#------------------------------------------------------------------------------
#$Date: 2024-05-05 07:01:57 +0300 (Sun, 05 May 2024) $
#$Revision: 291689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/98/7159858.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_7159858
loop_
_publ_author_name
'Chen, Yuzhen'
'Chen, Jiajia'
'Zhong, Lin'
'Zhang, Yili'
'Zhan, Ruoting'
'Huang, Huicai'
'Xue, Yongbo'
_publ_section_title
;
 Enantioselective synthesis of spirooxindole-pyran derivatives via
 a remote inverse-electron-demand Diels-Alder reaction of
 β,γ-unsaturated amides.
;
_journal_issue                   16
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3198
_journal_page_last               3203
_journal_paper_doi               10.1039/d4ob00303a
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C55 H39 Br N4 O3, C3 H7'
_chemical_formula_sum            'C58 H46 Br N4 O3'
_chemical_formula_weight         926.90
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-01-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-01 deposited with the CCDC.	2024-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                103.7952(18)
_cell_angle_beta                 102.2696(18)
_cell_angle_gamma                93.4841(16)
_cell_formula_units_Z            2
_cell_length_a                   11.2020(2)
_cell_length_b                   11.3554(2)
_cell_length_c                   18.8713(4)
_cell_measurement_reflns_used    16860
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.9800
_cell_measurement_theta_min      4.0630
_cell_volume                     2262.23(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  22.00   0.50    0.15    --  -46.00  82.00 131.00  172
  2  ω    -25.00  27.00   0.50    0.15    --  -46.00  19.00  30.00  104
  3  ω    -40.00  26.00   0.50    0.15    --  -46.00  37.00  60.00  132
  4  ω    -56.00 -30.00   0.50    0.61    -- -102.00  82.00 131.00   52
  5  ω    -67.00 -29.00   0.50    0.61    -- -102.00  77.00  60.00   76
  6  ω    -97.00 -72.00   0.50    0.61    -- -102.00  77.00  60.00   50
  7  ω   -108.00 -58.00   0.50    0.61    -- -102.00 109.00  77.81  100
  8  ω   -108.00 -43.00   0.50    0.61    -- -102.00 110.00 -92.50  130
  9  ω    -76.00 -45.00   0.50    0.61    -- -102.00 125.00-120.00   62
 10  ω    -65.00 -33.00   0.50    0.61    -- -102.00  61.00-150.00   64
 11  ω   -108.00 -80.00   0.50    0.61    -- -102.00 125.00-120.00   56
 12  ω   -174.00-138.00   0.50    0.61    -- -102.00 -15.00-150.00   72
 13  ω   -134.00-105.00   0.50    0.61    -- -102.00 -15.00-150.00   58
 14  ω   -123.00 -87.00   0.50    0.61    -- -102.00 -61.00 -30.00   72
 15  ω   -155.00 -81.00   0.50    0.61    -- -102.00 -82.00  10.00  148
 16  ω   -118.00 -81.00   0.50    0.15    --  -46.00-125.00 120.00   74
 17  ω   -106.00 -74.00   0.50    0.15    --  -46.00-125.00 150.00   64
 18  ω   -136.00 -91.00   0.50    0.61    -- -102.00 -94.00 120.00   90
 19  ω   -173.00-146.00   0.50    0.61    -- -102.00 -94.00 120.00   54
 20  ω   -158.00-133.00   0.50    0.61    -- -102.00 -61.00 -30.00   50
 21  ω   -113.00 -87.00   0.50    0.15    --  -46.00-125.00-150.00   52
 22  ω     -1.00  70.00   0.50    0.15    --   46.00 -82.00  10.00  142
 23  ω     70.00  96.00   0.50    0.61    --  106.06 -82.00  10.00   52
 24  ω     82.00 108.00   0.50    0.61    --  106.06-125.00  60.00   52
 25  ω     59.00  96.00   0.50    0.61    --  106.06-125.00 120.00   74
 26  ω     34.00 112.00   0.50    0.61    --  106.06-125.00  90.00  156
 27  ω     33.00  68.00   0.50    0.61    --  106.06-125.00  60.00   70
 28  ω     37.00 112.00   0.50    0.61    --  106.06-125.00   0.00  150
 29  ω     85.00 112.00   0.50    0.61    --  106.06-125.00 -90.00   54
 30  ω     74.00 103.00   0.50    0.61    --  106.06 -94.00-180.00   58
 31  ω     40.00 116.00   0.50    0.61    --  106.06-134.00-144.23  152
 32  ω     38.00  71.00   0.50    0.61    --  106.06-125.00 -90.00   66
 33  ω     35.00  72.00   0.50    0.61    --  106.06 -61.00-150.00   74
 34  ω    105.00 176.00   0.50    0.61    --  106.06  30.00 -90.00  142
 35  ω    132.00 158.00   0.50    0.61    --  106.06 125.00 -30.00   52
 36  ω     92.00 178.00   0.50    0.61    --  106.06  45.00  90.00  172
 37  ω    149.00 175.00   0.50    0.61    --  106.06  82.00 131.00   52
 38  ω     84.00 145.00   0.50    0.61    --  106.06  82.00 131.00  122
 39  ω     84.00 121.00   0.50    0.61    --  106.06 125.00 -30.00   74
 40  ω     93.00 176.00   0.50    0.61    --  106.06  45.00-150.00  166
 41  ω     33.00  72.00   0.50    0.61    --  106.06 -94.00 150.00   78
 42  ω     38.00 112.00   0.50    0.61    --  106.06-125.00 150.00  148
 43  ω     -8.00  17.00   0.50    0.15    --   46.00 -19.00  90.00   50
 44  ω    -25.00  29.00   0.50    0.15    --   46.00 -19.00-150.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1087797000
_diffrn_orient_matrix_UB_12      -0.1019649000
_diffrn_orient_matrix_UB_13      -0.0243786000
_diffrn_orient_matrix_UB_21      0.0441536000
_diffrn_orient_matrix_UB_22      -0.0560925000
_diffrn_orient_matrix_UB_23      -0.0713028000
_diffrn_orient_matrix_UB_31      0.0793878000
_diffrn_orient_matrix_UB_32      -0.0790266000
_diffrn_orient_matrix_UB_33      0.0423992000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30212
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.073
_diffrn_reflns_theta_min         2.480
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.649
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.361
_exptl_crystal_description       block
_exptl_crystal_F_000             962
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.963
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     596
_refine_ls_number_reflns         9179
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0733
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1291P)²+3.9844P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2054
_refine_ls_wR_factor_ref         0.2130
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8080
_reflns_number_total             9179
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00303a2.cif
_cod_data_source_block           yz0644-1
_cod_depositor_comments          'Adding full bibliography for 7159858.cif.'
