#------------------------------------------------------------------------------
#$Date: 2022-05-17 00:57:04 +0300 (Tue, 17 May 2022) $
#$Revision: 275457 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/01/7130105.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_7130105
loop_
_publ_author_name
'Prieto, Liher'
'Rodríguez, Verónica'
'Vicario, Jose L.'
'Reyes, Efraim'
'Hornillos, Valentín'
_publ_section_title
;
 Enantioselective transannular reactions by palladium-catalysed conjugate
 addition of aryl boronic acids
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01642G
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C20 H22 O2'
_chemical_formula_sum            'C20 H22 O2'
_chemical_formula_weight         294.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-01-14T12:24:04-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2022-01-28 deposited with the CCDC.	2022-05-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.096(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.0597(2)
_cell_length_b                   9.4699(2)
_cell_length_c                   11.8919(3)
_cell_measurement_reflns_used    4725
_cell_measurement_temperature    150.3(3)
_cell_measurement_theta_max      72.71
_cell_measurement_theta_min      3.735
_cell_volume                     782.72(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXH-1997 (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.3(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2012
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -111.00 -20.00   1.00    1.00    --  -42.13 -38.00  90.00   91
  2  ω    -32.00  71.00   1.00    1.00    --   42.13 -77.00 -60.00  103
  3  ω     42.00  67.00   1.00    1.00    --   42.13-125.00-120.00   25
  4  ω     36.00  67.00   1.00    4.00    --  107.93 -45.00 150.00   31
  5  ω     39.00  68.00   1.00    4.00    --  107.93 -30.00  30.00   29
  6  ω     59.00 129.00   1.00    4.00    --  107.93 149.00 -72.00   70
  7  ω     48.00  77.00   1.00    4.00    --  107.93 -45.00 -90.00   29
  8  ω     40.00  69.00   1.00    4.00    --  107.93 -30.00-120.00   29
  9  ω     42.00  69.00   1.00    4.00    --  107.93 -30.00   0.00   27
 10  ω     33.00 139.00   1.00    4.00    --  107.93 -77.00 120.00  106
 11  ω     33.00  60.00   1.00    4.00    --  107.93 -30.00-150.00   27
 12  ω     88.00 151.00   1.00    4.00    --  107.93  45.00-120.00   63
 13  ω     82.00 135.00   1.00    4.00    --  107.93 125.00 -90.00   53
 14  ω   -114.00 -26.00   1.00    1.00    --  -42.13 -38.00-180.00   88
 15  ω      6.00  51.00   1.00    1.00    --   42.13-125.00  90.00   45
 16  ω     55.00  96.00   1.00    1.00    --   42.13-125.00-180.00   41
 17  ω     55.00 118.00   1.00    4.00    --  107.93-125.00 120.00   63
 18  ω    120.00 158.00   1.00    4.00    --  107.93  45.00 -90.00   38
 19  ω     36.00  65.00   1.00    4.00    --  107.93 -30.00  60.00   29
 20  ω     79.00 106.00   1.00    4.00    --  107.93-125.00-120.00   27
 21  ω     37.00  64.00   1.00    4.00    --  107.93 -45.00   0.00   27
 22  ω     45.00  77.00   1.00    4.00    --  107.93 -61.00-120.00   32
 23  ω     99.00 128.00   1.00    4.00    --  107.93 -61.00-120.00   29
 24  ω     77.00 116.00   1.00    4.00    --  107.93-125.00 -30.00   39
 25  ω     44.00  91.00   1.00    4.00    --  107.93-125.00  60.00   47
 26  ω    101.00 149.00   1.00    4.00    --  107.93  77.00-180.00   48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0254735
_diffrn_orient_matrix_UB_12      -0.0273008
_diffrn_orient_matrix_UB_13      -0.1295002
_diffrn_orient_matrix_UB_21      0.1628236
_diffrn_orient_matrix_UB_22      -0.1103025
_diffrn_orient_matrix_UB_23      0.0208343
_diffrn_orient_matrix_UB_31      -0.1481092
_diffrn_orient_matrix_UB_32      -0.1164586
_diffrn_orient_matrix_UB_33      0.0106897
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8452
_diffrn_reflns_theta_full        68.97
_diffrn_reflns_theta_max         68.97
_diffrn_reflns_theta_min         3.78
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.618
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.66043
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             316
_exptl_crystal_recrystallization_method 'Crystallization in organic solvent'
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.251
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.16
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         2909
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0452
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0497P)²+0.1947P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1121
_reflns_number_gt                2667
_reflns_number_total             2909
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2cc01642g2.cif
_cod_data_source_block           a20210296_e487f1
_cod_database_code               7130105
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.6498(2) 0.5943(2) 0.87190(15) 0.0369(4) Uani 1 d . .
