#------------------------------------------------------------------------------
#$Date: 2026-03-05 01:56:35 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304818 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/67/1576797.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_1576797
loop_
_publ_author_name
'Royla, Philipp'
'Schwedtmann, Kai'
'Gomila, Rosa M.'
'Frontera, Antonio'
'Weigand, Jan J.'
_publ_section_title
;
 Chemoselectivity in the cationic Phospha-Wittig reaction: accessing
 phosphorus heterocycles, phosphaalkenes, and their annulated [4 + 2]
 dimers.
;
_journal_issue                   9
_journal_name_full               'Chemical science'
_journal_page_first              4678
_journal_page_last               4687
_journal_paper_doi               10.1039/d5sc08693k
_journal_volume                  17
_journal_year                    2025
_chemical_formula_moiety         'C29 H45 Br N4 P2, 2(C F3 O3 S), C6 H4 F2'
_chemical_formula_sum            'C37 H49 Br F8 N4 O6 P2 S2'
_chemical_formula_weight         1003.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-06-12
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2025-11-07 deposited with the CCDC.	2025-12-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.7040(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.3115(2)
_cell_length_b                   12.4673(2)
_cell_length_c                   19.7589(3)
_cell_measurement_reflns_used    22900
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.4470
_cell_measurement_theta_min      2.4630
_cell_volume                     4400.43(11)
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5700
_diffrn_detector_type            AtlasS2
_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    -28.00  32.00   0.50    0.50    --  -38.50  38.00   0.00  120
  2  ω    -85.00 -20.00   0.50    0.50    --  -38.50 125.00 -90.00  130
  3  ω    -58.00 -12.00   0.50    0.50    --  -38.50 125.00   0.00   92
  4  ω   -107.00 -21.00   0.50    0.50    --  -38.50 -38.00-180.00  172
  5  ω   -110.00 -20.00   0.50    0.50    --  -38.50 -38.00  90.00  180
  6  ω     71.00 112.00   0.50    0.50    --   42.50  57.00-120.00   82
  7  ω     52.00  92.00   0.50    0.50    --   42.50-125.00-180.00   80
  8  ω     42.00  98.00   0.50    2.00    --  111.00-125.00 120.00  112
  9  ω     41.00  90.00   0.50    2.00    --  111.00 -45.00 -60.00   98
 10  ω     39.00  96.00   0.50    2.00    --  111.00 -77.00 -90.00  114
 11  ω     80.00 107.00   0.50    2.00    --  111.00 -94.00 -90.00   54
 12  ω     44.00 112.00   0.50    2.00    --  111.00-125.00 -90.00  136
 13  ω     80.00 107.00   0.50    2.00    --  111.00 -94.00 -30.00   54
 14  ω    123.00 177.00   0.50    2.00    --  111.00  77.00  60.00  108
 15  ω     63.00 106.00   0.50    2.00    --  111.00 -94.00  90.00   86
 16  ω     82.00 107.00   0.50    2.00    --  111.00 -94.00-180.00   50
 17  ω     40.00 132.00   0.50    2.00    --  111.00 -45.00  90.00  184
 18  ω     83.00 122.00   0.50    2.00    --  111.00  61.00-120.00   78
 19  ω     69.00 112.00   0.50    2.00    --  111.00-125.00   0.00   86
 20  ω     87.00 178.00   0.50    2.00    --  111.00  45.00 -30.00  182
 21  ω     49.00 112.00   0.50    2.00    --  111.00-125.00 -60.00  126
 22  ω    116.00 164.00   0.50    2.00    --  111.00 125.00 -90.00   96
 23  ω     30.00  60.00   0.50    2.00    --  111.00 -94.00 120.00   60
 24  ω     85.00 112.00   0.50    2.00    --  111.00 -61.00 -90.00   54
 25  ω     42.00  95.00   0.50    2.00    --  111.00 -30.00 -60.00  106
 26  ω     97.00 124.00   0.50    2.00    --  111.00 -30.00 -60.00   54
 27  ω     41.00 112.00   0.50    2.00    --  111.00-125.00  90.00  142
 28  ω    106.00 152.00   0.50    2.00    --  111.00  77.00 150.00   92
 29  ω     79.00 112.00   0.50    2.00    --  111.00-125.00-150.00   66
 30  ω     84.00 112.00   0.50    2.00    --  111.00-125.00 150.00   56
 31  ω    115.00 142.00   0.50    2.00    --  111.00 -77.00 -90.00   54
