#------------------------------------------------------------------------------
#$Date: 2023-10-19 00:56:02 +0300 (Thu, 19 Oct 2023) $
#$Revision: 287017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/22/7132222.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_7132222
loop_
_publ_author_name
'Tan, Yongbo'
'Huang, Huawen'
_publ_section_title
;
 Catalyst- and additive-free cascade radical addition/cyclization of
 N-arylacrylamides with trifluoropyruvates
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC04542K
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H20 F3 N O4'
_chemical_formula_sum            'C21 H20 F3 N O4'
_chemical_formula_weight         407.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2023-06-12
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-06-22 deposited with the CCDC.	2023-10-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.190(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.2540(3)
_cell_length_b                   13.3169(2)
_cell_length_c                   19.1647(4)
_cell_measurement_reflns_used    11448
_cell_measurement_temperature    297.47(10)
_cell_measurement_theta_max      75.4810
_cell_measurement_theta_min      2.4610
_cell_volume                     4105.74(14)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.47(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     39.00 105.12   0.38    1.00    --  109.23 -77.00-120.00  174
  2  ω     47.00  99.06   0.38    1.00    --  109.23 -77.00  30.00  137
  3  ω     37.00  65.12   0.38    1.00    --  109.23 -61.00  60.00   74
  4  ω     41.00  67.22   0.38    1.00    --  109.23 -61.00  90.00   69
  5  ω     36.00  66.78   0.38    1.00    --  109.23 -61.00 150.00   81
  6  ω    115.00 140.46   0.38    1.00    --  109.23  88.00 144.00   67
  7  ω    -76.00  27.36   0.38    0.48    --  -43.70  88.00 144.00  272
  8  ω   -121.00 -93.64   0.38    1.00    --  -96.00  88.00 144.00   72
  9  ω    -80.00 -53.78   0.38    1.00    --  -96.00  88.00 144.00   69
 10  ω    -67.00 -34.70   0.38    1.00    --  -96.00  61.00 120.00   85
 11  ω    -71.00 -22.74   0.38    1.00    --  -96.00  61.00  60.00  127
 12  ω    -51.00 -22.88   0.38    1.00    --  -96.00  45.00 150.00   74
 13  ω    -71.00 -28.06   0.38    1.00    --  -96.00  61.00   0.00  113
 14  ω    -49.00 -19.74   0.38    1.00    --  -96.00  45.00  60.00   77
 15  ω    -51.00 -25.92   0.38    1.00    --  -96.00  45.00 -30.00   66
 16  ω    -51.00 -24.78   0.38    1.00    --  -96.00  45.00 -60.00   69
 17  ω    -51.00 -19.84   0.38    1.00    --  -96.00  45.00 -90.00   82
 18  ω    -51.00 -20.98   0.38    1.00    --  -96.00  45.00-150.00   79
 19  ω    -67.00 -29.00   0.38    1.00    --  -96.00  61.00-120.00  100
 20  ω    -51.00 -24.78   0.38    1.00    --  -96.00  45.00-120.00   69
 21  ω    -98.00 -42.90   0.38    1.00    --  -96.00  77.00 -60.00  145
 22  ω    -42.00  34.00   0.38    0.48    --  -43.70  37.00 -90.00  200
 23  ω    -49.00 -22.78   0.38    1.00    --  -96.00  45.00   0.00   69
 24  ω    -46.00 -20.54   0.38    1.00    --  -96.00  45.00  90.00   67
 25  ω   -113.00 -76.14   0.38    0.48    --  -43.70 -57.00 -30.00   97
 26  ω   -167.00-140.02   0.38    1.00    --  -96.00 -88.00  27.00   71
 27  ω   -133.00 -81.70   0.38    1.00    --  -96.00 -88.00  27.00  135
 28  ω    -70.00 -32.00   0.38    0.48    --  -43.70 -57.00 -30.00  100
 29  ω     38.00 103.36   0.38    1.00    --  109.23 -94.00-150.00  172
 30  ω    -17.00  40.00   0.38    0.48    --   43.70 -88.00  27.00  150
 31  ω    105.00 140.72   0.38    1.00    --  109.23 -88.00  27.00   94
;
_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      -0.0376525000
_diffrn_orient_matrix_UB_12      0.0056569000
_diffrn_orient_matrix_UB_13      0.0615767000
_diffrn_orient_matrix_UB_21      -0.0363932000
_diffrn_orient_matrix_UB_22      0.1042782000
_diffrn_orient_matrix_UB_23      -0.0287796000
_diffrn_orient_matrix_UB_31      -0.0801429000
_diffrn_orient_matrix_UB_32      -0.0498221000
_diffrn_orient_matrix_UB_33      -0.0530125000
_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  0.0290
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15156
_diffrn_reflns_point_group_measured_fraction_full 0.647
_diffrn_reflns_point_group_measured_fraction_max 0.600
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.605
_diffrn_reflns_theta_min         4.310
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.932
