . ?
N2 C6 C7 124.42(19) . . ?
C7 C6 N1 123.34(18) . . ?
C6 C7 H7 121.9(16) . . ?
C6 C7 C8 116.7(2) . . ?
C8 C7 H7 121.5(16) . . ?
C7 C8 H8 121.3(19) . . ?
C7 C8 C9 120.2(2) . . ?
C9 C8 H8 118.4(19) . . ?
C8 C9 H9 120.8(16) . . ?
C10 C9 C8 118.1(2) . . ?
C10 C9 H9 121.1(16) . . ?
N2 C10 C9 122.2(2) . . ?
N2 C10 H10 116.4(17) . . ?
C9 C10 H10 121.3(17) . . ?
N3 C11 C14 121.59(18) . . ?
C12 C11 N3 107.05(17) . . ?
C12 C11 C14 131.33(19) . . ?
C11 C12 H12 126.3(16) . . ?
C11 C12 C13 105.28(18) . . ?
C13 C12 H12 128.3(16) . . ?
N4 C13 C12 111.63(18) . . ?
N4 C13 C20 120.40(18) . . ?
C12 C13 C20 127.92(18) . . ?
C15 C14 C11 119.69(19) . . ?
C15 C14 C19 119.8(2) . . ?
C19 C14 C11 120.51(19) . . ?
C14 C15 H15 120.1(15) . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.0(15) . . ?
C15 C16 H16 116.7(19) . . ?
C17 C16 C15 120.5(2) . . ?
C17 C16 H16 122.8(19) . . ?
C16 C17 H17 122(2) . . ?
C16 C17 C18 119.9(2) . . ?
C18 C17 H17 118(2) . . ?
C17 C18 H18 122.5(17) . . ?
C17 C18 C19 120.0(2) . . ?
C19 C18 H18 117.4(17) . . ?
C14 C19 H19 118.9(16) . . ?
C18 C19 C14 120.0(2) . . ?
C18 C19 H19 121.2(16) . . ?
C21 C20 C13 120.54(19) . . ?
C21 C20 C25 118.68(19) . . ?
C25 C20 C13 120.77(18) . . ?
C20 C21 H21 121.0(17) . . ?
C20 C21 C22 120.2(2) . . ?
C22 C21 H21 118.7(17) . . ?
C21 C22 H22 118(2) . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 121(2) . . ?
C22 C23 H23 119.3(17) . . ?
C22 C23 C24 119.6(2) . . ?
C24 C23 H23 121.1(17) . . ?
C23 C24 H24 120.6(17) . . ?
C23 C24 C25 120.0(2) . . ?
C25 C24 H24 119.3(17) . . ?
C20 C25 H25 117.9(15) . . ?
C24 C25 C20 120.81(19) . . ?
C24 C25 H25 121.3(15) . . ?
N5 C26 C29 124.04(17) . . ?
C27 C26 N5 107.06(17) . . ?
C27 C26 C29 128.81(18) . . ?
C26 C27 H27 126.6(15) . . ?
C26 C27 C28 105.29(17) . . ?
C28 C27 H27 128.0(15) . . ?
N6 C28 C27 111.49(17) . . ?
N6 C28 C35 120.72(18) . . ?
C27 C28 C35 127.79(18) . . ?
C30 C29 C26 121.16(18) . . ?
C30 C29 C34 118.94(19) . . ?
C34 C29 C26 119.81(18) . . ?
C29 C30 H30 120.8(15) . . ?
C31 C30 C29 120.54(19) . . ?
C31 C30 H30 118.6(15) . . ?
C30 C31 H31 118.8(18) . . ?
C32 C31 C30 120.1(2) . . ?
C32 C31 H31 121.1(18) . . ?
C31 C32 H32 120.9(15) . . ?
C31 C32 C33 119.7(2) . . ?
C33 C32 H32 119.4(15) . . ?
C32 C33 H33 117.8(17) . . ?
C34 C33 C32 120.4(2) . . ?
C34 C33 H33 121.8(17) . . ?
C29 C34 H34 119.4(15) . . ?
C33 C34 C29 120.21(19) . . ?
C33 C34 H34 120.4(15) . . ?
C36 C35 C28 120.34(19) . . ?
C36 C35 C40 119.05(19) . . ?
C40 C35 C28 120.58(18) . . ?