_cod_original_cell_volume        2262.21(8)
_cod_database_code               7159858
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C N O Br'
_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   0.952
_shelx_estimated_absorpt_t_min   0.922
_diffrn_oxdiff_digest_frames
;
01fce61d438b5a26161774741f64d7c55603996c70c
;
_diffrn_oxdiff_digest_hkl
;
015908d84f5a015dba7fb6d45251841b7dce4a
;
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C21) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C58) \\sim Ueq, Uanis(C58)
\\sim Ueq: with sigma of 0.004 and sigma for terminal atoms of 0.008
3.a Ternary CH refined with riding coordinates:
 C23(H23), C22(H22), C9(H9)
3.b Secondary CH2 refined with riding coordinates:
 C38(H38A,H38B), C56(H56A,H56B), C57(H57A,H57B)
3.c Aromatic/amide H refined with riding coordinates:
 C55(H55), C27(H27), C28(H28), C48(H48), C37(H37), C33(H33), C54(H54),
 C42(H42), C52(H52), C51(H51), C15(H15), C53(H53), C30(H30), C5(H5), C14(H14),
 C45(H45), C43(H43), C46(H46), C36(H36), C34(H34), C44(H44), C31(H31), C11(H11),
  C35(H35), C13(H13), C4(H4), C12(H12), C2(H2), C3(H3), C21(H21), C17(H17),
 C20(H20), C18(H18), C19(H19)
3.d Idealised Me refined as rotating group:
 C58(H58A,H58B,H58C)
;
_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 1.641
_oxdiff_exptl_absorpt_empirical_full_min 0.642
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.13830(3) 0.35201(4) 0.59007(2) 0.03405(16) Uani 1 1 d . . . . .
O1 O 0.5469(2) 0.3427(2) 0.41547(12) 0.0217(4) Uani 1 1 d . . . . .
O2 O 0.4471(2) 0.3215(2) 0.55376(13) 0.0258(5) Uani 1 1 d . . . . .
O3 O 0.3880(2) 0.1770(2) 0.20241(14) 0.0279(5) Uani 1 1 d . . . . .
N4 N 0.3026(3) 0.1754(2) 0.46983(15) 0.0222(5) Uani 1 1 d . . . . .
N3 N 0.2069(3) 0.1558(3) 0.40724(16) 0.0250(6) Uani 1 1 d . . . . .
N1 N 0.4071(3) 0.3203(3) 0.13625(16) 0.0331(7) Uani 1 1 d . . . . .
C38 C 0.3525(3) 0.3706(3) 0.43967(17) 0.0204(6) Uani 1 1 d . . . . .
H38A H 0.380891 0.454805 0.467095 0.024 Uiso 1 1 calc R . . . .
H38B H 0.264919 0.364976 0.418232 0.024 Uiso 1 1 calc R . . . .
C25 C 0.6352(3) 0.3403(3) 0.37640(18) 0.0218(6) Uani 1 1 d . . . . .
C24 C 0.6090(3) 0.3526(3) 0.30525(17) 0.0209(6) Uani 1 1 d . . . . .
C39 C 0.3739(3) 0.2902(3) 0.49344(17) 0.0210(6) Uani 1 1 d . . . . .
C26 C 0.7562(3) 0.3327(3) 0.42459(18) 0.0223(6) Uani 1 1 d . . . . .
C8 C 0.4206(3) 0.2797(3) 0.19976(17) 0.0223(6) Uani 1 1 d . . . . .
C29 C 0.9822(3) 0.3410(3) 0.5227(2) 0.0284(7) Uani 1 1 d . . . . .
C23 C 0.4076(3) 0.4227(3) 0.32657(17) 0.0204(6) Uani 1 1 d . . . . .
H23 H 0.445183 0.502946 0.358957 0.025 Uiso 1 1 calc R . . . .
C47 C 0.2968(3) 0.0837(3) 0.50713(18) 0.0245(6) Uani 1 1 d . . . . .
C22 C 0.4190(3) 0.3345(3) 0.37652(17) 0.0201(6) Uani 1 1 d . . . . .
H22 H 0.388794 0.250796 0.346569 0.024 Uiso 1 1 calc R . . . .
