#------------------------------------------------------------------------------
#$Date: 2022-06-07 01:12:41 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/70/1567071.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_1567071
loop_
_publ_author_name
'Liu, Teng'
'Ni, Shaofei'
'Guo, Wusheng'
_publ_section_title
;
 Practical asymmetric amine nucleophilic approach for the modular
 construction of protected α-quaternary amino acids
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC02318K
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C17 H15 N O2'
_chemical_formula_sum            'C17 H15 N O2'
_chemical_formula_weight         265.30
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-11
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2021-06-28 deposited with the CCDC.	2022-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.6825(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.65133(9)
_cell_length_b                   11.74209(11)
_cell_length_c                   25.3227(2)
_cell_measurement_reflns_used    20682
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.7260
_cell_measurement_theta_min      3.4560
_cell_volume                     2869.54(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -16.00   1.00    1.00    --  -40.73 -38.00-150.00   99
  2  ω   -117.00  -8.00   1.00    1.00    --  -40.73 -77.00 120.00  109
  3  ω   -117.00  -8.00   1.00    1.00    --  -40.73 -77.00 -90.00  109
  4  ω   -115.00 -16.00   1.00    1.00    --  -40.73 -38.00 150.00   99
  5  ω   -117.00  -8.00   1.00    1.00    --  -40.73 -77.00 -30.00  109
  6  ω   -117.00  -8.00   1.00    1.00    --  -40.73 -77.00  30.00  109
  7  ω   -115.00 -16.00   1.00    1.00    --  -40.73 -38.00 -30.00   99
  8  ω    -34.00  65.00   1.00    1.00    --   40.73 -38.00-120.00   99
  9  ω      4.00  78.00   1.00    1.35    --   40.73-102.00-127.00   74
 10  ω     63.00  91.00   1.00    1.35    --  107.58 -94.00 -60.00   28
 11  ω    114.00 140.00   1.00    1.35    --  107.58  61.00-120.00   26
 12  ω     76.00 101.00   1.00    1.35    --  107.58  77.00   0.00   25
 13  ω     78.00 104.00   1.00    1.35    --  107.58  61.00 -60.00   26
 14  ω     35.00 113.00   1.00    1.35    --  107.58 -45.00-150.00   78
 15  ω     78.00 104.00   1.00    1.35    --  107.58  61.00-120.00   26
 16  ω     75.00 101.00   1.00    1.35    --  107.58  77.00 -60.00   26
 17  ω    151.00 177.00   1.00    1.35    --  107.58  77.00 -30.00   26
 18  ω     75.00 101.00   1.00    1.35    --  107.58  77.00-150.00   26
 19  ω     75.00 101.00   1.00    1.35    --  107.58  77.00 -30.00   26
 20  ω    136.00 178.00   1.00    1.35    --  107.58  61.00   0.00   42
 21  ω     79.00 106.00   1.00    1.35    --  107.58  61.00 -30.00   27
 22  ω     82.00 163.00   1.00    1.35    --  107.58  45.00 -90.00   81
 23  ω     78.00 105.00   1.00    1.35    --  107.58  61.00 -90.00   27
 24  ω     75.00 101.00   1.00    1.35    --  107.58  77.00 -90.00   26
 25  ω     82.00 112.00   1.00    1.35    --  107.58  45.00 -30.00   30
 26  ω     83.00 134.00   1.00    1.35    --  107.58  45.00   0.00   51
 27  ω     82.00 129.00   1.00    1.35    --  107.58  45.00-120.00   47
 28  ω     85.00 176.00   1.00    1.35    --  107.58  45.00 -60.00   91
 29  ω     75.00 101.00   1.00    1.35    --  107.58  77.00-120.00   26
 30  ω     78.00 104.00   1.00    1.35    --  107.58  61.00   0.00   26
 31  ω     25.00  92.00   1.00    1.35    --  107.58 -94.00   0.00   67
 32  ω     19.00 128.00   1.00    1.35    --  107.58   0.00-180.00  109
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1532376000
_diffrn_orient_matrix_UB_12      0.0235804000
_diffrn_orient_matrix_UB_13      -0.0138367000
_diffrn_orient_matrix_UB_21      -0.0409431000
_diffrn_orient_matrix_UB_22      -0.0326687000
_diffrn_orient_matrix_UB_23      0.0566174000
_diffrn_orient_matrix_UB_31      0.0182101000
_diffrn_orient_matrix_UB_32      0.1248947000
_diffrn_orient_matrix_UB_33      0.0173746000
_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  0.0236
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            30634
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.894
_diffrn_reflns_theta_min         3.491
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89519
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.228
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 4292 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     741
_refine_ls_number_reflns         10645
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0333
_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)+(0.0500P)²+0.2540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0853
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_full    0.885
_reflns_Friedel_fraction_max     0.848
_reflns_number_gt                10229
_reflns_number_total             10645
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc02318k2.cif
_cod_data_source_block           9761
_cod_database_code               1567071
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C30(H30),
  C31(H31), C32(H32), C33(H33), C34(H34), C36(H36), C37(H37), C38(H38),
 C39(H39), C40(H40), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51), C53(H53),
  C54(H54), C55(H55), C56(H56), C57(H57), C64(H64), C65(H65), C66(H66),
 C67(H67), C68(H68)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C26(H26A,H26B,H26C), C45(H45A,H45B,H45C), C62(H62A,H62B,
 H62C)
2.c :
 C9(H9), C28(H28), C43(H43), C60(H60)
;
_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 1.230
_oxdiff_exptl_absorpt_empirical_full_min 0.777
loop_
_space_group_symop_operation_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_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 0.44242(13) 0.46943(12) 1.04486(5) 0.0309(3) Uani 1 1 d . . . . .