 32  ω     60.00 107.00   0.50    2.00    --  111.00 -94.00-150.00   94
 33  ω    132.00 171.00   0.50    2.00    --  111.00   0.00 -30.00   78
 34  ω     79.00 107.00   0.50    2.00    --  111.00 -94.00 120.00   56
 35  ω     98.00 161.00   0.50    2.00    --  111.00 125.00-120.00  126
 36  ω     24.00 119.00   0.50    2.00    --  111.00   0.00 -30.00  190
;
_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      -0.0140565000
_diffrn_orient_matrix_UB_12      -0.1186618000
_diffrn_orient_matrix_UB_13      -0.0204566000
_diffrn_orient_matrix_UB_21      -0.0256178000
_diffrn_orient_matrix_UB_22      -0.0211640000
_diffrn_orient_matrix_UB_23      0.0680652000
_diffrn_orient_matrix_UB_31      -0.0810949000
_diffrn_orient_matrix_UB_32      0.0272977000
_diffrn_orient_matrix_UB_33      -0.0365997000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            49573
_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         76.717
_diffrn_reflns_theta_min         2.473
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.578
_exptl_absorpt_correction_T_max  0.851
_exptl_absorpt_correction_T_min  0.499
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_description       plate
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.285
_exptl_crystal_size_mid          0.236
_exptl_crystal_size_min          0.065
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     553
_refine_ls_number_reflns         9214
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0271
_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)+(0.0358P)²+2.0493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0683
_refine_ls_wR_factor_ref         0.0698
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8580
_reflns_number_total             9214
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc08693k2.cif
_cod_data_source_block           jjw1899
_cod_database_code               1576797
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C37H49BrF8N4O6P2S2
_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 99.99
_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:
 C4(H4), C9(H9), C15(H15), C20(H20), C23(H23)
2.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C26(H26), C28(H28), C29(H29), C34(H34), C35(H35), C36(H36), C37(H37)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,
 H10B,H10C), C11(H11A,H11B,H11C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C)
;
_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 4.063
_oxdiff_exptl_absorpt_empirical_full_min 0.690
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Br1 Br 0.64459(2) 0.64222(2) 0.52523(2) 0.02321(5) Uani 1 1 d . . . . .
P1 P 0.26718(2) 0.56138(3) 0.57833(2) 0.01366(7) Uani 1 1 d . . . . .
P2 P 0.27175(2) 0.72835(3) 0.61909(2) 0.01410(7) Uani 1 1 d . . . . .
N1 N 0.16811(6) 0.48868(9) 0.66204(6) 0.0145(2) Uani 1 1 d . . . . .
N2 N 0.27823(6) 0.41476(9) 0.69024(6) 0.0144(2) Uani 1 1 d . . . . .
N3 N 0.21408(6) 0.82171(9) 0.48582(6) 0.0156(2) Uani 1 1 d . . . . .
N4 N 0.32237(6) 0.88637(9) 0.53723(6) 0.0145(2) Uani 1 1 d . . . . .
C1 C 0.23702(7) 0.48866(10) 0.64868(7) 0.0142(2) Uani 1 1 d . . . . .
C2 C 0.16581(8) 0.41484(11) 0.71410(7) 0.0162(3) Uani 1 1 d . . . . .
C3 C 0.23481(8) 0.36884(11) 0.73186(7) 0.0165(3) Uani 1 1 d . . . . .
C4 C 0.10635(7) 0.55879(11) 0.62527(7) 0.0177(3) Uani 1 1 d . . . . .
H4 H 0.123301 0.590976 0.584968 0.021 Uiso 1 1 calc R U . . .
C5 C 0.03584(8) 0.49437(13) 0.59552(8) 0.0224(3) Uani 1 1 d . . . . .
H5A H 0.048897 0.431930 0.570456 0.034 Uiso 1 1 calc R U . . .
H5B H 0.000184 0.539548 0.563591 0.034 Uiso 1 1 calc R U . . .
H5C H 0.013120 0.470216 0.633379 0.034 Uiso 1 1 calc R U . . .
C6 C 0.09368(9) 0.65153(12) 0.67164(9) 0.0239(3) Uani 1 1 d . . . . .
H6A H 0.074086 0.623731 0.710519 0.036 Uiso 1 1 calc R U . . .
H6B H 0.057585 0.701928 0.644683 0.036 Uiso 1 1 calc R U . . .
H6C H 0.141218 0.688558 0.689512 0.036 Uiso 1 1 calc R U . . .
C7 C 0.09887(8) 0.38946(12) 0.74307(8) 0.0204(3) Uani 1 1 d . . . . .