C7 C 0.4862(3) 0.3866(3) 0.26795(17) 0.0205(6) Uani 1 1 d . . . . .
C32 C 0.2759(3) 0.4377(3) 0.29122(17) 0.0237(6) Uani 1 1 d . . . . .
C50 C 0.3852(3) 0.0682(3) 0.57337(18) 0.0258(7) Uani 1 1 d . . . . .
N2 N 0.7540(3) 0.3189(4) 0.21466(19) 0.0484(10) Uani 1 1 d . . . . .
C55 C 0.5125(3) 0.0967(3) 0.5858(2) 0.0285(7) Uani 1 1 d . . . . .
H55 H 0.544121 0.133242 0.553519 0.034 Uiso 1 1 calc R . . . .
C27 C 0.7641(3) 0.3333(3) 0.49933(19) 0.0257(7) Uani 1 1 d . . . . .
H27 H 0.692414 0.329821 0.516515 0.031 Uiso 1 1 calc R . . . .
C28 C 0.8767(3) 0.3391(3) 0.5487(2) 0.0292(7) Uani 1 1 d . . . . .
H28 H 0.880651 0.341571 0.598733 0.035 Uiso 1 1 calc R . . . .
C49 C 0.1413(3) 0.0539(3) 0.40525(19) 0.0274(7) Uani 1 1 d . . . . .
C48 C 0.1942(3) 0.0058(3) 0.4665(2) 0.0289(7) Uani 1 1 d . . . . .
H48 H 0.164637 -0.065002 0.476836 0.035 Uiso 1 1 calc R . . . .
C10 C 0.4397(4) 0.1948(3) 0.0156(2) 0.0342(8) Uani 1 1 d . . . . .
C6 C 0.5025(3) 0.4876(3) 0.2303(2) 0.0277(7) Uani 1 1 d . . . . .
C37 C 0.1812(3) 0.3422(3) 0.26842(19) 0.0282(7) Uani 1 1 d . . . . .
H37 H 0.197749 0.264921 0.273398 0.034 Uiso 1 1 calc R . . . .
C40 C 0.6943(3) 0.3359(4) 0.25821(19) 0.0306(7) Uani 1 1 d . . . . .
C33 C 0.2488(4) 0.5521(3) 0.2812(2) 0.0306(7) Uani 1 1 d . . . . .
H33 H 0.311272 0.616874 0.295608 0.037 Uiso 1 1 calc R . . . .
C54 C 0.5922(4) 0.0708(3) 0.6461(2) 0.0344(8) Uani 1 1 d . . . . .
H54 H 0.676521 0.092295 0.654705 0.041 Uiso 1 1 calc R . . . .
C41 C 0.0309(3) 0.0038(3) 0.3448(2) 0.0314(7) Uani 1 1 d . . . . .
C42 C -0.0194(4) -0.1166(3) 0.3313(2) 0.0353(8) Uani 1 1 d . . . . .
H42 H 0.016416 -0.165356 0.361164 0.042 Uiso 1 1 calc R . . . .
C52 C 0.4207(4) -0.0174(3) 0.6808(2) 0.0375(9) Uani 1 1 d . . . . .
H52 H 0.389728 -0.057024 0.712011 0.045 Uiso 1 1 calc R . . . .
C51 C 0.3400(4) 0.0108(3) 0.6215(2) 0.0328(8) Uani 1 1 d . . . . .
H51 H 0.255629 -0.008707 0.614121 0.039 Uiso 1 1 calc R . . . .
C15 C 0.3952(4) 0.0951(3) -0.0477(2) 0.0363(8) Uani 1 1 d . . . . .
H15 H 0.312856 0.062839 -0.060291 0.044 Uiso 1 1 calc R . . . .
C53 C 0.5458(4) 0.0127(4) 0.6936(2) 0.0392(9) Uani 1 1 d . . . . .
H53 H 0.598926 -0.005585 0.733548 0.047 Uiso 1 1 calc R . . . .
C30 C 0.9780(4) 0.3384(5) 0.4492(2) 0.0410(9) Uani 1 1 d . . . . .
H30 H 1.050041 0.339225 0.432219 0.049 Uiso 1 1 calc R . . . .
C5 C 0.5524(4) 0.6076(3) 0.2617(2) 0.0352(8) Uani 1 1 d . . . . .
H5 H 0.587947 0.636233 0.312733 0.042 Uiso 1 1 calc R . . . .
C9 C 0.3477(4) 0.2388(4) 0.0624(2) 0.0433(10) Uani 1 1 d . . . . .
H9 H 0.315289 0.165034 0.073783 0.052 Uiso 1 1 calc R . . . .
C1 C 0.4531(5) 0.4446(4) 0.1536(2) 0.0395(9) Uani 1 1 d . . . . .
C14 C 0.4737(5) 0.0454(4) -0.0910(2) 0.0412(10) Uani 1 1 d . . . . .
H14 H 0.443558 -0.019701 -0.132996 0.049 Uiso 1 1 calc R . . . .
C45 C -0.1297(4) 0.0286(4) 0.2435(2) 0.0414(9) Uani 1 1 d . . . . .
H45 H -0.166570 0.077904 0.214316 0.050 Uiso 1 1 calc R . . . .
C43 C -0.1225(4) -0.1646(4) 0.2736(2) 0.0417(9) Uani 1 1 d . . . . .
H43 H -0.154225 -0.245848 0.264368 0.050 Uiso 1 1 calc R . . . .