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details
;
 Flack x determined using 938 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(11)
_refine_ls_extinction_coef       0.0027(2)
_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   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     598
_refine_ls_number_reflns         5113
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.284
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0459
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0946P)²+0.5094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1370
_refine_ls_wR_factor_ref         0.1401
_reflns_Friedel_coverage         0.276
_reflns_Friedel_fraction_full    0.295
_reflns_Friedel_fraction_max     0.260
_reflns_number_gt                4761
_reflns_number_total             5113
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc04542k2.cif
_cod_data_source_block           2-dr2-2
_cod_database_code               7132222
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N F'
_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   0.904
_shelx_estimated_absorpt_t_min   0.873
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N2-C45
 1.45 with sigma of 0.01
 O3-C13 = O3-C14
 1.39 with sigma of 0.01
 O8A-C29 = O8-C29
 1.09 with sigma of 0.01
 O8-C29 = O8A-C29
 0.8 with sigma of 0.01
 N2-C37 \\sim N2-C45
 with sigma of 0.02
 O8-C29 \\sim O8A-C29
 with sigma of 0.02
3. Others
 Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44)=Sof(C45)=Sof(C46)=Sof(H46)=Sof(C47)=
 Sof(H47)=Sof(C48)=Sof(H48)=Sof(C49)=Sof(H49A)=Sof(H49B)=Sof(C50)=Sof(H50A)=
 Sof(H50B)=Sof(H50C)=1-FVAR(1)
 Sof(C35)=Sof(H35A)=Sof(H35B)=Sof(C36)=Sof(H36A)=Sof(H36B)=Sof(H36C)=Sof(C39)=
 Sof(H39)=Sof(C40)=Sof(H40)=Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C37)=
 Sof(C38)=Sof(H38)=FVAR(1)
 Fixed Sof: O3(0.5) O3A(0.5) H14C(0.5) H14D(0.5) H14A(0.5) H14B(0.5) O8(0.5)
 O8A(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C14(H14C,H14D), C14(H14A,H14B), C31(H31A,H31B), C35(H35A,
 H35B), C49(H49A,H49B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C39(H39), C40(H40), C41(H41),
  C42(H42), C38(H38), C43(H43), C44(H44), C46(H46), C47(H47), C48(H48)
4.c Fitted hexagon refined as free rotating group:
 C27(C22,C23,C24,C25,C26), C39(C40,C41,C42,C37,C38)
4.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C15(H15A,H15B,H15C), C30(H30A,H30B,H30C), C36(H36A,H36B,
 H36C), C50(H50A,H50B,H50C)
4.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O7(H7)
;
_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 1.781
_oxdiff_exptl_absorpt_empirical_full_min 0.462
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.7862(2) 0.4990(3) 0.5985(4) 0.1563(18) Uani 1 1 d . . . . .
F2 F 0.6952(2) 0.42312(18) 0.6305(3) 0.1401(15) Uani 1 1 d . . . . .
F3 F 0.8030(2) 0.4880(2) 0.7132(3) 0.166(2) Uani 1 1 d . . . . .
O1 O 0.74162(15) 0.7961(2) 0.51904(17) 0.0818(7) Uani 1 1 d . . . . .
O2 O 0.64947(12) 0.61245(16) 0.56287(12) 0.0623(5) Uani 1 1 d . . . . .
H2 H 0.601501 0.595454 0.555633 0.093 Uiso 1 1 calc R U . . .
O3 O 0.5615(7) 0.597(2) 0.6493(8) 0.088(6) Uani 0.5 1 d D . P A 1
O3A O 0.5722(9) 0.574(2) 0.6478(9) 0.085(4) Uani 0.5 1 d . . P A 2
O4 O 0.6761(4) 0.5883(4) 0.75549(18) 0.1425(18) Uani 1 1 d . . . . .
N1 N 0.61630(16) 0.83466(19) 0.52769(16) 0.0661(6) Uani 1 1 d . . . . .
C1 C 0.5843(2) 0.8421(2) 0.5858(2) 0.0703(7) Uani 1 1 d . . . . .
C2 C 0.5051(3) 0.8693(4) 0.5809(3) 0.0993(13) Uani 1 1 d . . . . .
H2A H 0.463600 0.884035 0.535199 0.119 Uiso 1 1 calc R U . . .
C3 C 0.4905(4) 0.8736(5) 0.6474(5) 0.124(2) Uani 1 1 d . . . . .
H3 H 0.437969 0.891627 0.646155 0.149 Uiso 1 1 calc R U . . .
C4 C 0.5507(4) 0.8522(5) 0.7144(4) 0.1170(18) Uani 1 1 d . . . . .
H4 H 0.538596 0.856566 0.757784 0.140 Uiso 1 1 calc R U . . .
C5 C 0.6302(3) 0.8240(4) 0.7193(3) 0.0955(12) Uani 1 1 d . . . . .
H5 H 0.671223 0.809507 0.765343 0.115 Uiso 1 1 calc R U . . .
C6 C 0.6463(2) 0.8181(3) 0.6538(2) 0.0724(8) Uani 1 1 d . . . . .
C7 C 0.72496(19) 0.7929(2) 0.6409(2) 0.0673(7) Uani 1 1 d . . . . .
C8 C 0.69804(18) 0.8059(2) 0.5563(2) 0.0645(7) Uani 1 1 d . . . . .
C9 C 0.7944(3) 0.8700(3) 0.6775(3) 0.0936(12) Uani 1 1 d . . . . .
H9A H 0.772960 0.936676 0.664113 0.140 Uiso 1 1 calc R U . . .
H9B H 0.839490 0.858867 0.660285 0.140 Uiso 1 1 calc R U . . .
H9C H 0.814053 0.862657 0.730927 0.140 Uiso 1 1 calc R U . . .