C35 C36 H36 120.0(18) . . ?
C37 C36 C35 120.7(2) . . ?
C37 C36 H36 119.2(18) . . ?
C36 C37 H37 121.7(18) . . ?
C38 C37 C36 119.7(2) . . ?
C38 C37 H37 118.5(18) . . ?
C37 C38 H38 118.8(17) . . ?
C39 C38 C37 120.0(2) . . ?
C39 C38 H38 121.1(17) . . ?
C38 C39 H39 121.0(18) . . ?
C40 C39 C38 120.5(2) . . ?
C40 C39 H39 118.6(18) . . ?
C35 C40 H40 119.1(17) . . ?
C39 C40 C35 120.1(2) . . ?
C39 C40 H40 120.8(17) . . ?
O1 S1 O3 114.32(10) . . ?
O1 S1 C41 103.20(10) . . ?
O2 S1 O1 115.30(10) . . ?
O2 S1 O3 114.61(10) . . ?
O2 S1 C41 104.82(10) . . ?
O3 S1 C41 102.39(10) . . ?
F1 C41 S1 111.05(15) . . ?
F1 C41 F2 107.96(19) . . ?
F1 C41 F3 107.58(19) . . ?
F2 C41 S1 111.03(16) . . ?
F3 C41 S1 111.26(16) . . ?
F3 C41 F2 107.80(19) . . ?
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 N3 1.7493(17) . ?
P1 N5 1.7787(17) . ?
P1 C1 1.866(2) . ?
N1 C1 1.372(2) . ?
N1 C5 1.355(3) . ?
N1 C6 1.454(2) . ?
N2 C6 1.320(3) . ?
N2 C10 1.340(3) . ?
N3 N4 1.378(2) . ?
N3 C11 1.374(2) . ?
N4 C13 1.325(3) . ?
N5 N6 1.375(2) . ?
N5 C26 1.386(3) . ?
N6 C28 1.335(3) . ?
C1 C2 1.385(3) . ?
C2 H2 0.96(2) . ?
C2 C3 1.390(3) . ?
C3 H3 0.95(3) . ?
C3 C4 1.385(3) . ?
C4 H4 0.96(3) . ?
C4 C5 1.376(3) . ?
C5 H5 0.93(2) . ?
C6 C7 1.381(3) . ?
C7 H7 0.96(3) . ?
C7 C8 1.386(3) . ?
C8 H8 0.91(3) . ?
C8 C9 1.389(3) . ?
C9 H9 0.97(3) . ?
C9 C10 1.383(3) . ?
C10 H10 0.97(3) . ?
C11 C12 1.370(3) . ?
C11 C14 1.475(3) . ?
C12 H12 0.97(3) . ?
C12 C13 1.416(3) . ?
C13 C20 1.479(3) . ?
C14 C15 1.392(3) . ?
C14 C19 1.395(3) . ?
C15 H15 0.98(3) . ?
C15 C16 1.390(3) . ?
C16 H16 1.01(3) . ?
C16 C17 1.385(4) . ?
C17 H17 1.00(3) . ?
C17 C18 1.389(4) . ?
C18 H18 0.98(3) . ?
C18 C19 1.393(3) . ?
C19 H19 0.94(3) . ?
C20 C21 1.392(3) . ?
C20 C25 1.399(3) . ?
C21 H21 0.97(3) . ?
C21 C22 1.392(3) . ?
C22 H22 0.96(3) . ?
C22 C23 1.384(3) . ?
C23 H23 0.97(3) . ?
C23 C24 1.386(3) . ?
C24 H24 0.98(3) . ?
C24 C25 1.388(3) . ?
C25 H25 0.97(3) . ?
C26 C27 1.375(3) . ?
C26 C29 1.473(3) . ?
C27 H27 0.99(3) . ?
C27 C28 1.419(3) . ?
C28 C35 1.472(3) . ?
C29 C30 1.396(3) . ?
C29 C34 1.401(3) . ?
C30 H30 0.98(3) . ?
C30 C31 1.392(3) . ?
C31 H31 0.99(3) . ?
C31 C32 1.385(3) . ?
C32 H32 1.00(3) . ?
C32 C33 1.392(3) . ?
C33 H33 0.96(3) . ?
C33 C34 1.386(3) . ?
C34 H34 1.00(3) . ?
C35 C36 1.395(3) . ?