O002 O -0.0032(2) 0.6688(2) 0.80693(15) 0.0430(5) Uani 1 d . .
H002 H -0.0905 0.6521 0.8449 0.064 Uiso 1 calc . .
C003 C 0.5090(3) 0.6567(2) 0.82096(18) 0.0240(5) Uani 1 d . .
C004 C 0.2599(7) 0.3530(4) 0.6993(4) 0.0144(9) Uani 0.710(10) d A 1
C005 C 0.3125(3) 0.4269(2) 0.81137(18) 0.0246(5) Uani 1 d . .
H005 H 0.4436 0.3955 0.849 0.03 Uiso 0.710(10) calc A 1
H00A H 0.4408 0.4057 0.8588 0.03 Uiso 0.290(10) calc A 2
C006 C 0.1752(3) 0.5305(3) 0.9640(2) 0.0321(5) Uani 1 d . .
H00B H 0.2917 0.5319 1.024 0.039 Uiso 1 calc A .
H00C H 0.06 0.538 1.0006 0.039 Uiso 1 calc . .
C007 C 0.3933(5) 0.2609(3) 0.6520(3) 0.0193(8) Uani 0.710(10) d A 1
C00G C 0.5778(5) 0.2359(4) 0.7117(3) 0.0315(11) Uani 0.710(10) d A 1
H00G H 0.6203 0.2811 0.783 0.038 Uiso 0.710(10) calc A 1
C00M C 0.7002(6) 0.1448(3) 0.6672(4) 0.0376(11) Uani 0.710(10) d A 1
H00M H 0.8263 0.1278 0.708 0.045 Uiso 0.710(10) calc A 1
C00K C 0.6381(7) 0.0787(3) 0.5629(4) 0.0366(12) Uani 0.710(10) d A 1
H00K H 0.7217 0.0164 0.5324 0.044 Uiso 0.710(10) calc A 1
C00L C 0.4536(8) 0.1036(3) 0.5032(3) 0.0391(12) Uani 0.710(10) d A 1
H00L H 0.4112 0.0584 0.4319 0.047 Uiso 0.710(10) calc A 1
C00H C 0.3312(6) 0.1947(3) 0.5477(2) 0.0273(10) Uani 0.710(10) d A 1
C008 C 0.3126(3) 0.5888(2) 0.79714(17) 0.0203(4) Uani 1 d A .
H008 H 0.2526 0.6114 0.7166 0.024 Uiso 1 calc . .
C009 C 0.1802(3) 0.6507(3) 0.87805(18) 0.0256(5) Uani 1 d A .
C00A C 0.3408(4) 0.8895(3) 0.7539(2) 0.0322(5) Uani 1 d . .
H00D H 0.2478 0.8387 0.6959 0.039 Uiso 1 calc . .
H00E H 0.368 0.9816 0.7207 0.039 Uiso 1 calc . .
C00B C 0.5259(3) 0.8051(2) 0.7779(2) 0.0298(5) Uani 1 d . .
H00F H 0.5803 0.8003 0.7067 0.036 Uiso 1 calc . .
H00H H 0.619 0.8571 0.8351 0.036 Uiso 1 calc . .
C00C C 0.2476(4) 0.7887(3) 0.93659(19) 0.0322(5) Uani 1 d . .
H00I H 0.38 0.7751 0.9792 0.039 Uiso 1 calc A .
H00J H 0.1642 0.8105 0.9931 0.039 Uiso 1 calc . .
C00D C 0.1681(4) 0.3974(3) 0.8926(2) 0.0361(6) Uani 1 d A .
H00N H 0.037 0.3812 0.849 0.043 Uiso 1 calc . .
H00O H 0.2078 0.314 0.9412 0.043 Uiso 1 calc . .