C10 C 0.7605(2) 0.6876(3) 0.6644(2) 0.0763(8) Uani 1 1 d . . . . .
H10A H 0.785536 0.685565 0.718617 0.092 Uiso 1 1 calc R U . . .
H10B H 0.804481 0.676171 0.645000 0.092 Uiso 1 1 calc R U . . .
C11 C 0.6977(2) 0.6010(2) 0.6384(2) 0.0725(8) Uani 1 1 d . . . . .
C12 C 0.7454(3) 0.5024(3) 0.6448(4) 0.116(2) Uani 1 1 d . . . . .
C13 C 0.6466(3) 0.5904(3) 0.6887(2) 0.0895(11) Uani 1 1 d D . . . .
C14 C 0.5099(5) 0.5766(6) 0.6891(4) 0.145(3) Uani 1 1 d D . . . .
H14C H 0.517834 0.517750 0.720725 0.173 Uiso 0.5 1 calc R U P A 2
H14D H 0.520078 0.635642 0.720809 0.173 Uiso 0.5 1 calc R U P A 2
H14A H 0.517364 0.626608 0.727803 0.173 Uiso 0.5 1 calc R U P A 1
H14B H 0.522751 0.511082 0.712531 0.173 Uiso 0.5 1 calc R U P A 1
C15 C 0.4274(6) 0.5786(7) 0.6373(6) 0.180(5) Uani 1 1 d . . . . .
H15A H 0.418980 0.523870 0.602745 0.269 Uiso 1 1 calc R U . . .
H15B H 0.417451 0.640997 0.610354 0.269 Uiso 1 1 calc R U . . .
H15C H 0.389580 0.572389 0.663503 0.269 Uiso 1 1 calc R U . . .
C16 C 0.5701(2) 0.8470(2) 0.4497(2) 0.0686(7) Uani 1 1 d . . . . .
C17 C 0.5663(3) 0.7684(3) 0.4012(3) 0.0932(11) Uani 1 1 d . . . . .
H17 H 0.591335 0.707173 0.419542 0.112 Uiso 1 1 calc R U . . .
C18 C 0.5250(4) 0.7818(4) 0.3254(3) 0.1128(15) Uani 1 1 d . . . . .
H18 H 0.523510 0.730075 0.292335 0.135 Uiso 1 1 calc R U . . .
C19 C 0.4857(3) 0.8718(5) 0.2985(3) 0.1110(15) Uani 1 1 d . . . . .
H19 H 0.456495 0.879787 0.247485 0.133 Uiso 1 1 calc R U . . .
C20 C 0.4897(3) 0.9474(4) 0.3455(3) 0.1045(14) Uani 1 1 d . . . . .
H20 H 0.463701 1.008117 0.326909 0.125 Uiso 1 1 calc R U . . .
C21 C 0.5319(3) 0.9361(3) 0.4213(3) 0.0881(10) Uani 1 1 d . . . . .
H21 H 0.534491 0.989340 0.453472 0.106 Uiso 1 1 calc R U . . .
F4 F 0.5334(3) 0.3178(4) 0.63532(18) 0.1463(14) Uani 1 1 d . . . . .
F5 F 0.4563(3) 0.1875(3) 0.6069(2) 0.1494(15) Uani 1 1 d . . . . .
F6 F 0.5684(3) 0.1932(4) 0.5826(3) 0.180(2) Uani 1 1 d . . . . .
O5 O 0.4591(3) 0.1500(3) 0.4311(3) 0.1384(17) Uani 1 1 d . . . . .
O6 O 0.3389(2) 0.1915(2) 0.4400(2) 0.1049(11) Uani 1 1 d . . . . .
O7 O 0.39443(12) 0.35518(15) 0.51573(12) 0.0621(5) Uani 1 1 d . . . . .
H7 H 0.352799 0.322620 0.512078 0.093 Uiso 1 1 calc R U . . .
O8 O 0.4800(4) 0.5767(5) 0.4885(4) 0.055(2) Uani 0.5 1 d D . P B 1
O8A O 0.4819(8) 0.5653(11) 0.4922(6) 0.107(5) Uani 0.5 1 d D . P B 2
N2 N 0.35558(18) 0.5284(2) 0.4044(2) 0.0852(9) Uani 1 1 d D . . . .
C27 C 0.39148(17) 0.3904(2) 0.35379(13) 0.0871(12) Uani 1 1 d G . . . .
C22 C 0.32601(19) 0.4517(2) 0.35314(16) 0.0969(14) Uani 1 1 d G . . . .
C23 C 0.24660(19) 0.4350(3) 0.3012(2) 0.149(3) Uani 1 1 d G . . . .
H23 H 0.202797 0.476027 0.300719 0.179 Uiso 1 1 calc R U . . .
C24 C 0.2327(2) 0.3571(3) 0.2498(2) 0.188(6) Uani 1 1 d G . . . .
H24 H 0.179542 0.345952 0.215023 0.225 Uiso 1 1 calc R U . . .
C25 C 0.2981(3) 0.2958(3) 0.25045(17) 0.170(4) Uani 1 1 d G . . . .
H25 H 0.288817 0.243671 0.216099 0.205 Uiso 1 1 calc R U . . .
C26 C 0.3775(3) 0.3125(3) 0.30244(17) 0.122(2) Uani 1 1 d G . . . .
H26 H 0.421348 0.271465 0.302872 0.146 Uiso 1 1 calc R U . . .
