#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:59:50 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288796 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247739.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_7247739
loop_
_publ_author_name
'Baraboshkin, Nikita M.'
'Zelenov, Victor P.'
'Fedyanin, Ivan V.'
_publ_section_title
;
 What are the prospects of [1,2,5]oxadiazolo[3,4-c]cinnoline 5-oxides,
 1,5-dioxides and their nitro derivatives as high-energy-density
 materials? Synthesis, experimental and predicted crystal structures, and
 calculated explosive properties
;
_journal_issue                   48
_journal_name_full               CrystEngComm
_journal_page_first              6719
_journal_page_last               6739
_journal_paper_doi               10.1039/D3CE00964E
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C8 H2 N6 O6'
_chemical_formula_sum            'C8 H2 N6 O6'
_chemical_formula_weight         278.16
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-09-18
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2023-09-19 deposited with the CCDC.	2023-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.53304(19)
_cell_length_b                   8.30693(13)
_cell_length_c                   9.61288(13)
_cell_measurement_reflns_used    9012
_cell_measurement_temperature    99.9(5)
_cell_measurement_theta_max      78.3880
_cell_measurement_theta_min      3.5270
_cell_volume                     1000.81(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(5)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -38.00  28.00   0.50    1.50    --  -46.94  33.00  74.00  132
  2  ω   -121.00 -32.00   0.50    1.50    --  -46.94 -33.00 -84.00  178
  3  ω      8.00  82.00   0.50    1.50    --   46.94-102.00  75.00  148
  4  ω   -166.00 -77.00   0.50    6.00    --  -91.75 -33.00 -84.00  178
  5  ω    -80.00 -21.00   0.50    6.00    --  -91.75 101.00 -85.00  118
  6  ω   -163.00 -85.00   0.50    6.00    --  -91.75-102.00  75.00  156
  7  ω     42.00 106.00   0.50    6.00    --  113.25-102.00  75.00  128
  8  ω    107.00 178.00   0.50    6.00    --  113.25 101.00 -85.00  142
  9  ω    106.00 178.00   0.50    6.00    --  113.25 102.00 178.00  144
 10  ω     42.00 106.00   0.50    6.00    --  113.25-101.00 170.00  128
 11  ω     99.00 178.00   0.50    6.00    --  113.25  33.00  74.00  158
 12  ω    -81.00  14.00   0.50    1.50    --  -46.94 102.00 178.00  190
 13  ω    -26.00  25.00   0.50    1.50    --   46.94 -19.00 150.00  102
 14  ω    137.00 163.00   0.50    6.00    --  113.25  77.00-120.00   52
 15  ω     96.00 141.00   0.50    6.00    --  113.25 125.00-120.00   90
 16  ω     43.00  79.00   0.50    6.00    --  113.25-125.00  60.00   72
 17  ω     83.00 109.00   0.50    6.00    --  113.25-125.00  60.00   52
 18  ω     81.00 106.00   0.50    6.00    --  113.25 -95.00  90.00   50
 19  ω     41.00  67.00   0.50    6.00    --  113.25 -61.00  30.00   52
 20  ω     43.00  97.00   0.50    6.00    --  113.25 -77.00 -60.00  108
 21  ω     42.00  89.00   0.50    6.00    --  113.25 -77.00 -30.00   94
 22  ω     78.00 111.00   0.50    6.00    --  113.25-125.00-150.00   66
 23  ω    140.00 166.00   0.50    6.00    --  113.25  15.00-180.00   52
 24  ω     43.00  69.00   0.50    6.00    --  113.25 -77.00-180.00   52
 25  ω     65.00 103.00   0.50    6.00    --  113.25 -77.00-120.00   76
 26  ω     41.00  69.00   0.50    6.00    --  113.25 -95.00  90.00   56
 27  ω     41.00  68.00   0.50    6.00    --  113.25 -61.00 150.00   54
 28  ω     42.00  71.00   0.50    6.00    --  113.25 -61.00  90.00   58
 29  ω     70.00 106.00   0.50    6.00    --  113.25-125.00-120.00   72
 30  ω     74.00 108.00   0.50    6.00    --  113.25-125.00  30.00   68