C00E C 0.0780(8) 0.3721(5) 0.6358(4) 0.0251(10) Uani 0.710(10) d A 1
H00P H -0.0111 0.4304 0.6655 0.03 Uiso 0.710(10) calc A 1
C00F C 0.2476(4) 0.9164(3) 0.8577(2) 0.0392(6) Uani 1 d A .
H00Q H 0.113 0.9467 0.8314 0.047 Uiso 1 calc . .
H00R H 0.3161 0.9951 0.9022 0.047 Uiso 1 calc . .
C00I C 0.1460(9) 0.2196(5) 0.4846(4) 0.0307(12) Uani 0.710(10) d A 1
H00S H 0.1068 0.1761 0.4123 0.037 Uiso 0.710(10) calc A 1
C00J C 0.0212(8) 0.3084(5) 0.5294(3) 0.0294(11) Uani 0.710(10) d A 1
H00T H -0.1037 0.326 0.4872 0.035 Uiso 0.710(10) calc A 1
C2 C 0.235(2) 0.1881(15) 0.4913(12) 0.047(3) Uani 0.290(10) d A 2
H2 H 0.218 0.1359 0.422 0.056 Uiso 0.290(10) calc A 2
C4 C 0.086(2) 0.2659(15) 0.5131(11) 0.033(3) Uani 0.290(10) d A 2
H4 H -0.0344 0.2691 0.463 0.04 Uiso 0.290(10) calc A 2
C6 C 0.4477(15) 0.2534(10) 0.6652(8) 0.039(3) Uani 0.290(10) d A 2
C16 C 0.6251(15) 0.2375(11) 0.7361(8) 0.030(2) Uani 0.290(10) d A 2
H16 H 0.6523 0.2878 0.8062 0.036 Uiso 0.290(10) calc A 2
C5 C 0.7627(15) 0.1480(10) 0.7044(9) 0.049(3) Uani 0.290(10) d A 2
H5 H 0.884 0.1371 0.7529 0.058 Uiso 0.290(10) calc A 2
C3 C 0.7229(16) 0.0744(8) 0.6018(9) 0.048(3) Uani 0.290(10) d A 2
H3 H 0.8169 0.0133 0.5802 0.057 Uiso 0.290(10) calc A 2
C1 C 0.5455(17) 0.0903(8) 0.5309(7) 0.031(3) Uani 0.290(10) d A 2
H1 H 0.5183 0.04 0.4608 0.038 Uiso 0.290(10) calc A 2
C7 C 0.4079(15) 0.1798(10) 0.5626(8) 0.036(3) Uani 0.290(10) d A 2
C9 C 0.126(2) 0.3464(17) 0.6216(15) 0.044(4) Uani 0.290(10) d A 2
H9 H 0.0331 0.4081 0.6442 0.053 Uiso 0.290(10) calc A 2
C0AA C 0.308(2) 0.3258(17) 0.6890(13) 0.036(4) Uani 0.290(10) d A 2
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 0 '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_
_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
C009 O002 H002 109.5 . . ?
O001 C003 C008 121.9(2) . . ?
O001 C003 C00B 120.9(2) . . ?
C00B C003 C008 117.26(19) . . ?
C007 C004 C005 123.0(3) . . ?
C00E C004 C005 119.2(4) . . ?
C00E C004 C007 117.7(4) . . ?
C004 C005 H005 109 . . ?
C004 C005 H00A 117.9 . . ?
C004 C005 C008 111.9(2) . . ?
C004 C005 C00D 112.6(2) . . ?
C004 C005 C0AA 13.9(5) . . ?
H005 C005 H00A 8.9 . . ?
C008 C005 H005 109 . . ?
C008 C005 H00A 104.1 . . ?
C008 C005 C00D 105.14(18) . . ?
C008 C005 C0AA 117.1(5) . . ?
C00D C005 H005 109 . . ?
C00D C005 H00A 104.1 . . ?
C00D C005 C0AA 120.4(5) . . ?
C0AA C005 H005 95.2 . . ?
C0AA C005 H00A 104.1 . . ?
H00B C006 H00C 108.9 . . ?
C009 C006 H00B 110.9 . . ?
C009 C006 H00C 110.9 . . ?