C28 C 0.4698(2) 0.4258(3) 0.41384(18) 0.0690(7) Uani 1 1 d . . . . .
C29 C 0.44033(18) 0.5201(2) 0.44486(16) 0.0634(6) Uani 1 1 d D . . . .
C30 C 0.5362(4) 0.4614(4) 0.3830(3) 0.1102(17) Uani 1 1 d . . . . .
H30A H 0.511468 0.507003 0.342182 0.165 Uiso 1 1 calc R U . . .
H30B H 0.558446 0.404556 0.365750 0.165 Uiso 1 1 calc R U . . .
H30C H 0.580191 0.494964 0.421934 0.165 Uiso 1 1 calc R U . . .
C31 C 0.5122(2) 0.3529(3) 0.4784(2) 0.0717(8) Uani 1 1 d . . . . .
H31A H 0.549660 0.391054 0.520041 0.086 Uiso 1 1 calc R U . . .
H31B H 0.545654 0.306324 0.462355 0.086 Uiso 1 1 calc R U . . .
C32 C 0.45385(19) 0.2920(2) 0.50653(19) 0.0652(7) Uani 1 1 d . . . . .
C33 C 0.5040(3) 0.2484(5) 0.5839(3) 0.1134(17) Uani 1 1 d . . . . .
C34 C 0.4176(3) 0.2033(3) 0.4542(3) 0.0857(11) Uani 1 1 d . . . . .
C35 C 0.2800(13) 0.1210(14) 0.3827(8) 0.115(5) Uani 0.554(15) 1 d . . P C 1
H35A H 0.267189 0.153121 0.334363 0.137 Uiso 0.554(15) 1 calc R U P C 1
H35B H 0.312034 0.061385 0.381961 0.137 Uiso 0.554(15) 1 calc R U P C 1
C36 C 0.2234(9) 0.0957(15) 0.3845(11) 0.143(7) Uani 0.554(15) 1 d . . P C 1
H36A H 0.231709 0.071073 0.433735 0.214 Uiso 0.554(15) 1 calc R U P C 1
H36B H 0.202222 0.042579 0.348730 0.214 Uiso 0.554(15) 1 calc R U P C 1
H36C H 0.184305 0.150120 0.372582 0.214 Uiso 0.554(15) 1 calc R U P C 1
C39 C 0.2851(4) 0.7808(4) 0.4153(6) 0.117(4) Uani 0.554(15) 1 d G . P C 1
H39 H 0.300148 0.847202 0.412004 0.140 Uiso 0.554(15) 1 calc R U P C 1
C40 C 0.2165(4) 0.7590(6) 0.4343(7) 0.147(6) Uani 0.554(15) 1 d G . P C 1
H40 H 0.185620 0.810920 0.443846 0.176 Uiso 0.554(15) 1 calc R U P C 1
C41 C 0.1941(4) 0.6598(7) 0.4392(7) 0.134(5) Uani 0.554(15) 1 d G . P C 1
H41 H 0.148189 0.645236 0.451980 0.161 Uiso 0.554(15) 1 calc R U P C 1
C42 C 0.2403(5) 0.5823(5) 0.4250(6) 0.104(3) Uani 0.554(15) 1 d G . P C 1
H42 H 0.225284 0.515834 0.428272 0.125 Uiso 0.554(15) 1 calc R U P C 1
C37 C 0.3089(5) 0.6040(4) 0.4059(5) 0.106(5) Uani 0.554(15) 1 d DG . P C 1
C38 C 0.3313(4) 0.7033(5) 0.4011(5) 0.089(3) Uani 0.554(15) 1 d G . P C 1
H38 H 0.377245 0.717797 0.388296 0.107 Uiso 0.554(15) 1 calc R U P C 1
C43 C 0.2745(12) 0.7606(10) 0.474(2) 0.184(13) Uani 0.446(15) 1 d . . P C 2
H43 H 0.279342 0.829836 0.470879 0.220 Uiso 0.446(15) 1 calc R U P C 2
C44 C 0.3179(10) 0.6994(9) 0.4443(15) 0.143(9) Uani 0.446(15) 1 d . . P C 2
H44 H 0.358865 0.729254 0.430480 0.172 Uiso 0.446(15) 1 calc R U P C 2
C45 C 0.3065(4) 0.5990(5) 0.4327(9) 0.094(4) Uani 0.446(15) 1 d D . P C 2
C46 C 0.2473(7) 0.5608(11) 0.4703(14) 0.118(6) Uani 0.446(15) 1 d . . P C 2
H46 H 0.236019 0.492378 0.468484 0.141 Uiso 0.446(15) 1 calc R U P C 2
C47 C 0.2085(10) 0.6250(19) 0.5081(19) 0.170(11) Uani 0.446(15) 1 d . . P C 2
H47 H 0.173314 0.598709 0.530545 0.204 Uiso 0.446(15) 1 calc R U P C 2
C48 C 0.2239(9) 0.7233(16) 0.5102(19) 0.179(13) Uani 0.446(15) 1 d . . P C 2
H48 H 0.200688 0.766407 0.535479 0.215 Uiso 0.446(15) 1 calc R U P C 2
C49 C 0.3178(10) 0.0926(12) 0.4051(14) 0.109(6) Uani 0.446(15) 1 d . . P C 2
H49A H 0.292627 0.101042 0.351319 0.131 Uiso 0.446(15) 1 calc R U P C 2
H49B H 0.368465 0.054132 0.415577 0.131 Uiso 0.446(15) 1 calc R U P C 2
C50 C 0.269(2) 0.0442(19) 0.4270(14) 0.177(12) Uani 0.446(15) 1 d . . P C 2
H50A H 0.243808 -0.008174 0.391833 0.266 Uiso 0.446(15) 1 calc R U P C 2
H50B H 0.227218 0.088292 0.431203 0.266 Uiso 0.446(15) 1 calc R U P C 2
H50C H 0.299669 0.015168 0.475046 0.266 Uiso 0.446(15) 1 calc R U P C 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 0.0000 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'
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
C11 O2 H2 109.5 . . ?