 31  ω    107.00 133.00   0.50    6.00    --  113.25  45.00-150.00   52
 32  ω     49.00  75.00   0.50    6.00    --  113.25 -77.00-150.00   52
 33  ω     62.00 103.00   0.50    6.00    --  113.25 -77.00 -90.00   82
 34  ω     49.00 100.00   0.50    6.00    --  113.25 -77.00  90.00  102
 35  ω     91.00 138.00   0.50    6.00    --  113.25   0.00-180.00   94
 36  ω    151.00 177.00   0.50    6.00    --  113.25  90.00 -43.37   52
 37  ω    105.00 175.00   0.50    6.00    --  113.25  45.00-120.00  140
 38  ω    104.00 174.00   0.50    6.00    --  113.25  45.00-153.54  140
 39  ω     93.00 175.00   0.50    6.00    --  113.25  77.00 120.00  164
 40  ω     68.00 111.00   0.50    6.00    --  113.25 -82.00-162.92   86
 41  ω     42.00  71.00   0.50    6.00    --  113.25 -61.00-150.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0865604000
_diffrn_orient_matrix_UB_12      -0.1065404000
_diffrn_orient_matrix_UB_13      0.0668261000
_diffrn_orient_matrix_UB_21      -0.0794001000
_diffrn_orient_matrix_UB_22      0.1414677000
_diffrn_orient_matrix_UB_23      -0.0062789000
_diffrn_orient_matrix_UB_31      -0.0362754000
_diffrn_orient_matrix_UB_32      -0.0549599000
_diffrn_orient_matrix_UB_33      -0.1455292000
_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  0.0304
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12518
_diffrn_reflns_point_group_measured_fraction_full 0.881
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.794
_diffrn_reflns_theta_min         5.325
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.432
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
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            yellow
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 724 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(9)
_refine_ls_extinction_coef       0.0032(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         1908
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0322
_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)+(0.0485P)²+0.4434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0882
_reflns_Friedel_coverage         0.643
_reflns_Friedel_fraction_full    0.744
_reflns_Friedel_fraction_max     0.728
_reflns_number_gt                1884
_reflns_number_total             1908
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00964e2.cif
_cod_data_source_block           Z461504
_cod_depositor_comments
'Adding full bibliography for 7247734--7247739.cif.'
_cod_database_code               7247739
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C8H2N6O6
_chemical_oxdiff_usercomment     Z461504
_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   0.958
_shelx_estimated_absorpt_t_min   0.783
_reflns_odcompleteness_completeness 99.31
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     80.50
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C12(H12)
;
_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 1.211
_oxdiff_exptl_absorpt_empirical_full_min 0.865
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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
O1 O 0.38264(15) 0.4257(2) 0.7343(2) 0.0270(4) Uani 1 1 d . . . . .
O5 O 0.71603(16) 0.8181(2) 0.5790(3) 0.0382(5) Uani 1 1 d . . . . .
O15 O 0.83546(17) 0.4227(2) 0.4247(3) 0.0441(6) Uani 1 1 d . . . . .
O16 O 0.78813(18) 0.2542(3) 0.2640(3) 0.0444(6) Uani 1 1 d . . . . .
O18 O 0.52334(16) -0.1339(2) 0.3752(2) 0.0329(5) Uani 1 1 d . . . . .
O19 O 0.39536(17) -0.0718(2) 0.5177(3) 0.0380(5) Uani 1 1 d . . . . .
N1 N 0.46735(17) 0.4782(3) 0.6834(2) 0.0241(5) Uani 1 1 d . . . . .
N2 N 0.4994(2) 0.6210(3) 0.7180(3) 0.0304(5) Uani 1 1 d . . . . .
N4 N 0.62916(19) 0.8147(3) 0.6691(3) 0.0359(6) Uani 1 1 d . . . . .
N6 N 0.73033(19) 0.6744(3) 0.5104(3) 0.0338(6) Uani 1 1 d . . . . .