H7A H 0.073019 0.456137 0.749800 0.031 Uiso 1 1 calc R U . . .
H7B H 0.114986 0.352715 0.787711 0.031 Uiso 1 1 calc R U . . .
H7C H 0.064768 0.342919 0.710690 0.031 Uiso 1 1 calc R U . . .
C8 C 0.25999(9) 0.28265(13) 0.78444(8) 0.0235(3) Uani 1 1 d . . . . .
H8A H 0.256718 0.212892 0.761107 0.035 Uiso 1 1 calc R U . . .
H8B H 0.227836 0.282476 0.818072 0.035 Uiso 1 1 calc R U . . .
H8C H 0.311912 0.296106 0.808594 0.035 Uiso 1 1 calc R U . . .
C9 C 0.35666(7) 0.38587(11) 0.68773(7) 0.0161(3) Uani 1 1 d . . . . .
H9 H 0.370356 0.430337 0.650266 0.019 Uiso 1 1 calc R U . . .
C10 C 0.36181(8) 0.26897(12) 0.66697(8) 0.0207(3) Uani 1 1 d . . . . .
H10A H 0.411386 0.255171 0.657693 0.031 Uiso 1 1 calc R U . . .
H10B H 0.323278 0.254060 0.625089 0.031 Uiso 1 1 calc R U . . .
H10C H 0.354092 0.222450 0.704759 0.031 Uiso 1 1 calc R U . . .
C11 C 0.41118(8) 0.41570(12) 0.75539(8) 0.0207(3) Uani 1 1 d . . . . .
H11A H 0.409040 0.361270 0.790685 0.031 Uiso 1 1 calc R U . . .
H11B H 0.397337 0.485678 0.771388 0.031 Uiso 1 1 calc R U . . .
H11C H 0.462113 0.419299 0.747492 0.031 Uiso 1 1 calc R U . . .
C12 C 0.27245(7) 0.80759(11) 0.54034(7) 0.0151(2) Uani 1 1 d . . . . .
C13 C 0.22761(8) 0.90911(11) 0.44756(7) 0.0165(3) Uani 1 1 d . . . . .
C14 C 0.29560(7) 0.95004(11) 0.47988(7) 0.0159(3) Uani 1 1 d . . . . .
C15 C 0.14524(8) 0.75401(12) 0.47254(8) 0.0207(3) Uani 1 1 d . . . . .
H15 H 0.155985 0.690553 0.504122 0.025 Uiso 1 1 calc R U . . .
C16 C 0.12696(10) 0.71122(17) 0.39816(11) 0.0387(4) Uani 1 1 d . . . . .
H16A H 0.097314 0.764527 0.367421 0.058 Uiso 1 1 calc R U . . .
H16B H 0.098281 0.644519 0.396348 0.058 Uiso 1 1 calc R U . . .
H16C H 0.173592 0.697205 0.383075 0.058 Uiso 1 1 calc R U . . .
C17 C 0.08027(9) 0.81381(16) 0.49112(10) 0.0330(4) Uani 1 1 d . . . . .
H17A H 0.095300 0.841147 0.538655 0.050 Uiso 1 1 calc R U . . .
H17B H 0.037662 0.765008 0.487708 0.050 Uiso 1 1 calc R U . . .
H17C H 0.065862 0.873932 0.459010 0.050 Uiso 1 1 calc R U . . .
C18 C 0.17798(8) 0.94807(12) 0.38224(8) 0.0219(3) Uani 1 1 d . . . . .
H18A H 0.185025 0.903345 0.343387 0.033 Uiso 1 1 calc R U . . .
H18B H 0.190540 1.022647 0.373982 0.033 Uiso 1 1 calc R U . . .
H18C H 0.125671 0.943904 0.386296 0.033 Uiso 1 1 calc R U . . .
C19 C 0.33540(8) 1.04397(12) 0.45770(8) 0.0208(3) Uani 1 1 d . . . . .
H19A H 0.361646 1.083505 0.498752 0.031 Uiso 1 1 calc R U . . .
H19B H 0.298972 1.091321 0.428315 0.031 Uiso 1 1 calc R U . . .
H19C H 0.371685 1.018641 0.431498 0.031 Uiso 1 1 calc R U . . .
C20 C 0.39099(7) 0.90601(11) 0.59228(7) 0.0161(3) Uani 1 1 d . . . . .
H20 H 0.397967 0.842405 0.623877 0.019 Uiso 1 1 calc R U . . .
C21 C 0.37925(9) 1.00304(12) 0.63522(8) 0.0222(3) Uani 1 1 d . . . . .