C00D C006 H00B 110.9 . . ?
C00D C006 H00C 110.9 . . ?
C00D C006 C009 104.26(18) . . ?
C00G C007 C004 120.8(2) . . ?
C00G C007 C00H 120 . . ?
C00H C007 C004 119.1(2) . . ?
C007 C00G H00G 120 . . ?
C00M C00G C007 120 . . ?
C00M C00G H00G 120 . . ?
C00G C00M H00M 120 . . ?
C00K C00M C00G 120 . . ?
C00K C00M H00M 120 . . ?
C00M C00K H00K 120 . . ?
C00M C00K C00L 120 . . ?
C00L C00K H00K 120 . . ?
C00K C00L H00L 120 . . ?
C00K C00L C00H 120 . . ?
C00H C00L H00L 120 . . ?
C007 C00H C00I 121.2(3) . . ?
C00L C00H C007 120 . . ?
C00L C00H C00I 118.8(3) . . ?
C003 C008 C005 114.90(17) . . ?
C003 C008 H008 108 . . ?
C003 C008 C009 110.64(17) . . ?
C005 C008 H008 108 . . ?
C005 C008 C009 106.99(17) . . ?
C009 C008 H008 108 . . ?
O002 C009 C006 111.06(18) . . ?
O002 C009 C008 104.95(17) . . ?
O002 C009 C00C 110.31(19) . . ?
C006 C009 C008 102.56(17) . . ?
C00C C009 C006 112.05(18) . . ?
C00C C009 C008 115.51(17) . . ?
H00D C00A H00E 107.6 . . ?
C00B C00A H00D 108.6 . . ?
C00B C00A H00E 108.6 . . ?
C00B C00A C00F 114.7(2) . . ?
C00F C00A H00D 108.6 . . ?
C00F C00A H00E 108.6 . . ?
C003 C00B C00A 116.04(18) . . ?
C003 C00B H00F 108.3 . . ?
C003 C00B H00H 108.3 . . ?
C00A C00B H00F 108.3 . . ?
C00A C00B H00H 108.3 . . ?
H00F C00B H00H 107.4 . . ?
C009 C00C H00I 108.4 . . ?
C009 C00C H00J 108.4 . . ?
C009 C00C C00F 115.66(19) . . ?
H00I C00C H00J 107.4 . . ?
C00F C00C H00I 108.4 . . ?
C00F C00C H00J 108.4 . . ?
C005 C00D H00N 111 . . ?
C005 C00D H00O 111 . . ?
C006 C00D C005 103.81(18) . . ?
C006 C00D H00N 111 . . ?
C006 C00D H00O 111 . . ?
H00N C00D H00O 109 . . ?
C004 C00E H00P 119 . . ?
C004 C00E C00J 122.0(5) . . ?
C00J C00E H00P 119 . . ?
C00A C00F C00C 114.4(2) . . ?
C00A C00F H00Q 108.7 . . ?
C00A C00F H00R 108.7 . . ?
C00C C00F H00Q 108.7 . . ?
C00C C00F H00R 108.7 . . ?
H00Q C00F H00R 107.6 . . ?
C00H C00I H00S 120.4 . . ?
C00J C00I C00H 119.3(4) . . ?
C00J C00I H00S 120.4 . . ?
C00E C00J H00T 119.7 . . ?
C00I C00J C00E 120.5(4) . . ?
C00I C00J H00T 119.7 . . ?
C4 C2 H2 118.1 . . ?
C4 C2 C7 123.9(12) . . ?
C7 C2 H2 118.1 . . ?
C2 C4 H4 122.7 . . ?
C2 C4 C9 114.6(11) . . ?
C9 C4 H4 122.7 . . ?
C16 C6 C7 120 . . ?
C0AA C6 C16 125.0(9) . . ?
C0AA C6 C7 114.9(9) . . ?
C6 C16 H16 120 . . ?
C5 C16 C6 120 . . ?
C5 C16 H16 120 . . ?
C16 C5 H5 120 . . ?
C16 C5 C3 120 . . ?
C3 C5 H5 120 . . ?
C5 C3 H3 120 . . ?
C1 C3 C5 120 . . ?
C1 C3 H3 120 . . ?
C3 C1 H1 120 . . ?
C3 C1 C7 120 . . ?