C46 C -0.0264(4) 0.0761(4) 0.3006(2) 0.0391(9) Uani 1 1 d . . . . .
H46 H 0.005412 0.157258 0.309707 0.047 Uiso 1 1 calc R . . . .
C36 C 0.0608(4) 0.3617(4) 0.2380(2) 0.0362(8) Uani 1 1 d . . . . .
H36 H -0.002368 0.297698 0.223826 0.043 Uiso 1 1 calc R . . . .
C34 C 0.1292(4) 0.5699(4) 0.2497(2) 0.0372(9) Uani 1 1 d . . . . .
H34 H 0.112362 0.646165 0.242816 0.045 Uiso 1 1 calc R . . . .
C44 C -0.1789(4) -0.0924(4) 0.2294(2) 0.0399(9) Uani 1 1 d . . . . .
H44 H -0.248440 -0.124474 0.191001 0.048 Uiso 1 1 calc R . . . .
C31 C 0.8659(4) 0.3345(4) 0.4007(2) 0.0391(9) Uani 1 1 d . . . . .
H31 H 0.863249 0.333139 0.350919 0.047 Uiso 1 1 calc R . . . .
C11 C 0.5620(4) 0.2395(4) 0.0340(2) 0.0400(9) Uani 1 1 d . . . . .
H11 H 0.592492 0.304899 0.075711 0.048 Uiso 1 1 calc R . . . .
C35 C 0.0358(4) 0.4751(4) 0.2289(2) 0.0394(9) Uani 1 1 d . . . . .
H35 H -0.044150 0.487611 0.208641 0.047 Uiso 1 1 calc R . . . .
C13 C 0.5968(5) 0.0916(4) -0.0727(2) 0.0469(11) Uani 1 1 d . . . . .
H13 H 0.649180 0.058578 -0.102357 0.056 Uiso 1 1 calc R . . . .
C4 C 0.5474(6) 0.6848(4) 0.2132(3) 0.0545(14) Uani 1 1 d . . . . .
H4 H 0.577619 0.766961 0.232752 0.065 Uiso 1 1 calc R . . . .
C12 C 0.6406(5) 0.1874(4) -0.0096(3) 0.0498(11) Uani 1 1 d . . . . .
H12 H 0.723558 0.217416 0.003980 0.060 Uiso 1 1 calc R . . . .
C2 C 0.4499(8) 0.5196(5) 0.1053(3) 0.077(2) Uani 1 1 d . . . . .
H2 H 0.416857 0.490484 0.053986 0.092 Uiso 1 1 calc R . . . .
C3 C 0.4989(8) 0.6412(5) 0.1379(3) 0.078(2) Uani 1 1 d . . . . .
H3 H 0.498534 0.694376 0.107250 0.093 Uiso 1 1 calc R . . . .
C16 C 0.2337(6) 0.2860(6) 0.0233(3) 0.0673(17) Uani 1 1 d . . . . .
C21 C 0.2252(7) 0.3121(6) -0.0454(3) 0.0698(15) Uani 1 1 d . U . . .
H21 H 0.291786 0.306605 -0.067772 0.084 Uiso 1 1 calc R . . . .
C17 C 0.1340(6) 0.3004(6) 0.0577(3) 0.0690(16) Uani 1 1 d . . . . .
H17 H 0.140220 0.283778 0.104236 0.083 Uiso 1 1 calc R . . . .
C20 C 0.1148(9) 0.3469(7) -0.0810(4) 0.091(3) Uani 1 1 d . . . . .
H20 H 0.107496 0.360327 -0.128423 0.109 Uiso 1 1 calc R . . . .
C18 C 0.0277(8) 0.3384(7) 0.0239(4) 0.089(2) Uani 1 1 d . . . . .
H18 H -0.037040 0.348890 0.047625 0.106 Uiso 1 1 calc R . . . .
C19 C 0.0174(7) 0.3615(7) -0.0475(4) 0.0841(19) Uani 1 1 d . U . . .
H19 H -0.054521 0.386368 -0.071368 0.101 Uiso 1 1 calc R . . . .
C56 C 0.0501(8) -0.0165(12) 0.0290(5) 0.112(3) Uani 1 1 d . . . . .
H56A H 0.073216 -0.095626 0.007281 0.134 Uiso 1 1 calc R . . . .
H56B H 0.122096 0.043044 0.041380 0.134 Uiso 1 1 calc R . . . .
C57 C 0.0118(8) -0.0206(9) 0.0986(5) 0.096(2) Uani 1 1 d . . . . .
H57A H -0.056717 -0.083787 0.087435 0.116 Uiso 1 1 calc R . . . .
H57B H -0.015167 0.057007 0.119667 0.116 Uiso 1 1 calc R . . . .
C58 C 0.1211(8) -0.0473(11) 0.1567(5) 0.114(3) Uani 1 1 d . U . . .
H58A H 0.144113 -0.126480 0.137104 0.171 Uiso 1 1 calc GR . . . .
H58B H 0.096675 -0.045492 0.202725 0.171 Uiso 1 1 calc GR . . . .
H58C H 0.189935 0.013539 0.166188 0.171 Uiso 1 1 calc GR . . . .
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'
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
C25 O1 C22 119.3(2) . . ?
N3 N4 C39 117.1(3) . . ?
N3 N4 C47 111.7(3) . . ?
C47 N4 C39 130.0(3) . . ?