N14 N 0.77204(18) 0.3286(3) 0.3709(3) 0.0303(5) Uani 1 1 d . . . . .
N17 N 0.47873(17) -0.0418(3) 0.4565(3) 0.0276(5) Uani 1 1 d . . . . .
C3 C 0.5905(2) 0.6693(3) 0.6515(3) 0.0287(6) Uani 1 1 d . . . . .
C7 C 0.6534(2) 0.5808(3) 0.5550(3) 0.0268(6) Uani 1 1 d . . . . .
C8 C 0.6209(2) 0.4166(3) 0.5251(3) 0.0234(5) Uani 1 1 d . . . . .
C9 C 0.67032(19) 0.2986(3) 0.4421(3) 0.0246(5) Uani 1 1 d . . . . .
C10 C 0.6257(2) 0.1494(3) 0.4189(3) 0.0253(5) Uani 1 1 d . . . . .
H10 H 0.660006 0.072598 0.360961 0.030 Uiso 1 1 calc R U . . .
C11 C 0.5296(2) 0.1151(3) 0.4827(3) 0.0231(5) Uani 1 1 d . . . . .
C12 C 0.4774(2) 0.2218(3) 0.5681(3) 0.0228(5) Uani 1 1 d . . . . .
H12 H 0.411776 0.194420 0.611507 0.027 Uiso 1 1 calc R U . . .
C13 C 0.52434(19) 0.3710(3) 0.5883(3) 0.0220(5) 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'
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 0 0.0266
-1 1 0 0.0171
-1 -1 0 0.0162
1 1 0 0.0145
0 0 -1 0.0847
0 0 1 0.0950
-1 0 0 0.0217
1 0 0 0.0235
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
N6 O5 N4 112.5(2) . . ?
O1 N1 N2 118.9(2) . . ?
O1 N1 C13 116.6(2) . . ?
N2 N1 C13 124.5(2) . . ?
N1 N2 C3 114.0(2) . . ?
C3 N4 O5 103.1(2) . . ?
C7 N6 O5 105.2(2) . . ?
O15 N14 C9 118.2(3) . . ?
O16 N14 O15 124.9(2) . . ?
O16 N14 C9 116.9(2) . . ?
O18 N17 C11 117.6(2) . . ?
O19 N17 O18 124.6(2) . . ?
O19 N17 C11 117.9(2) . . ?
N2 C3 C7 128.0(2) . . ?
N4 C3 N2 121.1(3) . . ?
N4 C3 C7 110.8(3) . . ?
N6 C7 C3 108.3(2) . . ?
N6 C7 C8 134.4(3) . . ?
C3 C7 C8 117.3(2) . . ?
C9 C8 C7 130.0(2) . . ?
C13 C8 C7 114.2(2) . . ?
C13 C8 C9 115.9(2) . . ?
C8 C9 N14 121.9(2) . . ?
C10 C9 N14 115.4(2) . . ?
C10 C9 C8 122.7(2) . . ?
C9 C10 H10 121.1 . . ?
C9 C10 C11 117.9(2) . . ?
C11 C10 H10 121.1 . . ?
C10 C11 N17 119.0(2) . . ?
C12 C11 N17 117.9(2) . . ?
C12 C11 C10 123.2(2) . . ?
C11 C12 H12 121.3 . . ?
C11 C12 C13 117.3(2) . . ?
C13 C12 H12 121.3 . . ?
C8 C13 N1 121.8(2) . . ?
C12 C13 N1 115.1(2) . . ?
C12 C13 C8 123.1(2) . . ?
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
O1 N1 1.248(3) . ?
O5 N4 1.392(4) . ?
O5 N6 1.375(3) . ?
O15 N14 1.229(4) . ?
O16 N14 1.216(4) . ?
O18 N17 1.228(3) . ?
O19 N17 1.225(3) . ?
N1 N2 1.296(3) . ?
N1 C13 1.462(3) . ?
N2 C3 1.368(4) . ?