C13 O3 C14 116.6(11) . . ?
C13 O3A C14 114.7(13) . . ?
C1 N1 C16 126.0(3) . . ?
C8 N1 C1 110.0(3) . . ?
C8 N1 C16 123.8(3) . . ?
C2 C1 N1 128.5(4) . . ?
C2 C1 C6 122.1(4) . . ?
C6 C1 N1 109.5(3) . . ?
C1 C2 H2A 121.6 . . ?
C1 C2 C3 116.8(5) . . ?
C3 C2 H2A 121.6 . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 122.0(5) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.3(5) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 121.0 . . ?
C6 C5 C4 118.0(5) . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C7 109.5(3) . . ?
C5 C6 C1 119.8(4) . . ?
C5 C6 C7 130.7(4) . . ?
C6 C7 C8 101.7(3) . . ?
C6 C7 C9 112.1(3) . . ?
C6 C7 C10 116.5(3) . . ?
C8 C7 C9 107.2(3) . . ?
C8 C7 C10 110.6(3) . . ?
C10 C7 C9 108.3(3) . . ?
O1 C8 N1 124.0(3) . . ?
O1 C8 C7 126.6(3) . . ?
N1 C8 C7 109.4(3) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 108.4 . . ?
C7 C10 H10B 108.4 . . ?
C7 C10 C11 115.5(3) . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
O2 C11 C10 110.0(3) . . ?
O2 C11 C12 106.2(4) . . ?
O2 C11 C13 113.6(3) . . ?
C12 C11 C10 108.7(3) . . ?
C13 C11 C10 111.4(3) . . ?
C13 C11 C12 106.6(4) . . ?
F1 C12 F2 107.5(6) . . ?
F1 C12 F3 105.4(5) . . ?
F1 C12 C11 112.2(4) . . ?
F2 C12 F3 106.5(5) . . ?
F2 C12 C11 111.9(4) . . ?
F3 C12 C11 112.9(5) . . ?
O3 C13 C11 112.8(6) . . ?
O3A C13 C11 108.3(7) . . ?
O4 C13 O3 122.7(7) . . ?
O4 C13 O3A 127.4(7) . . ?
O4 C13 C11 123.9(5) . . ?
O3 C14 H14A 110.3 . . ?
O3 C14 H14B 110.3 . . ?
O3 C14 C15 107.0(8) . . ?
O3A C14 H14C 109.5 . . ?
O3A C14 H14D 109.5 . . ?
H14C C14 H14D 108.1 . . ?
H14A C14 H14B 108.6 . . ?
C15 C14 O3A 110.6(8) . . ?
C15 C14 H14C 109.5 . . ?
C15 C14 H14D 109.5 . . ?
C15 C14 H14A 110.3 . . ?
C15 C14 H14B 110.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N1 119.3(3) . . ?
C21 C16 N1 121.4(3) . . ?
C21 C16 C17 119.2(4) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.4(4) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(5) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(5) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(5) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C20 120.6(4) . . ?
C16 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C34 O6 C35 127.1(8) . . ?
C34 O6 C49 106.0(6) . . ?
C32 O7 H7 109.5 . . ?
C22 N2 C29 112.4(3) . . ?
C22 N2 C45 127.8(4) . . ?
C29 N2 C45 117.9(4) . . ?
C37 N2 C22 121.2(4) . . ?
C37 N2 C29 125.9(5) . . ?
C22 C27 C26 120.0 . . ?
C22 C27 C28 109.1(2) . . ?
C26 C27 C28 130.9(2) . . ?
N2 C22 C27 109.8(2) . . ?
N2 C22 C23 130.0(2) . . ?
C27 C22 C23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C27 C26 H26 120.0 . . ?
C25 C26 C27 120.0 . . ?
C25 C26 H26 120.0 . . ?
C27 C28 C29 102.6(3) . . ?
C27 C28 C30 113.0(3) . . ?
C27 C28 C31 117.1(3) . . ?
C30 C28 C29 106.8(3) . . ?
C31 C28 C29 109.3(2) . . ?
C31 C28 C30 107.5(4) . . ?
O8 C29 N2 125.7(5) . . ?
O8 C29 C28 128.1(5) . . ?
O8A C29 N2 130.6(9) . . ?
O8A C29 C28 123.3(9) . . ?
N2 C29 C28 106.0(3) . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 108.3 . . ?
C28 C31 H31B 108.3 . . ?
C28 C31 C32 115.9(3) . . ?
H31A C31 H31B 107.4 . . ?
C32 C31 H31A 108.3 . . ?
C32 C31 H31B 108.3 . . ?
O7 C32 C31 109.4(2) . . ?