C49 N3 N4 105.4(3) . . ?
C8 N1 C9 120.8(3) . . ?
C8 N1 C1 110.9(3) . . ?
C1 N1 C9 128.2(3) . . ?
H38A C38 H38B 107.9 . . ?
C39 C38 H38A 109.2 . . ?
C39 C38 H38B 109.2 . . ?
C39 C38 C22 112.2(2) . . ?
C22 C38 H38A 109.2 . . ?
C22 C38 H38B 109.2 . . ?
O1 C25 C24 120.8(3) . . ?
O1 C25 C26 110.2(3) . . ?
C24 C25 C26 128.8(3) . . ?
C25 C24 C7 123.3(3) . . ?
C25 C24 C40 123.2(3) . . ?
C40 C24 C7 113.5(3) . . ?
O2 C39 N4 121.0(3) . . ?
O2 C39 C38 122.9(3) . . ?
N4 C39 C38 116.1(3) . . ?
C27 C26 C25 119.1(3) . . ?
C27 C26 C31 117.4(3) . . ?
C31 C26 C25 123.3(3) . . ?
O3 C8 N1 125.9(3) . . ?
O3 C8 C7 125.8(3) . . ?
N1 C8 C7 108.4(3) . . ?
C28 C29 Br1 119.9(3) . . ?
C30 C29 Br1 119.0(3) . . ?
C30 C29 C28 121.1(3) . . ?
C22 C23 H23 106.5 . . ?
C22 C23 C7 109.3(2) . . ?
C7 C23 H23 106.5 . . ?
C32 C23 H23 106.5 . . ?
C32 C23 C22 114.5(3) . . ?
C32 C23 C7 112.9(2) . . ?
N4 C47 C50 128.1(3) . . ?
C48 C47 N4 105.2(3) . . ?
C48 C47 C50 126.6(3) . . ?
O1 C22 C38 103.9(2) . . ?
O1 C22 C23 108.9(2) . . ?
O1 C22 H22 110.5 . . ?
C38 C22 H22 110.5 . . ?
C23 C22 C38 112.2(2) . . ?
C23 C22 H22 110.5 . . ?
C24 C7 C8 109.6(2) . . ?
C24 C7 C23 109.9(2) . . ?
C23 C7 C8 113.0(3) . . ?
C6 C7 C24 112.0(3) . . ?
C6 C7 C8 101.4(3) . . ?
C6 C7 C23 110.8(2) . . ?
C37 C32 C23 122.6(3) . . ?
C37 C32 C33 118.6(3) . . ?
C33 C32 C23 118.8(3) . . ?
C55 C50 C47 123.2(3) . . ?
C51 C50 C47 117.8(3) . . ?
C51 C50 C55 118.7(3) . . ?
C50 C55 H55 119.7 . . ?
C54 C55 C50 120.7(4) . . ?
C54 C55 H55 119.7 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.4(3) . . ?
C28 C27 H27 119.3 . . ?
C29 C28 C27 119.2(3) . . ?
C29 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
N3 C49 C48 110.8(3) . . ?
N3 C49 C41 120.6(3) . . ?
C48 C49 C41 128.6(3) . . ?
C47 C48 C49 107.0(3) . . ?
C47 C48 H48 126.5 . . ?
C49 C48 H48 126.5 . . ?
C15 C10 C9 116.2(4) . . ?
C11 C10 C15 119.0(4) . . ?
C11 C10 C9 124.6(4) . . ?
C5 C6 C7 129.5(3) . . ?
C5 C6 C1 121.0(3) . . ?
C1 C6 C7 109.4(3) . . ?
C32 C37 H37 119.8 . . ?
C32 C37 C36 120.4(3) . . ?
C36 C37 H37 119.8 . . ?
N2 C40 C24 173.7(4) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 C32 120.6(4) . . ?
C34 C33 H33 119.7 . . ?
C55 C54 H54 120.0 . . ?
C55 C54 C53 120.0(4) . . ?
C53 C54 H54 120.0 . . ?
C42 C41 C49 120.4(3) . . ?
C42 C41 C46 118.7(3) . . ?
C46 C41 C49 120.9(3) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 C41 120.5(4) . . ?
C43 C42 H42 119.7 . . ?
C51 C52 H52 119.6 . . ?
C53 C52 H52 119.6 . . ?
C53 C52 C51 120.8(4) . . ?
C50 C51 C52 120.3(4) . . ?
C50 C51 H51 119.9 . . ?
C52 C51 H51 119.9 . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 120.1(4) . . ?
C14 C15 H15 120.0 . . ?
C54 C53 H53 120.3 . . ?
C52 C53 C54 119.5(3) . . ?
C52 C53 H53 120.3 . . ?
C29 C30 H30 120.3 . . ?
C29 C30 C31 119.4(3) . . ?
C31 C30 H30 120.3 . . ?
C6 C5 H5 121.4 . . ?
C6 C5 C4 117.2(4) . . ?
C4 C5 H5 121.4 . . ?
N1 C9 C10 112.7(4) . . ?
N1 C9 H9 104.3 . . ?
N1 C9 C16 112.6(4) . . ?
C10 C9 H9 104.3 . . ?
C10 C9 C16 116.9(4) . . ?
C16 C9 H9 104.3 . . ?
C6 C1 N1 109.8(3) . . ?
C2 C1 N1 128.1(4) . . ?
C2 C1 C6 122.0(4) . . ?
C15 C14 H14 119.6 . . ?