N4 C3 1.313(4) . ?
N6 C7 1.310(4) . ?
N14 C9 1.468(3) . ?
N17 C11 1.473(3) . ?
C3 C7 1.422(4) . ?
C7 C8 1.452(3) . ?
C8 C9 1.407(4) . ?
C8 C13 1.406(3) . ?
C9 C10 1.378(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(4) . ?
C11 C12 1.374(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(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
O1 N1 N2 C3 -177.2(2) . . . . ?
O1 N1 C13 C8 -179.7(2) . . . . ?
O1 N1 C13 C12 -1.0(3) . . . . ?
O5 N4 C3 N2 -176.6(3) . . . . ?
O5 N4 C3 C7 1.6(3) . . . . ?
O5 N6 C7 C3 0.5(3) . . . . ?
O5 N6 C7 C8 179.2(3) . . . . ?
O15 N14 C9 C8 30.1(4) . . . . ?
O15 N14 C9 C10 -151.6(3) . . . . ?
O16 N14 C9 C8 -151.7(3) . . . . ?
O16 N14 C9 C10 26.6(4) . . . . ?
O18 N17 C11 C10 -2.0(4) . . . . ?
O18 N17 C11 C12 176.8(2) . . . . ?
O19 N17 C11 C10 177.6(3) . . . . ?
O19 N17 C11 C12 -3.6(4) . . . . ?
N1 N2 C3 N4 175.8(3) . . . . ?
N1 N2 C3 C7 -2.0(4) . . . . ?
N2 N1 C13 C8 -0.2(4) . . . . ?
N2 N1 C13 C12 178.5(3) . . . . ?
N2 C3 C7 N6 176.6(3) . . . . ?
N2 C3 C7 C8 -2.4(4) . . . . ?
N4 O5 N6 C7 0.5(3) . . . . ?
N4 C3 C7 N6 -1.4(3) . . . . ?
N4 C3 C7 C8 179.6(2) . . . . ?
N6 O5 N4 C3 -1.3(3) . . . . ?
N6 C7 C8 C9 5.7(5) . . . . ?
N6 C7 C8 C13 -173.4(3) . . . . ?
N14 C9 C10 C11 -179.6(2) . . . . ?
N17 C11 C12 C13 -178.0(2) . . . . ?
C3 C7 C8 C9 -175.7(3) . . . . ?
C3 C7 C8 C13 5.2(3) . . . . ?
C7 C8 C9 N14 1.5(4) . . . . ?
C7 C8 C9 C10 -176.7(3) . . . . ?
C7 C8 C13 N1 -4.2(3) . . . . ?
C7 C8 C13 C12 177.2(2) . . . . ?
C8 C9 C10 C11 -1.3(4) . . . . ?
C9 C8 C13 N1 176.5(2) . . . . ?
C9 C8 C13 C12 -2.1(4) . . . . ?
C9 C10 C11 N17 178.3(2) . . . . ?
C9 C10 C11 C12 -0.4(4) . . . . ?
C10 C11 C12 C13 0.8(4) . . . . ?
C11 C12 C13 N1 -178.2(2) . . . . ?
C11 C12 C13 C8 0.5(4) . . . . ?
C13 N1 N2 C3 3.3(4) . . . . ?
C13 C8 C9 N14 -179.4(2) . . . . ?
C13 C8 C9 C10 2.4(4) . . . . ?
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
0.9988 -1.0000 -0.0012 0.0200 -0.2208 0.0189
-0.9988 1.0000 0.0012 -0.0200 0.2208 -0.0189
-1.0001 -1.0003 0.0005 0.1932 -0.0621 0.0912
1.0001 1.0003 -0.0005 -0.1932 0.0621 -0.0912
-0.0007 -0.0001 -1.0003 -0.0668 0.0063 0.1456
0.0007 0.0001 1.0003 0.0668 -0.0063 -0.1456
-0.9995 -0.0002 0.0008 0.0866 0.0793 0.0361
0.9995 0.0002 -0.0008 -0.0866 -0.0793 -0.0361