C7 C1 H1 120 . . ?
C2 C7 C6 122.6(8) . . ?
C2 C7 C1 117.4(8) . . ?
C1 C7 C6 120 . . ?
C4 C9 H9 122 . . ?
C0AA C9 C4 116.0(13) . . ?
C0AA C9 H9 122 . . ?
C6 C0AA C005 125.7(10) . . ?
C6 C0AA C9 127.9(14) . . ?
C9 C0AA C005 106.3(12) . . ?
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
O001 C003 1.222(3) . ?
O002 H002 0.84 . ?
O002 C009 1.428(2) . ?
C003 C008 1.509(3) . ?
C003 C00B 1.507(3) . ?
C004 C005 1.493(5) . ?
C004 C007 1.467(5) . ?
C004 C00E 1.383(7) . ?
C005 H005 1 . ?
C005 H00A 1 . ?
C005 C008 1.543(3) . ?
C005 C00D 1.547(3) . ?
C005 C0AA 1.737(18) . ?
C006 H00B 0.99 . ?
C006 H00C 0.99 . ?
C006 C009 1.534(3) . ?
C006 C00D 1.516(4) . ?
C007 C00G 1.39 . ?
C007 C00H 1.39 . ?
C00G H00G 0.95 . ?
C00G C00M 1.39 . ?
C00M H00M 0.95 . ?
C00M C00K 1.39 . ?
C00K H00K 0.95 . ?
C00K C00L 1.39 . ?
C00L H00L 0.95 . ?
C00L C00H 1.39 . ?
C00H C00I 1.409(5) . ?
C008 H008 1 . ?
C008 C009 1.568(3) . ?
C009 C00C 1.518(3) . ?
C00A H00D 0.99 . ?
C00A H00E 0.99 . ?
C00A C00B 1.516(3) . ?
C00A C00F 1.518(4) . ?
C00B H00F 0.99 . ?
C00B H00H 0.99 . ?
C00C H00I 0.99 . ?
C00C H00J 0.99 . ?
C00C C00F 1.530(3) . ?
C00D H00N 0.99 . ?
C00D H00O 0.99 . ?
C00E H00P 0.95 . ?
C00E C00J 1.396(6) . ?
C00F H00Q 0.99 . ?
C00F H00R 0.99 . ?
C00I H00S 0.95 . ?
C00I C00J 1.390(6) . ?
C00J H00T 0.95 . ?
C2 H2 0.95 . ?
C2 C4 1.343(17) . ?
C2 C7 1.363(15) . ?
C4 H4 0.95 . ?
C4 C9 1.48(2) . ?
C6 C16 1.39 . ?
C6 C7 1.39 . ?
C6 C0AA 1.272(16) . ?
C16 H16 0.95 . ?
C16 C5 1.39 . ?
C5 H5 0.95 . ?
C5 C3 1.39 . ?
C3 H3 0.95 . ?
C3 C1 1.39 . ?
C1 H1 0.95 . ?
C1 C7 1.39 . ?
C9 H9 0.95 . ?
C9 C0AA 1.41(2) . ?
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
O001 C003 C008 C005 -15.9(3) . . . . ?
O001 C003 C008 C009 105.4(2) . . . . ?
O001 C003 C00B C00A -159.6(2) . . . . ?
O002 C009 C00C C00F -52.8(3) . . . . ?
C003 C008 C009 O002 138.49(19) . . . . ?
C003 C008 C009 C006 -105.4(2) . . . . ?
C003 C008 C009 C00C 16.8(2) . . . . ?
C004 C005 C008 C003 -109.9(3) . . . . ?
C004 C005 C008 C009 126.9(3) . . . . ?
C004 C005 C00D C006 -150.0(3) . . . . ?
C004 C005 C0AA C6 180(4) . . . . ?
C004 C005 C0AA C9 2.2(19) . . . . ?
C004 C007 C00G C00M 178.0(3) . . . . ?
C004 C007 C00H C00L -178.1(3) . . . . ?
C004 C007 C00H C00I 2.9(4) . . . . ?
C004 C00E C00J C00I 1.7(7) . . . . ?
C005 C004 C007 C00G 1.1(5) . . . . ?
C005 C004 C007 C00H 179.1(3) . . . . ?