C35 C40 1.395(3) . ?
C36 H36 0.99(3) . ?
C36 C37 1.387(3) . ?
C37 H37 0.97(3) . ?
C37 C38 1.387(4) . ?
C38 H38 0.99(3) . ?
C38 C39 1.385(3) . ?
C39 H39 0.96(3) . ?
C39 C40 1.385(3) . ?
C40 H40 0.96(3) . ?
S1 O1 1.4446(15) . ?
S1 O2 1.4361(16) . ?
S1 O3 1.4487(15) . ?
S1 C41 1.831(2) . ?
F1 C41 1.328(3) . ?
F2 C41 1.334(3) . ?
F3 C41 1.333(3) . ?
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 N3 N4 C13 156.98(13) . . . . ?
P1 N3 C11 C12 -156.16(15) . . . . ?
P1 N3 C11 C14 25.7(3) . . . . ?
P1 N5 N6 C28 160.27(14) . . . . ?
P1 N5 C26 C27 -160.30(14) . . . . ?
P1 N5 C26 C29 23.0(3) . . . . ?
P1 C1 C2 C3 175.43(15) . . . . ?
N1 C1 C2 C3 0.4(3) . . . . ?
N1 C6 C7 C8 179.28(18) . . . . ?
N2 C6 C7 C8 -2.2(3) . . . . ?
N3 P1 N5 N6 -24.28(16) . . . . ?
N3 P1 N5 C26 133.72(15) . . . . ?
N3 P1 C1 N1 -72.56(16) . . . . ?
N3 P1 C1 C2 112.60(16) . . . . ?
N3 N4 C13 C12 -0.5(2) . . . . ?
N3 N4 C13 C20 -178.15(17) . . . . ?
N3 C11 C12 C13 0.9(2) . . . . ?
N3 C11 C14 C15 -126.4(2) . . . . ?
N3 C11 C14 C19 54.3(3) . . . . ?
N4 N3 C11 C12 -1.3(2) . . . . ?
N4 N3 C11 C14 -179.43(18) . . . . ?
N4 C13 C20 C21 -157.7(2) . . . . ?
N4 C13 C20 C25 23.7(3) . . . . ?
N5 P1 N3 N4 108.49(14) . . . . ?
N5 P1 N3 C11 -98.85(16) . . . . ?
N5 P1 C1 N1 -170.60(15) . . . . ?
N5 P1 C1 C2 14.55(17) . . . . ?
N5 N6 C28 C27 -0.2(2) . . . . ?
N5 N6 C28 C35 -179.67(17) . . . . ?
N5 C26 C27 C28 -0.3(2) . . . . ?
N5 C26 C29 C30 35.7(3) . . . . ?
N5 C26 C29 C34 -147.69(19) . . . . ?
N6 N5 C26 C27 0.2(2) . . . . ?
N6 N5 C26 C29 -176.49(17) . . . . ?
N6 C28 C35 C36 165.7(2) . . . . ?
N6 C28 C35 C40 -12.5(3) . . . . ?
C1 P1 N3 N4 10.46(15) . . . . ?
C1 P1 N3 C11 163.12(16) . . . . ?
C1 P1 N5 N6 73.19(16) . . . . ?
C1 P1 N5 C26 -128.80(15) . . . . ?
C1 N1 C5 C4 -0.3(3) . . . . ?
C1 N1 C6 N2 -16.1(2) . . . . ?
C1 N1 C6 C7 162.58(19) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 N1 0.6(3) . . . . ?
C5 N1 C1 P1 -175.21(14) . . . . ?
C5 N1 C1 C2 -0.2(3) . . . . ?
C5 N1 C6 N2 162.22(17) . . . . ?
C5 N1 C6 C7 -19.1(3) . . . . ?
C6 N1 C1 P1 3.1(2) . . . . ?
C6 N1 C1 C2 178.11(17) . . . . ?
C6 N1 C5 C4 -178.64(18) . . . . ?
C6 N2 C10 C9 0.4(3) . . . . ?
C6 C7 C8 C9 0.4(3) . . . . ?
C7 C8 C9 C10 1.5(3) . . . . ?
C8 C9 C10 N2 -2.0(3) . . . . ?
C10 N2 C6 N1 -179.54(17) . . . . ?
C10 N2 C6 C7 1.8(3) . . . . ?