O7 C32 C33 106.9(3) . . ?
O7 C32 C34 114.0(3) . . ?
C31 C32 C33 109.1(3) . . ?
C34 C32 C31 110.0(3) . . ?
C34 C32 C33 107.2(4) . . ?
F4 C33 F5 107.2(5) . . ?
F4 C33 F6 107.6(5) . . ?
F4 C33 C32 113.0(4) . . ?
F5 C33 F6 106.6(5) . . ?
F5 C33 C32 110.3(4) . . ?
F6 C33 C32 111.8(5) . . ?
O5 C34 O6 124.8(4) . . ?
O5 C34 C32 122.8(4) . . ?
O6 C34 C32 112.4(3) . . ?
O6 C35 H35A 106.3 . . ?
O6 C35 H35B 106.3 . . ?
H35A C35 H35B 106.4 . . ?
C36 C35 O6 124.3(13) . . ?
C36 C35 H35A 106.3 . . ?
C36 C35 H35B 106.3 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C40 C39 H39 120.0 . . ?
C40 C39 C38 120.0 . . ?
C38 C39 H39 120.0 . . ?
C39 C40 H40 120.0 . . ?
C41 C40 C39 120.0 . . ?
C41 C40 H40 120.0 . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.0 . . ?
C42 C41 H41 120.0 . . ?
C41 C42 H42 120.0 . . ?
C41 C42 C37 120.0 . . ?
C37 C42 H42 120.0 . . ?
N2 C37 C42 116.1(5) . . ?
N2 C37 C38 123.1(5) . . ?
C38 C37 C42 120.0 . . ?
C39 C38 H38 120.0 . . ?
C37 C38 C39 120.0 . . ?
C37 C38 H38 120.0 . . ?
C44 C43 H43 118.9 . . ?
C44 C43 C48 122.3(14) . . ?
C48 C43 H43 118.9 . . ?
C43 C44 H44 117.0 . . ?
C45 C44 C43 126.1(18) . . ?
C45 C44 H44 117.0 . . ?
N2 C45 C46 121.5(7) . . ?
C44 C45 N2 127.8(13) . . ?
C44 C45 C46 109.3(14) . . ?
C45 C46 H46 118.3 . . ?
C47 C46 C45 123.5(15) . . ?
C47 C46 H46 118.3 . . ?
C46 C47 H47 120.8 . . ?
C48 C47 C46 118(2) . . ?
C48 C47 H47 120.8 . . ?
C43 C48 H48 120.2 . . ?
C47 C48 C43 119.5(17) . . ?
C47 C48 H48 120.2 . . ?
O6 C49 H49A 108.9 . . ?
O6 C49 H49B 108.9 . . ?
H49A C49 H49B 107.7 . . ?
C50 C49 O6 113.6(18) . . ?
C50 C49 H49A 108.9 . . ?
C50 C49 H49B 108.9 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
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
F1 C12 1.318(9) . ?
F2 C12 1.330(5) . ?
F3 C12 1.341(6) . ?
O1 C8 1.217(4) . ?
O2 H2 0.8200 . ?
O2 C11 1.393(4) . ?
O3 C13 1.391(11) . ?
O3 C14 1.394(11) . ?
O3A C13 1.257(17) . ?
O3A C14 1.550(15) . ?
O4 C13 1.195(5) . ?
N1 C1 1.415(4) . ?
N1 C8 1.370(4) . ?
N1 C16 1.427(5) . ?
C1 C2 1.383(5) . ?
C1 C6 1.391(6) . ?
C2 H2A 0.9300 . ?
C2 C3 1.387(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.357(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.392(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(6) . ?
C6 C7 1.502(5) . ?
C7 C8 1.526(5) . ?
C7 C9 1.542(5) . ?
C7 C10 1.532(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.536(4) . ?
C11 C12 1.531(6) . ?
C11 C13 1.531(6) . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.411(14) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.386(6) . ?
C16 C21 1.371(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.378(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.382(9) . ?
C19 H19 0.9300 . ?
C19 C20 1.337(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(7) . ?
C21 H21 0.9300 . ?
F4 C33 1.311(8) . ?
F5 C33 1.339(7) . ?
F6 C33 1.341(8) . ?
O5 C34 1.200(5) . ?
O6 C34 1.294(6) . ?
O6 C35 1.521(12) . ?
O6 C49 1.463(15) . ?
O7 H7 0.8200 . ?
O7 C32 1.386(4) . ?
O8 C29 1.150(5) . ?
O8A C29 1.109(6) . ?
N2 C22 1.381(4) . ?
N2 C29 1.390(4) . ?
N2 C37 1.296(6) . ?
N2 C45 1.492(9) . ?
C27 C22 1.3900 . ?
C27 C26 1.3900 . ?
C27 C28 1.500(4) . ?
C22 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C24 1.3900 . ?
C24 H24 0.9300 . ?
C24 C25 1.3900 . ?
C25 H25 0.9300 . ?
C25 C26 1.3900 . ?
C26 H26 0.9300 . ?
C28 C29 1.552(5) . ?
C28 C30 1.542(4) . ?
C28 C31 1.533(5) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.535(4) . ?
C32 C33 1.535(6) . ?
C32 C34 1.529(5) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.046(18) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C39 H39 0.9300 . ?
C39 C40 1.3900 . ?
C39 C38 1.3900 . ?
C40 H40 0.9300 . ?