C15 C14 C13 120.7(4) . . ?
C13 C14 H14 119.6 . . ?
C46 C45 H45 119.8 . . ?
C46 C45 C44 120.3(4) . . ?
C44 C45 H45 119.8 . . ?
C42 C43 H43 119.7 . . ?
C42 C43 C44 120.6(4) . . ?
C44 C43 H43 119.7 . . ?
C41 C46 H46 119.6 . . ?
C45 C46 C41 120.9(4) . . ?
C45 C46 H46 119.6 . . ?
C37 C36 H36 119.9 . . ?
C35 C36 C37 120.3(4) . . ?
C35 C36 H36 119.9 . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.2(4) . . ?
C35 C34 H34 119.9 . . ?
C45 C44 H44 120.5 . . ?
C43 C44 C45 119.0(4) . . ?
C43 C44 H44 120.5 . . ?
C26 C31 H31 119.2 . . ?
C30 C31 C26 121.5(3) . . ?
C30 C31 H31 119.2 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.4(4) . . ?
C12 C11 H11 119.8 . . ?
C36 C35 H35 120.0 . . ?
C34 C35 C36 120.0(4) . . ?
C34 C35 H35 120.0 . . ?
C14 C13 H13 120.5 . . ?
C12 C13 C14 119.0(4) . . ?
C12 C13 H13 120.5 . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 121.0(4) . . ?
C3 C4 H4 119.5 . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.8(5) . . ?
C13 C12 H12 119.6 . . ?
C1 C2 H2 121.8 . . ?
C1 C2 C3 116.4(5) . . ?
C3 C2 H2 121.8 . . ?
C4 C3 C2 122.3(4) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C21 C16 C9 121.9(6) . . ?
C21 C16 C17 119.5(5) . . ?
C17 C16 C9 118.6(5) . . ?
C16 C21 H21 120.4 . . ?
C16 C21 C20 119.2(7) . . ?
C20 C21 H21 120.4 . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 121.1(7) . . ?
C18 C17 H17 119.5 . . ?
C21 C20 H20 119.3 . . ?
C19 C20 C21 121.5(7) . . ?
C19 C20 H20 119.3 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.5(8) . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 119.2(7) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C56 C56 H56A 108.9 2 . ?
C56 C56 H56B 108.9 2 . ?
H56A C56 H56B 107.8 . . ?
C57 C56 C56 113.2(9) . 2 ?
C57 C56 H56A 108.9 . . ?
C57 C56 H56B 108.9 . . ?
C56 C57 H57A 109.6 . . ?
C56 C57 H57B 109.6 . . ?
C56 C57 C58 110.1(7) . . ?
H57A C57 H57B 108.2 . . ?
C58 C57 H57A 109.6 . . ?
C58 C57 H57B 109.6 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 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
Br1 C29 1.908(3) . ?
O1 C25 1.351(4) . ?
O1 C22 1.452(4) . ?
O2 C39 1.213(4) . ?
O3 C8 1.217(4) . ?
N4 N3 1.379(4) . ?
N4 C39 1.407(4) . ?
N4 C47 1.395(4) . ?
N3 C49 1.322(4) . ?
N1 C8 1.366(4) . ?
N1 C9 1.469(5) . ?
N1 C1 1.408(5) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.511(4) . ?
C38 C22 1.525(4) . ?
C25 C24 1.355(5) . ?
C25 C26 1.483(4) . ?
C24 C7 1.523(4) . ?
C24 C40 1.428(5) . ?
C26 C27 1.393(5) . ?
C26 C31 1.396(5) . ?
C8 C7 1.554(4) . ?
C29 C28 1.374(5) . ?
C29 C30 1.371(5) . ?
C23 H23 0.9800 . ?
C23 C22 1.524(4) . ?
C23 C7 1.552(4) . ?
C23 C32 1.523(4) . ?
C47 C50 1.475(5) . ?
C47 C48 1.367(5) . ?
C22 H22 0.9800 . ?
C7 C6 1.507(4) . ?
C32 C37 1.390(5) . ?
C32 C33 1.399(5) . ?
C50 C55 1.400(5) . ?
C50 C51 1.394(5) . ?
N2 C40 1.155(5) . ?
C55 H55 0.9300 . ?
C55 C54 1.391(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.387(5) . ?
C28 H28 0.9300 . ?
C49 C48 1.426(5) . ?
C49 C41 1.469(5) . ?
C48 H48 0.9300 . ?
C10 C15 1.411(5) . ?
C10 C9 1.526(6) . ?
C10 C11 1.373(6) . ?
C6 C5 1.379(5) . ?
C6 C1 1.389(5) . ?
C37 H37 0.9300 . ?
C37 C36 1.401(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.393(5) . ?
C54 H54 0.9300 . ?
C54 C53 1.396(6) . ?
C41 C42 1.390(5) . ?
C41 C46 1.394(5) . ?
C42 H42 0.9300 . ?
C42 C43 1.387(5) . ?
C52 H52 0.9300 . ?
C52 C51 1.396(5) . ?
C52 C53 1.377(7) . ?
C51 H51 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.380(6) . ?
C53 H53 0.9300 . ?
C30 H30 0.9300 . ?
C30 C31 1.380(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.405(6) . ?
C9 H9 0.9800 . ?
C9 C16 1.528(7) . ?
C1 C2 1.385(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.385(7) . ?
C45 H45 0.9300 . ?
C45 C46 1.382(6) . ?
C45 C44 1.391(6) . ?