C11 N3 N4 C13 1.1(2) . . . . ?
C11 C12 C13 N4 -0.3(2) . . . . ?
C11 C12 C13 C20 177.2(2) . . . . ?
C11 C14 C15 C16 -179.5(2) . . . . ?
C11 C14 C19 C18 178.2(2) . . . . ?
C12 C11 C14 C15 56.0(3) . . . . ?
C12 C11 C14 C19 -123.3(3) . . . . ?
C12 C13 C20 C21 25.0(3) . . . . ?
C12 C13 C20 C25 -153.6(2) . . . . ?
C13 C20 C21 C22 -179.4(2) . . . . ?
C13 C20 C25 C24 178.76(19) . . . . ?
C14 C11 C12 C13 178.8(2) . . . . ?
C14 C15 C16 C17 1.1(4) . . . . ?
C15 C14 C19 C18 -1.1(3) . . . . ?
C15 C16 C17 C18 -0.7(4) . . . . ?
C16 C17 C18 C19 -0.5(4) . . . . ?
C17 C18 C19 C14 1.4(4) . . . . ?
C19 C14 C15 C16 -0.2(4) . . . . ?
C20 C21 C22 C23 0.7(4) . . . . ?
C21 C20 C25 C24 0.2(3) . . . . ?
C21 C22 C23 C24 0.0(4) . . . . ?
C22 C23 C24 C25 -0.6(3) . . . . ?
C23 C24 C25 C20 0.6(3) . . . . ?
C25 C20 C21 C22 -0.8(3) . . . . ?
C26 N5 N6 C28 0.0(2) . . . . ?
C26 C27 C28 N6 0.4(2) . . . . ?
C26 C27 C28 C35 179.75(19) . . . . ?
C26 C29 C30 C31 178.13(18) . . . . ?
C26 C29 C34 C33 -177.21(18) . . . . ?
C27 C26 C29 C30 -140.3(2) . . . . ?
C27 C26 C29 C34 36.4(3) . . . . ?
C27 C28 C35 C36 -13.7(3) . . . . ?
C27 C28 C35 C40 168.1(2) . . . . ?
C28 C35 C36 C37 -178.1(2) . . . . ?
C28 C35 C40 C39 177.13(19) . . . . ?
C29 C26 C27 C28 176.16(19) . . . . ?
C29 C30 C31 C32 -1.2(3) . . . . ?
C30 C29 C34 C33 -0.5(3) . . . . ?
C30 C31 C32 C33 -0.1(3) . . . . ?
C31 C32 C33 C34 1.1(3) . . . . ?
C32 C33 C34 C29 -0.8(3) . . . . ?
C34 C29 C30 C31 1.4(3) . . . . ?
C35 C36 C37 C38 0.7(4) . . . . ?
C36 C35 C40 C39 -1.1(3) . . . . ?
C36 C37 C38 C39 -0.5(4) . . . . ?
C37 C38 C39 C40 -0.5(4) . . . . ?
C38 C39 C40 C35 1.3(3) . . . . ?
C40 C35 C36 C37 0.1(3) . . . . ?
O1 S1 C41 F1 58.77(18) . . . . ?
O1 S1 C41 F2 178.90(15) . . . . ?
O1 S1 C41 F3 -61.04(18) . . . . ?
O2 S1 C41 F1 179.84(16) . . . . ?
O2 S1 C41 F2 -60.03(18) . . . . ?
O2 S1 C41 F3 60.04(18) . . . . ?
O3 S1 C41 F1 -60.22(18) . . . . ?
O3 S1 C41 F2 59.91(17) . . . . ?
O3 S1 C41 F3 179.98(16) . . . . ?
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
-0.0000 0.0000 0.9995 -0.0243 -0.0243 -0.0121
0.0000 -0.0000 -0.9995 0.0243 0.0243 0.0121
-0.0000 -0.9998 0.9994 0.0276 -0.0486 -0.0675
0.0000 0.9998 -0.9994 -0.0276 0.0486 0.0675
-0.0000 0.9998 0.0002 -0.0518 0.0243 0.0554
0.0000 -0.9998 -0.0002 0.0518 -0.0243 -0.0554
0.9997 -0.0013 0.0029 0.0637 -0.1190 0.1116
-0.9997 0.0013 -0.0029 -0.0637 0.1190 -0.1116