C40 C41 1.3900 . ?
C41 H41 0.9300 . ?
C41 C42 1.3900 . ?
C42 H42 0.9300 . ?
C42 C37 1.3900 . ?
C37 C38 1.3900 . ?
C38 H38 0.9300 . ?
C43 H43 0.9300 . ?
C43 C44 1.37(3) . ?
C43 C48 1.38(4) . ?
C44 H44 0.9300 . ?
C44 C45 1.357(14) . ?
C45 C46 1.53(2) . ?
C46 H46 0.9300 . ?
C46 C47 1.43(2) . ?
C47 H47 0.9300 . ?
C47 C48 1.33(3) . ?
C48 H48 0.9300 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 C50 1.24(3) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
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
O2 C11 C12 F1 52.8(4) . . . . ?
O2 C11 C12 F2 -68.1(7) . . . . ?
O2 C11 C12 F3 171.7(5) . . . . ?
O2 C11 C13 O3 -1.9(14) . . . . ?
O2 C11 C13 O3A 13.2(14) . . . . ?
O2 C11 C13 O4 -173.5(5) . . . . ?
N1 C1 C2 C3 -178.1(5) . . . . ?
N1 C1 C6 C5 177.6(3) . . . . ?
N1 C1 C6 C7 0.0(4) . . . . ?
N1 C16 C17 C18 -177.0(4) . . . . ?
N1 C16 C21 C20 178.1(4) . . . . ?
C1 N1 C8 O1 -178.0(3) . . . . ?
C1 N1 C8 C7 -0.3(3) . . . . ?
C1 N1 C16 C17 -120.3(4) . . . . ?
C1 N1 C16 C21 62.0(5) . . . . ?
C1 C2 C3 C4 0.0(9) . . . . ?
C1 C6 C7 C8 -0.1(3) . . . . ?
C1 C6 C7 C9 114.0(4) . . . . ?
C1 C6 C7 C10 -120.5(3) . . . . ?
C2 C1 C6 C5 -1.9(6) . . . . ?
C2 C1 C6 C7 -179.5(4) . . . . ?
C2 C3 C4 C5 -0.6(10) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C4 C5 C6 C1 1.3(6) . . . . ?
C4 C5 C6 C7 178.3(4) . . . . ?
C5 C6 C7 C8 -177.4(4) . . . . ?
C5 C6 C7 C9 -63.2(5) . . . . ?
C5 C6 C7 C10 62.3(5) . . . . ?
C6 C1 C2 C3 1.3(7) . . . . ?
C6 C7 C8 O1 177.9(3) . . . . ?
C6 C7 C8 N1 0.2(3) . . . . ?
C6 C7 C10 C11 47.7(5) . . . . ?
C7 C10 C11 O2 47.0(5) . . . . ?
C7 C10 C11 C12 162.9(4) . . . . ?
C7 C10 C11 C13 -79.9(4) . . . . ?
C8 N1 C1 C2 179.6(4) . . . . ?
C8 N1 C1 C6 0.2(4) . . . . ?
C8 N1 C16 C17 54.4(5) . . . . ?
C8 N1 C16 C21 -123.2(4) . . . . ?
C8 C7 C10 C11 -67.8(4) . . . . ?
C9 C7 C8 O1 60.2(4) . . . . ?
C9 C7 C8 N1 -117.5(3) . . . . ?
C9 C7 C10 C11 175.0(4) . . . . ?
C10 C7 C8 O1 -57.7(4) . . . . ?
C10 C7 C8 N1 124.6(3) . . . . ?
C10 C11 C12 F1 -65.6(5) . . . . ?
C10 C11 C12 F2 173.5(5) . . . . ?
C10 C11 C12 F3 53.4(7) . . . . ?
C10 C11 C13 O3 123.0(14) . . . . ?
C10 C11 C13 O3A 138.1(14) . . . . ?
C10 C11 C13 O4 -48.7(6) . . . . ?
C12 C11 C13 O3 -118.5(14) . . . . ?
C12 C11 C13 O3A -103.4(14) . . . . ?
C12 C11 C13 O4 69.8(6) . . . . ?
C13 O3 C14 C15 -174.5(17) . . . . ?
C13 O3A C14 C15 167.8(16) . . . . ?
C13 C11 C12 F1 174.2(4) . . . . ?
C13 C11 C12 F2 53.3(6) . . . . ?
C13 C11 C12 F3 -66.8(6) . . . . ?
C14 O3 C13 O4 -16(3) . . . . ?
C14 O3 C13 C11 172.5(15) . . . . ?
C14 O3A C13 O4 15(3) . . . . ?
C14 O3A C13 C11 -171.7(13) . . . . ?
C16 N1 C1 C2 -5.0(6) . . . . ?
C16 N1 C1 C6 175.6(3) . . . . ?
C16 N1 C8 O1 6.5(5) . . . . ?
C16 N1 C8 C7 -175.8(3) . . . . ?
C16 C17 C18 C19 -1.9(9) . . . . ?
C17 C16 C21 C20 0.4(7) . . . . ?
C17 C18 C19 C20 2.0(9) . . . . ?
C18 C19 C20 C21 -0.8(9) . . . . ?
C19 C20 C21 C16 -0.4(8) . . . . ?
C21 C16 C17 C18 0.7(7) . . . . ?
O7 C32 C33 F4 -52.7(5) . . . . ?