H21A H 0.422587 1.011582 0.673992 0.033 Uiso 1 1 calc R U . . .
H21B H 0.334021 0.992698 0.653299 0.033 Uiso 1 1 calc R U . . .
H21C H 0.373591 1.067417 0.606069 0.033 Uiso 1 1 calc R U . . .
C22 C 0.46125(8) 0.91530(13) 0.56250(8) 0.0220(3) Uani 1 1 d . . . . .
H22A H 0.469437 0.990625 0.552074 0.033 Uiso 1 1 calc R U . . .
H22B H 0.454607 0.872791 0.519859 0.033 Uiso 1 1 calc R U . . .
H22C H 0.504635 0.888424 0.596515 0.033 Uiso 1 1 calc R U . . .
C23 C 0.35135(7) 0.63091(10) 0.63029(7) 0.0139(2) Uani 1 1 d . . . . .
H23 H 0.363070 0.602524 0.678813 0.017 Uiso 1 1 calc R U . . .
C24 C 0.42093(7) 0.63509(10) 0.60289(7) 0.0145(2) Uani 1 1 d . . . . .
C25 C 0.41987(8) 0.64529(12) 0.53217(7) 0.0184(3) Uani 1 1 d . . . . .
H25 H 0.373390 0.651189 0.499628 0.022 Uiso 1 1 calc R U . . .
C26 C 0.48627(8) 0.64683(12) 0.50926(8) 0.0206(3) Uani 1 1 d . . . . .
H26 H 0.485291 0.654550 0.461234 0.025 Uiso 1 1 calc R U . . .
C27 C 0.55418(8) 0.63703(11) 0.55681(8) 0.0184(3) Uani 1 1 d . . . . .
C28 C 0.55668(8) 0.62507(12) 0.62707(8) 0.0188(3) Uani 1 1 d . . . . .
H28 H 0.603259 0.617260 0.659239 0.023 Uiso 1 1 calc R U . . .
C29 C 0.48979(8) 0.62467(11) 0.64974(7) 0.0166(3) Uani 1 1 d . . . . .
H29 H 0.491049 0.617194 0.697830 0.020 Uiso 1 1 calc R U . . .
S2 S 0.15326(2) 0.26087(3) 0.48848(2) 0.01839(7) Uani 1 1 d . . . . .
F4 F 0.09207(6) 0.08152(9) 0.51724(6) 0.0376(2) Uani 1 1 d . . . . .
F5 F 0.11701(7) 0.19268(9) 0.60232(6) 0.0385(2) Uani 1 1 d . . . . .
F6 F 0.20585(6) 0.10249(10) 0.57327(6) 0.0402(3) Uani 1 1 d . . . . .
O4 O 0.07946(7) 0.30633(10) 0.46896(7) 0.0318(3) Uani 1 1 d . . . . .
O5 O 0.20883(7) 0.32920(10) 0.53065(7) 0.0317(3) Uani 1 1 d . . . . .
O6 O 0.17794(7) 0.20514(10) 0.43360(6) 0.0282(2) Uani 1 1 d . . . . .
C31 C 0.14147(9) 0.15390(13) 0.54822(9) 0.0238(3) Uani 1 1 d . . . . .
S1 S 0.35772(2) 0.70474(3) 0.84102(2) 0.01965(8) Uani 1 1 d . . . . .
F1 F 0.34718(6) 0.87829(9) 0.76369(6) 0.0350(2) Uani 1 1 d . . . . .
F2 F 0.44864(6) 0.86993(8) 0.84248(5) 0.0338(2) Uani 1 1 d . . . . .
F3 F 0.43524(5) 0.77169(8) 0.75144(5) 0.0279(2) Uani 1 1 d . . . . .
O1 O 0.30983(7) 0.64980(10) 0.78361(6) 0.0279(2) Uani 1 1 d . . . . .
O2 O 0.31938(7) 0.76392(10) 0.88533(6) 0.0270(2) Uani 1 1 d . . . . .
O3 O 0.42247(7) 0.64519(10) 0.87574(7) 0.0329(3) Uani 1 1 d . . . . .
C30 C 0.39907(8) 0.81152(12) 0.79796(8) 0.0210(3) Uani 1 1 d . . . . .
F7 F 0.07998(8) -0.04431(12) 0.64504(6) 0.0521(3) Uani 1 1 d . . . . .
F8 F 0.01176(6) 0.11000(11) 0.70299(6) 0.0399(3) Uani 1 1 d . . . . .
C32 C 0.11197(11) -0.01115(15) 0.70971(9) 0.0335(4) Uani 1 1 d . . . . .