C43 H43 0.9300 . ?
C43 C44 1.390(6) . ?
C46 H46 0.9300 . ?
C36 H36 0.9300 . ?
C36 C35 1.377(6) . ?
C34 H34 0.9300 . ?
C34 C35 1.377(7) . ?
C44 H44 0.9300 . ?
C31 H31 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.393(6) . ?
C35 H35 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.383(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.365(8) . ?
C12 H12 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.395(9) . ?
C3 H3 0.9300 . ?
C16 C21 1.383(8) . ?
C16 C17 1.406(9) . ?
C21 H21 0.9300 . ?
C21 C20 1.403(9) . ?
C17 H17 0.9300 . ?
C17 C18 1.373(9) . ?
C20 H20 0.9300 . ?
C20 C19 1.373(12) . ?
C18 H18 0.9300 . ?
C18 C19 1.415(11) . ?
C19 H19 0.9300 . ?
C56 C56 1.525(18) 2 ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C56 C57 1.475(11) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C57 C58 1.558(13) . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 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
Br1 C29 C28 C27 178.8(3) . . . . ?
Br1 C29 C30 C31 -177.9(4) . . . . ?
O1 C25 C24 C7 8.4(5) . . . . ?
O1 C25 C24 C40 -172.0(3) . . . . ?
O1 C25 C26 C27 -2.1(4) . . . . ?
O1 C25 C26 C31 -176.9(3) . . . . ?
O3 C8 C7 C24 61.5(4) . . . . ?
O3 C8 C7 C23 -61.4(4) . . . . ?
O3 C8 C7 C6 -180.0(3) . . . . ?
N4 N3 C49 C48 -0.2(4) . . . . ?
N4 N3 C49 C41 -179.5(3) . . . . ?
N4 C47 C50 C55 -36.0(5) . . . . ?
N4 C47 C50 C51 150.7(3) . . . . ?
N4 C47 C48 C49 0.1(4) . . . . ?
N3 N4 C39 O2 168.7(3) . . . . ?
N3 N4 C39 C38 -10.9(4) . . . . ?
N3 N4 C47 C50 176.3(3) . . . . ?
N3 N4 C47 C48 -0.2(4) . . . . ?
N3 C49 C48 C47 0.1(4) . . . . ?
N3 C49 C41 C42 163.3(4) . . . . ?
N3 C49 C41 C46 -17.5(6) . . . . ?
N1 C8 C7 C24 -117.7(3) . . . . ?
N1 C8 C7 C23 119.4(3) . . . . ?
N1 C8 C7 C6 0.8(3) . . . . ?
N1 C9 C16 C21 119.8(6) . . . . ?
N1 C9 C16 C17 -61.8(7) . . . . ?
N1 C1 C2 C3 178.0(6) . . . . ?
C25 O1 C22 C38 -166.8(2) . . . . ?
C25 O1 C22 C23 -47.1(3) . . . . ?
C25 C24 C7 C8 -116.3(3) . . . . ?
C25 C24 C7 C23 8.4(4) . . . . ?
C25 C24 C7 C6 132.0(3) . . . . ?
C25 C26 C27 C28 -173.3(3) . . . . ?
C25 C26 C31 C30 174.1(4) . . . . ?
C24 C25 C26 C27 173.1(3) . . . . ?
C24 C25 C26 C31 -1.7(6) . . . . ?
C24 C7 C6 C5 -65.3(5) . . . . ?
C24 C7 C6 C1 117.2(3) . . . . ?
C39 N4 N3 C49 -168.3(3) . . . . ?
C39 N4 C47 C50 -17.0(6) . . . . ?
C39 N4 C47 C48 166.4(3) . . . . ?
C39 C38 C22 O1 -57.1(3) . . . . ?
C39 C38 C22 C23 -174.6(3) . . . . ?
C26 C25 C24 C7 -166.3(3) . . . . ?
C26 C25 C24 C40 13.2(5) . . . . ?
C26 C27 C28 C29 -1.7(5) . . . . ?
C8 N1 C9 C10 -104.6(4) . . . . ?
C8 N1 C9 C16 120.5(5) . . . . ?
C8 N1 C1 C6 2.1(5) . . . . ?
C8 N1 C1 C2 -176.2(5) . . . . ?
C8 C7 C6 C5 178.0(4) . . . . ?
C8 C7 C6 C1 0.5(4) . . . . ?
C29 C30 C31 C26 -0.3(7) . . . . ?
C23 C7 C6 C5 57.8(5) . . . . ?
C23 C7 C6 C1 -119.7(3) . . . . ?
C23 C32 C37 C36 178.3(3) . . . . ?
C23 C32 C33 C34 -179.3(3) . . . . ?
C47 N4 N3 C49 0.3(4) . . . . ?
C47 N4 C39 O2 2.7(5) . . . . ?
C47 N4 C39 C38 -177.0(3) . . . . ?
C47 C50 C55 C54 -174.7(3) . . . . ?
C47 C50 C51 C52 173.5(3) . . . . ?
C22 O1 C25 C24 12.0(4) . . . . ?
C22 O1 C25 C26 -172.3(2) . . . . ?
C22 C38 C39 O2 100.7(4) . . . . ?
C22 C38 C39 N4 -79.7(3) . . . . ?
C22 C23 C7 C24 -41.9(3) . . . . ?
C22 C23 C7 C8 80.9(3) . . . . ?
C22 C23 C7 C6 -166.2(3) . . . . ?