O7 C32 C33 F5 67.3(6) . . . . ?
O7 C32 C33 F6 -174.2(5) . . . . ?
O7 C32 C34 O5 168.5(5) . . . . ?
O7 C32 C34 O6 -13.3(5) . . . . ?
N2 C22 C23 C24 173.8(3) . . . . ?
N2 C37 C38 C39 -169.5(8) . . . . ?
N2 C45 C46 C47 170.5(17) . . . . ?
C27 C22 C23 C24 0.0 . . . . ?
C27 C28 C29 O8 -174.1(6) . . . . ?
C27 C28 C29 O8A 177.9(10) . . . . ?
C27 C28 C29 N2 0.8(3) . . . . ?
C27 C28 C31 C32 -39.5(4) . . . . ?
C22 N2 C29 O8 176.6(6) . . . . ?
C22 N2 C29 O8A -175.2(11) . . . . ?
C22 N2 C29 C28 1.5(4) . . . . ?
C22 N2 C37 C42 64.9(6) . . . . ?
C22 N2 C37 C38 -125.2(5) . . . . ?
C22 N2 C45 C44 -138.0(14) . . . . ?
C22 N2 C45 C46 56.7(15) . . . . ?
C22 C27 C26 C25 0.0 . . . . ?
C22 C27 C28 C29 -2.9(3) . . . . ?
C22 C27 C28 C30 -117.5(4) . . . . ?
C22 C27 C28 C31 116.8(3) . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C26 C27 C22 N2 -175.0(3) . . . . ?
C26 C27 C22 C23 0.0 . . . . ?
C26 C27 C28 C29 175.9(2) . . . . ?
C26 C27 C28 C30 61.2(4) . . . . ?
C26 C27 C28 C31 -64.5(3) . . . . ?
C28 C27 C22 N2 3.9(3) . . . . ?
C28 C27 C22 C23 178.9(2) . . . . ?
C28 C27 C26 C25 -178.6(3) . . . . ?
C28 C31 C32 O7 -46.4(4) . . . . ?
C28 C31 C32 C33 -163.0(4) . . . . ?
C28 C31 C32 C34 79.6(4) . . . . ?
C29 N2 C22 C27 -3.5(4) . . . . ?
C29 N2 C22 C23 -177.8(2) . . . . ?
C29 N2 C37 C42 -123.6(5) . . . . ?
C29 N2 C37 C38 46.2(9) . . . . ?
C29 N2 C45 C44 59.0(18) . . . . ?
C29 N2 C45 C46 -106.3(11) . . . . ?
C29 C28 C31 C32 76.5(3) . . . . ?
C30 C28 C29 O8 -55.0(7) . . . . ?
C30 C28 C29 O8A -63.0(11) . . . . ?
C30 C28 C29 N2 120.0(4) . . . . ?
C30 C28 C31 C32 -167.9(3) . . . . ?
C31 C28 C29 O8 61.0(7) . . . . ?
C31 C28 C29 O8A 53.0(10) . . . . ?
C31 C28 C29 N2 -124.1(3) . . . . ?
C31 C32 C33 F4 65.6(5) . . . . ?
C31 C32 C33 F5 -174.4(5) . . . . ?
C31 C32 C33 F6 -56.0(6) . . . . ?
C31 C32 C34 O5 45.2(6) . . . . ?
C31 C32 C34 O6 -136.6(4) . . . . ?
C33 C32 C34 O5 -73.3(6) . . . . ?
C33 C32 C34 O6 104.8(4) . . . . ?
C34 O6 C35 C36 159(2) . . . . ?
C34 O6 C49 C50 139(2) . . . . ?
C34 C32 C33 F4 -175.3(4) . . . . ?
C34 C32 C33 F5 -55.3(6) . . . . ?
C34 C32 C33 F6 63.1(6) . . . . ?
C35 O6 C34 O5 -10.8(12) . . . . ?
C35 O6 C34 C32 171.1(9) . . . . ?
C39 C40 C41 C42 0.0 . . . . ?
C40 C39 C38 C37 0.0 . . . . ?
C40 C41 C42 C37 0.0 . . . . ?
C41 C42 C37 N2 170.2(8) . . . . ?
C41 C42 C37 C38 0.0 . . . . ?
C42 C37 C38 C39 0.0 . . . . ?
C37 N2 C22 C27 169.1(5) . . . . ?
C37 N2 C22 C23 -5.2(6) . . . . ?
C37 N2 C29 O8 4.5(9) . . . . ?
C37 N2 C29 C28 -170.6(5) . . . . ?
C38 C39 C40 C41 0.0 . . . . ?
C43 C44 C45 N2 -175.9(19) . . . . ?
C43 C44 C45 C46 -9(3) . . . . ?
C44 C43 C48 C47 -8(4) . . . . ?
C44 C45 C46 C47 3(2) . . . . ?
C45 N2 C22 C27 -167.3(8) . . . . ?
C45 N2 C22 C23 18.4(9) . . . . ?
C45 N2 C29 O8A -9.7(13) . . . . ?
C45 N2 C29 C28 167.1(7) . . . . ?
C45 C46 C47 C48 1(3) . . . . ?
C46 C47 C48 C43 2(4) . . . . ?
C48 C43 C44 C45 13(4) . . . . ?
C49 O6 C34 O5 11.2(12) . . . . ?
C49 O6 C34 C32 -166.9(11) . . . . ?