C33 C 0.07645(9) 0.06757(14) 0.73978(9) 0.0276(3) Uani 1 1 d . . . . .
C34 C 0.10602(9) 0.10273(13) 0.80621(9) 0.0248(3) Uani 1 1 d . . . . .
H34 H 0.081257 0.156258 0.827048 0.030 Uiso 1 1 calc R U . . .
C35 C 0.17298(9) 0.05805(13) 0.84210(9) 0.0259(3) Uani 1 1 d . . . . .
H35 H 0.194068 0.081044 0.888080 0.031 Uiso 1 1 calc R U . . .
C36 C 0.20925(10) -0.01948(14) 0.81163(10) 0.0307(4) Uani 1 1 d . . . . .
H36 H 0.255366 -0.048505 0.836461 0.037 Uiso 1 1 calc R U . . .
C37 C 0.17845(12) -0.05497(15) 0.74487(10) 0.0358(4) Uani 1 1 d . . . . .
H37 H 0.202880 -0.108621 0.723815 0.043 Uiso 1 1 calc R 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'
Br Br -0.6763 1.2805 '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
2 4 -11 0.1150
-11 1 -1 0.0283
-4 -3 11 0.1197
12 -1 -1 0.0154
-3 -1 -11 0.0946
11 -2 1 0.0459
9 -1 6 0.0596
-2 -2 -11 0.1074
-5 5 9 0.1338
-6 -7 4 0.1449
11 3 0 0.0508
-5 7 2 0.1047
7 -7 -1 0.1089
-5 -6 -5 0.1241
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 P2 100.41(4) . . ?
C1 P1 C23 99.31(6) . . ?
C23 P1 P2 53.58(4) . . ?
C12 P2 P1 101.66(5) . . ?
C12 P2 C23 107.30(6) . . ?
C23 P2 P1 53.33(4) . . ?
C1 N1 C2 109.16(11) . . ?
C1 N1 C4 123.37(11) . . ?
C2 N1 C4 127.47(11) . . ?
C1 N2 C3 109.02(11) . . ?
C1 N2 C9 123.94(12) . . ?
C3 N2 C9 126.98(12) . . ?
C12 N3 C13 109.50(11) . . ?
C12 N3 C15 123.77(12) . . ?
C13 N3 C15 126.68(11) . . ?
C12 N4 C14 109.46(11) . . ?
C12 N4 C20 123.78(12) . . ?
C14 N4 C20 126.45(11) . . ?
N1 C1 P1 126.71(10) . . ?
N1 C1 N2 107.70(12) . . ?
N2 C1 P1 125.08(10) . . ?
N1 C2 C7 125.79(12) . . ?
C3 C2 N1 107.02(12) . . ?
C3 C2 C7 127.17(13) . . ?
N2 C3 C8 125.39(13) . . ?
C2 C3 N2 107.09(12) . . ?
C2 C3 C8 127.50(13) . . ?
N1 C4 H4 106.8 . . ?
N1 C4 C5 111.56(12) . . ?
N1 C4 C6 110.63(12) . . ?
C5 C4 H4 106.8 . . ?
C6 C4 H4 106.8 . . ?
C6 C4 C5 113.79(12) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9 106.9 . . ?
N2 C9 C10 110.93(11) . . ?
N2 C9 C11 111.13(11) . . ?
C10 C9 H9 106.9 . . ?
C10 C9 C11 113.67(12) . . ?
C11 C9 H9 106.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 P2 126.21(10) . . ?
N3 C12 N4 107.03(12) . . ?
N4 C12 P2 123.87(10) . . ?
N3 C13 C18 125.77(12) . . ?
C14 C13 N3 107.09(12) . . ?
C14 C13 C18 127.11(13) . . ?
N4 C14 C19 125.62(12) . . ?
C13 C14 N4 106.91(12) . . ?
C13 C14 C19 127.46(13) . . ?
N3 C15 H15 107.2 . . ?
N3 C15 C16 111.36(13) . . ?
N3 C15 C17 110.91(13) . . ?
C16 C15 H15 107.2 . . ?
C17 C15 H15 107.2 . . ?
C17 C15 C16 112.75(14) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20 107.3 . . ?
N4 C20 C21 109.77(11) . . ?
N4 C20 C22 112.12(11) . . ?
C21 C20 H20 107.3 . . ?
C21 C20 C22 112.83(12) . . ?
C22 C20 H20 107.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
P1 C23 P2 73.10(5) . . ?
P1 C23 H23 109.9 . . ?
P2 C23 H23 109.9 . . ?