C22 C23 C32 C37 -35.1(4) . . . . ?
C22 C23 C32 C33 145.0(3) . . . . ?
C7 C23 C22 O1 60.9(3) . . . . ?
C7 C23 C22 C38 175.3(2) . . . . ?
C7 C23 C32 C37 90.9(4) . . . . ?
C7 C23 C32 C33 -89.0(4) . . . . ?
C7 C6 C5 C4 -175.2(4) . . . . ?
C7 C6 C1 N1 -1.5(5) . . . . ?
C7 C6 C1 C2 176.9(5) . . . . ?
C32 C23 C22 O1 -171.3(2) . . . . ?
C32 C23 C22 C38 -56.9(3) . . . . ?
C32 C23 C7 C24 -170.6(3) . . . . ?
C32 C23 C7 C8 -47.9(3) . . . . ?
C32 C23 C7 C6 65.1(3) . . . . ?
C32 C37 C36 C35 1.4(6) . . . . ?
C32 C33 C34 C35 0.7(6) . . . . ?
C50 C47 C48 C49 -176.6(3) . . . . ?
C50 C55 C54 C53 1.9(5) . . . . ?
C55 C50 C51 C52 -0.1(5) . . . . ?
C55 C54 C53 C52 -0.8(5) . . . . ?
C27 C26 C31 C30 -0.8(6) . . . . ?
C28 C29 C30 C31 0.4(7) . . . . ?
C49 C41 C42 C43 -179.1(4) . . . . ?
C49 C41 C46 C45 179.6(4) . . . . ?
C48 C47 C50 C55 139.8(4) . . . . ?
C48 C47 C50 C51 -33.4(5) . . . . ?
C48 C49 C41 C42 -15.8(6) . . . . ?
C48 C49 C41 C46 163.4(4) . . . . ?
C10 C15 C14 C13 0.7(6) . . . . ?
C10 C9 C16 C21 -13.1(8) . . . . ?
C10 C9 C16 C17 165.3(5) . . . . ?
C10 C11 C12 C13 1.2(7) . . . . ?
C6 C5 C4 C3 -2.3(8) . . . . ?
C6 C1 C2 C3 -0.1(9) . . . . ?
C37 C32 C33 C34 0.7(5) . . . . ?
C37 C36 C35 C34 0.0(6) . . . . ?
C40 C24 C7 C8 64.1(4) . . . . ?
C40 C24 C7 C23 -171.2(3) . . . . ?
C40 C24 C7 C6 -47.6(4) . . . . ?
C33 C32 C37 C36 -1.7(5) . . . . ?
C33 C34 C35 C36 -1.0(6) . . . . ?
C41 C49 C48 C47 179.3(4) . . . . ?
C41 C42 C43 C44 -1.4(7) . . . . ?
C42 C41 C46 C45 -1.2(7) . . . . ?
C42 C43 C44 C45 0.5(7) . . . . ?
C51 C50 C55 C54 -1.5(5) . . . . ?
C51 C52 C53 C54 -0.8(6) . . . . ?
C15 C10 C9 N1 165.6(3) . . . . ?
C15 C10 C9 C16 -61.6(6) . . . . ?
C15 C10 C11 C12 0.3(6) . . . . ?
C15 C14 C13 C12 0.8(6) . . . . ?
C53 C52 C51 C50 1.2(5) . . . . ?
C30 C29 C28 C27 0.6(6) . . . . ?
C5 C6 C1 N1 -179.3(4) . . . . ?
C5 C6 C1 C2 -0.9(7) . . . . ?
C5 C4 C3 C2 1.3(10) . . . . ?
C9 N1 C8 O3 0.8(6) . . . . ?
C9 N1 C8 C7 180.0(3) . . . . ?
C9 N1 C1 C6 -179.8(4) . . . . ?
C9 N1 C1 C2 1.9(8) . . . . ?
C9 C10 C15 C14 -176.7(3) . . . . ?
C9 C10 C11 C12 175.3(4) . . . . ?
C9 C16 C21 C20 175.5(6) . . . . ?
C9 C16 C17 C18 -177.7(6) . . . . ?
C1 N1 C8 O3 179.0(3) . . . . ?
C1 N1 C8 C7 -1.8(4) . . . . ?
C1 N1 C9 C10 77.5(5) . . . . ?
C1 N1 C9 C16 -57.4(6) . . . . ?
C1 C6 C5 C4 2.0(6) . . . . ?
C1 C2 C3 C4 -0.1(11) . . . . ?
C14 C13 C12 C11 -1.8(7) . . . . ?
C46 C41 C42 C43 1.7(6) . . . . ?
C46 C45 C44 C43 0.0(7) . . . . ?
C44 C45 C46 C41 0.4(7) . . . . ?
C31 C26 C27 C28 1.8(5) . . . . ?
C11 C10 C15 C14 -1.2(5) . . . . ?
C11 C10 C9 N1 -9.6(6) . . . . ?
C11 C10 C9 C16 123.3(5) . . . . ?
C16 C21 C20 C19 3.3(11) . . . . ?
C16 C17 C18 C19 1.1(11) . . . . ?
C21 C16 C17 C18 0.8(10) . . . . ?
C21 C20 C19 C18 -1.4(12) . . . . ?
C17 C16 C21 C20 -2.9(10) . . . . ?
C17 C18 C19 C20 -0.8(12) . . . . ?
C56 C56 C57 C58 -176.7(12) 2 . . . ?