C005 C004 C00E C00J 178.7(4) . . . . ?
C005 C008 C009 O002 -95.66(19) . . . . ?
C005 C008 C009 C006 20.5(2) . . . . ?
C005 C008 C009 C00C 142.64(19) . . . . ?
C006 C009 C00C C00F -177.09(19) . . . . ?
C007 C004 C005 C008 115.4(4) . . . . ?
C007 C004 C005 C00D -126.5(3) . . . . ?
C007 C004 C005 C0AA 0(2) . . . . ?
C007 C004 C00E C00J -0.9(7) . . . . ?
C007 C00G C00M C00K 0 . . . . ?
C007 C00H C00I C00J -2.1(5) . . . . ?
C00G C007 C00H C00L 0 . . . . ?
C00G C007 C00H C00I -179.1(3) . . . . ?
C00G C00M C00K C00L 0 . . . . ?
C00M C00K C00L C00H 0 . . . . ?
C00K C00L C00H C007 0 . . . . ?
C00K C00L C00H C00I 179.1(3) . . . . ?
C00L C00H C00I C00J 178.8(3) . . . . ?
C00H C007 C00G C00M 0 . . . . ?
C00H C00I C00J C00E -0.2(6) . . . . ?
C008 C003 C00B C00A 21.2(3) . . . . ?
C008 C005 C00D C006 -27.9(2) . . . . ?
C008 C005 C0AA C6 108.5(13) . . . . ?
C008 C005 C0AA C9 -68.8(11) . . . . ?
C008 C009 C00C C00F 66.0(2) . . . . ?
C009 C006 C00D C005 41.7(2) . . . . ?
C009 C00C C00F C00A -48.0(3) . . . . ?
C00B C003 C008 C005 163.38(19) . . . . ?
C00B C003 C008 C009 -75.3(2) . . . . ?
C00B C00A C00F C00C -42.3(3) . . . . ?
C00D C005 C008 C003 127.56(19) . . . . ?
C00D C005 C008 C009 4.3(2) . . . . ?
C00D C005 C0AA C6 -121.6(13) . . . . ?
C00D C005 C0AA C9 61.1(12) . . . . ?
C00D C006 C009 O002 73.4(2) . . . . ?
C00D C006 C009 C008 -38.2(2) . . . . ?
C00D C006 C009 C00C -162.70(19) . . . . ?
C00E C004 C005 C008 -64.1(4) . . . . ?
C00E C004 C005 C00D 54.0(4) . . . . ?
C00E C004 C005 C0AA -179(3) . . . . ?
C00E C004 C007 C00G -179.4(3) . . . . ?
C00E C004 C007 C00H -1.4(5) . . . . ?
C00F C00A C00B C003 62.7(3) . . . . ?
C2 C4 C9 C0AA -2.8(19) . . . . ?
C4 C2 C7 C6 -0.8(16) . . . . ?
C4 C2 C7 C1 177.4(10) . . . . ?
C4 C9 C0AA C005 -178.1(11) . . . . ?
C4 C9 C0AA C6 5(2) . . . . ?
C6 C16 C5 C3 0 . . . . ?
C16 C6 C7 C2 178.1(10) . . . . ?
C16 C6 C7 C1 0 . . . . ?
C16 C6 C0AA C005 3.3(19) . . . . ?
C16 C6 C0AA C9 -180.0(12) . . . . ?
C16 C5 C3 C1 0 . . . . ?
C5 C3 C1 C7 0 . . . . ?
C3 C1 C7 C2 -178.2(10) . . . . ?
C3 C1 C7 C6 0 . . . . ?
C7 C2 C4 C9 1.2(19) . . . . ?
C7 C6 C16 C5 0 . . . . ?
C7 C6 C0AA C005 179.2(8) . . . . ?
C7 C6 C0AA C9 -4(2) . . . . ?
C0AA C005 C008 C003 -95.7(6) . . . . ?
C0AA C005 C008 C009 141.1(6) . . . . ?
C0AA C005 C00D C006 -162.9(6) . . . . ?
C0AA C6 C16 C5 175.7(13) . . . . ?
C0AA C6 C7 C2 2.0(12) . . . . ?
C0AA C6 C7 C1 -176.1(12) . . . . ?