C24 C23 P1 118.99(10) . . ?
C24 C23 P2 129.75(10) . . ?
C24 C23 H23 109.9 . . ?
C25 C24 C23 122.72(12) . . ?
C29 C24 C23 118.37(12) . . ?
C29 C24 C25 118.86(13) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.42(13) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.75(14) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 Br1 119.42(11) . . ?
C28 C27 Br1 119.64(11) . . ?
C28 C27 C26 120.94(13) . . ?
C27 C28 H28 120.5 . . ?
C27 C28 C29 118.95(13) . . ?
C29 C28 H28 120.5 . . ?
C24 C29 H29 119.5 . . ?
C28 C29 C24 121.06(13) . . ?
C28 C29 H29 119.5 . . ?
O4 S2 O5 115.09(8) . . ?
O4 S2 O6 114.82(8) . . ?
O4 S2 C31 102.93(7) . . ?
O5 S2 C31 103.11(8) . . ?
O6 S2 O5 114.89(7) . . ?
O6 S2 C31 103.62(7) . . ?
F4 C31 S2 111.34(11) . . ?
F4 C31 F5 107.47(14) . . ?
F4 C31 F6 107.49(13) . . ?
F5 C31 S2 111.15(11) . . ?
F5 C31 F6 107.49(14) . . ?
F6 C31 S2 111.69(11) . . ?
O1 S1 C30 102.80(7) . . ?
O2 S1 O1 115.30(7) . . ?
O2 S1 C30 102.51(7) . . ?
O3 S1 O1 115.09(8) . . ?
O3 S1 O2 115.80(8) . . ?
O3 S1 C30 102.42(7) . . ?
F1 C30 S1 111.67(11) . . ?
F1 C30 F2 107.49(13) . . ?
F1 C30 F3 106.73(12) . . ?
F2 C30 S1 112.45(10) . . ?
F2 C30 F3 106.70(12) . . ?
F3 C30 S1 111.49(10) . . ?
F7 C32 C33 118.54(18) . . ?
F7 C32 C37 120.58(18) . . ?
C37 C32 C33 120.87(17) . . ?
F8 C33 C32 119.06(16) . . ?
F8 C33 C34 120.11(16) . . ?
C34 C33 C32 120.83(16) . . ?
C33 C34 H34 120.8 . . ?
C33 C34 C35 118.44(15) . . ?
C35 C34 H34 120.8 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.79(16) . . ?
C36 C35 H35 119.6 . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.17(17) . . ?
C37 C36 H36 119.9 . . ?
C32 C37 C36 118.88(17) . . ?
C32 C37 H37 120.6 . . ?
C36 C37 H37 120.6 . . ?
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
Br1 C27 1.8945(14) . ?
P1 P2 2.2270(5) . ?
P1 C1 1.8431(14) . ?
P1 C23 1.8668(13) . ?
P2 C12 1.8455(14) . ?
P2 C23 1.8729(13) . ?
N1 C1 1.3447(17) . ?
N1 C2 1.3880(18) . ?
N1 C4 1.4864(17) . ?
N2 C1 1.3492(17) . ?
N2 C3 1.3870(18) . ?
N2 C9 1.4920(16) . ?
N3 C12 1.3519(17) . ?
N3 C13 1.3793(18) . ?
N3 C15 1.4916(17) . ?
N4 C12 1.3524(18) . ?
N4 C14 1.3820(18) . ?
N4 C20 1.4903(16) . ?
C2 C3 1.361(2) . ?
C2 C7 1.4963(19) . ?
C3 C8 1.4953(19) . ?
C4 H4 1.0000 . ?
C4 C5 1.5244(19) . ?
C4 C6 1.524(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.5225(19) . ?
C9 C11 1.5282(19) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.3670(19) . ?
C13 C18 1.4872(19) . ?
C14 C19 1.4949(19) . ?
C15 H15 1.0000 . ?
C15 C16 1.530(2) . ?
C15 C17 1.516(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 1.0000 . ?
C20 C21 1.520(2) . ?
C20 C22 1.5322(19) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23 1.0000 . ?
C23 C24 1.4908(18) . ?
C24 C25 1.399(2) . ?
C24 C29 1.3965(19) . ?
C25 H25 0.9500 . ?
C25 C26 1.388(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.389(2) . ?
C27 C28 1.387(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.394(2) . ?
C29 H29 0.9500 . ?
S2 O4 1.4377(12) . ?
S2 O5 1.4431(12) . ?
S2 O6 1.4418(12) . ?
S2 C31 1.8250(17) . ?
F4 C31 1.328(2) . ?
F5 C31 1.337(2) . ?
F6 C31 1.3374(19) . ?
S1 O1 1.4448(12) . ?
S1 O2 1.4402(12) . ?
S1 O3 1.4388(12) . ?
S1 C30 1.8310(16) . ?
F1 C30 1.3309(19) . ?
F2 C30 1.3329(18) . ?
F3 C30 1.3410(18) . ?
F7 C32 1.348(2) . ?
F8 C33 1.354(2) . ?
C32 C33 1.382(3) . ?
C32 C37 1.375(3) . ?
C33 C34 1.377(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.391(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.383(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.388(3) . ?
C37 H37 0.9500 . ?
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
Br1 C27 C28 C29 178.06(11) . . . . ?
P1 P2 C12 N3 71.85(12) . . . . ?
P1 P2 C12 N4 -129.91(11) . . . . ?
P1 P2 C23 C24 113.96(13) . . . . ?
P1 C23 C24 C25 35.69(17) . . . . ?
P1 C23 C24 C29 -142.05(11) . . . . ?
P2 P1 C1 N1 74.03(12) . . . . ?
P2 P1 C1 N2 -115.20(11) . . . . ?
P2 P1 C23 C24 -126.56(12) . . . . ?
P2 C23 C24 C25 -55.95(18) . . . . ?
P2 C23 C24 C29 126.31(13) . . . . ?
N1 C2 C3 N2 -0.27(15) . . . . ?
N1 C2 C3 C8 -178.54(14) . . . . ?
N3 C13 C14 N4 0.21(15) . . . . ?
N3 C13 C14 C19 178.96(14) . . . . ?
C1 P1 C23 P2 -96.12(5) . . . . ?
C1 P1 C23 C24 137.31(10) . . . . ?
C1 N1 C2 C3 -0.56(15) . . . . ?
C1 N1 C2 C7 -178.95(13) . . . . ?
C1 N1 C4 C5 127.59(14) . . . . ?
C1 N1 C4 C6 -104.66(15) . . . . ?
C1 N2 C3 C2 1.00(15) . . . . ?
C1 N2 C3 C8 179.32(14) . . . . ?
C1 N2 C9 C10 -116.82(14) . . . . ?
C1 N2 C9 C11 115.69(14) . . . . ?
C2 N1 C1 P1 173.26(10) . . . . ?
C2 N1 C1 N2 1.18(15) . . . . ?
C2 N1 C4 C5 -52.59(18) . . . . ?
C2 N1 C4 C6 75.16(17) . . . . ?
C3 N2 C1 P1 -173.59(10) . . . . ?
C3 N2 C1 N1 -1.35(15) . . . . ?
C3 N2 C9 C10 60.03(17) . . . . ?
C3 N2 C9 C11 -67.46(17) . . . . ?
C4 N1 C1 P1 -6.89(19) . . . . ?
C4 N1 C1 N2 -178.97(12) . . . . ?
C4 N1 C2 C3 179.60(13) . . . . ?
C4 N1 C2 C7 1.2(2) . . . . ?
C7 C2 C3 N2 178.09(13) . . . . ?
C7 C2 C3 C8 -0.2(2) . . . . ?
C9 N2 C1 P1 3.75(19) . . . . ?
C9 N2 C1 N1 175.99(11) . . . . ?
C9 N2 C3 C2 -176.24(12) . . . . ?
C9 N2 C3 C8 2.1(2) . . . . ?
C12 P2 C23 P1 -91.83(6) . . . . ?
C12 P2 C23 C24 22.13(14) . . . . ?
C12 N3 C13 C14 -0.59(16) . . . . ?
C12 N3 C13 C18 177.59(14) . . . . ?
C12 N3 C15 C16 -128.82(16) . . . . ?
C12 N3 C15 C17 104.75(16) . . . . ?
C12 N4 C14 C13 0.24(16) . . . . ?
C12 N4 C14 C19 -178.54(13) . . . . ?
C12 N4 C20 C21 -103.65(15) . . . . ?
C12 N4 C20 C22 130.11(14) . . . . ?
C13 N3 C12 P2 161.95(10) . . . . ?
C13 N3 C12 N4 0.73(16) . . . . ?
C13 N3 C15 C16 53.8(2) . . . . ?
C13 N3 C15 C17 -72.62(19) . . . . ?
C14 N4 C12 P2 -162.37(10) . . . . ?
C14 N4 C12 N3 -0.60(16) . . . . ?
C14 N4 C20 C21 69.22(17) . . . . ?
C14 N4 C20 C22 -57.02(18) . . . . ?
C15 N3 C12 P2 -15.8(2) . . . . ?
C15 N3 C12 N4 -177.02(12) . . . . ?
C15 N3 C13 C14 177.09(13) . . . . ?
C15 N3 C13 C18 -4.7(2) . . . . ?
C18 C13 C14 N4 -177.94(14) . . . . ?
C18 C13 C14 C19 0.8(2) . . . . ?
C20 N4 C12 P2 11.55(19) . . . . ?
C20 N4 C12 N3 173.32(12) . . . . ?
C20 N4 C14 C13 -173.47(12) . . . . ?
C20 N4 C14 C19 7.7(2) . . . . ?
C23 P1 C1 N1 128.46(12) . . . . ?
C23 P1 C1 N2 -60.77(12) . . . . ?
C23 P2 C12 N3 126.79(12) . . . . ?
C23 P2 C12 N4 -74.98(13) . . . . ?
C23 C24 C25 C26 -178.82(13) . . . . ?
C23 C24 C29 C28 178.27(13) . . . . ?
C24 C25 C26 C27 0.7(2) . . . . ?
C25 C24 C29 C28 0.4(2) . . . . ?
C25 C26 C27 Br1 -178.70(11) . . . . ?
C25 C26 C27 C28 0.4(2) . . . . ?
C26 C27 C28 C29 -1.0(2) . . . . ?
C27 C28 C29 C24 0.6(2) . . . . ?
C29 C24 C25 C26 -1.1(2) . . . . ?
O4 S2 C31 F4 60.86(13) . . . . ?
O4 S2 C31 F5 -58.93(13) . . . . ?
O4 S2 C31 F6 -178.97(12) . . . . ?
O5 S2 C31 F4 -179.13(11) . . . . ?
O5 S2 C31 F5 61.09(13) . . . . ?
O5 S2 C31 F6 -58.95(13) . . . . ?
O6 S2 C31 F4 -59.06(13) . . . . ?
O6 S2 C31 F5 -178.85(11) . . . . ?
O6 S2 C31 F6 61.12(13) . . . . ?
O1 S1 C30 F1 61.90(12) . . . . ?
O1 S1 C30 F2 -177.17(11) . . . . ?
O1 S1 C30 F3 -57.39(12) . . . . ?
O2 S1 C30 F1 -58.06(12) . . . . ?
O2 S1 C30 F2 62.87(13) . . . . ?
O2 S1 C30 F3 -177.35(10) . . . . ?
O3 S1 C30 F1 -178.41(11) . . . . ?
O3 S1 C30 F2 -57.48(13) . . . . ?
O3 S1 C30 F3 62.30(12) . . . . ?
F7 C32 C33 F8 -1.2(3) . . . . ?
F7 C32 C33 C34 178.71(16) . . . . ?
F7 C32 C37 C36 -179.36(17) . . . . ?
F8 C33 C34 C35 -179.32(14) . . . . ?
C32 C33 C34 C35 0.7(2) . . . . ?
C33 C32 C37 C36 0.6(3) . . . . ?
C33 C34 C35 C36 0.4(2) . . . . ?
C34 C35 C36 C37 -1.0(3) . . . . ?
C35 C36 C37 C32 0.5(3) . . . . ?
C37 C32 C33 F8 178.85(16) . . . . ?
C37 C32 C33 C34 -1.2(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
1.5432 3.5988 -11.4436 -0.2146 -0.8946 0.3919
-11.1122 1.2379 -1.3883 0.0377 0.1640 0.9857
-4.0765 -3.4215 11.4511 0.2291 0.9563 -0.1819
11.7291 -0.5410 -0.8976 -0.0823 -0.3501 -0.9331
-3.4440 -1.3473 -10.9780 0.4329 -0.6305 0.6443
10.8620 -2.4259 0.8661 0.1175 -0.1680 -0.9788
9.0102 -0.9629 6.0113 -0.1354 0.1987 -0.9770
-2.0087 -2.0615 -10.9696 0.4973 -0.6516 0.5081
-4.9968 5.0473 8.9327 -0.7114 0.6292 0.2161
-6.0058 -6.9800 4.0778 0.8293 0.5791 0.1473
11.0103 3.0046 -0.0312 -0.5107 -0.3478 -0.8097
-4.9998 7.0085 1.9137 -0.8005 0.1100 0.5267
7.0019 -7.0021 -0.9136 0.7511 -0.0934 -0.7255
-5.0096 -6.0294 -4.9275 0.8867 -0.0795 0.4220