O2 O 0.63194(14) 0.39039(13) 1.08085(5) 0.0341(3) Uani 1 1 d . . . . .
N1 N 0.80291(15) 0.53147(14) 1.03483(6) 0.0258(3) Uani 1 1 d . . . . .
H1 H 0.812(2) 0.491(2) 1.0623(10) 0.037(6) Uiso 1 1 d . . . . .
C1 C 0.63311(18) 0.51589(16) 0.96046(7) 0.0231(3) Uani 1 1 d . . . . .
C2 C 0.7250(2) 0.44416(17) 0.93461(7) 0.0279(4) Uani 1 1 d . . . . .
H2 H 0.804317 0.418243 0.952004 0.033 Uiso 1 1 calc R U . . .
C3 C 0.6979(2) 0.41125(19) 0.88261(8) 0.0375(5) Uani 1 1 d . . . . .
H3 H 0.760151 0.364430 0.865156 0.045 Uiso 1 1 calc R U . . .
C4 C 0.5788(3) 0.4479(2) 0.85687(8) 0.0421(5) Uani 1 1 d . . . . .
H4 H 0.560150 0.424465 0.822441 0.051 Uiso 1 1 calc R U . . .
C5 C 0.4877(2) 0.5194(2) 0.88237(8) 0.0390(5) Uani 1 1 d . . . . .
H5 H 0.407875 0.544295 0.864964 0.047 Uiso 1 1 calc R U . . .
C6 C 0.5148(2) 0.55451(17) 0.93403(8) 0.0304(4) Uani 1 1 d . . . . .
H6 H 0.453983 0.603662 0.950835 0.036 Uiso 1 1 calc R U . . .
C7 C 0.65969(17) 0.54660(15) 1.01904(7) 0.0219(3) Uani 1 1 d . . . . .
C8 C 0.60812(19) 0.66198(16) 1.03130(7) 0.0249(4) Uani 1 1 d . . . . .
C9 C 0.5718(2) 0.75491(19) 1.04268(8) 0.0364(5) Uani 1 1 d . . . . .
H9 H 0.543205 0.827974 1.051635 0.044 Uiso 1 1 calc R U . . .
C10 C 0.57779(18) 0.45956(16) 1.05261(7) 0.0232(4) Uani 1 1 d . . . . .
C11 C 0.3594(2) 0.38974(19) 1.07468(8) 0.0344(4) Uani 1 1 d . . . . .
H11A H 0.263431 0.399082 1.065188 0.052 Uiso 1 1 calc R U . . .
H11B H 0.371732 0.404044 1.111764 0.052 Uiso 1 1 calc R U . . .
H11C H 0.387910 0.313337 1.066832 0.052 Uiso 1 1 calc R U . . .
C12 C 0.91273(18) 0.59554(16) 1.01621(7) 0.0233(3) Uani 1 1 d . . . . .
C13 C 1.04400(19) 0.57747(17) 1.03870(7) 0.0283(4) Uani 1 1 d . . . . .
H13 H 1.054812 0.525051 1.065974 0.034 Uiso 1 1 calc R U . . .
C14 C 1.1581(2) 0.63703(19) 1.02069(9) 0.0350(4) Uani 1 1 d . . . . .
H14 H 1.244708 0.624256 1.036049 0.042 Uiso 1 1 calc R U . . .
C15 C 1.1445(2) 0.71562(18) 0.97991(8) 0.0337(4) Uani 1 1 d . . . . .
H15 H 1.221173 0.755295 0.967789 0.040 Uiso 1 1 calc R U . . .
C16 C 1.0147(2) 0.73375(17) 0.95770(8) 0.0310(4) Uani 1 1 d . . . . .
H16 H 1.004606 0.786154 0.930391 0.037 Uiso 1 1 calc R U . . .
C17 C 0.8991(2) 0.67505(16) 0.97546(7) 0.0263(4) Uani 1 1 d . . . . .
H17 H 0.812595 0.688755 0.960171 0.032 Uiso 1 1 calc R U . . .
O3 O -0.09414(18) 0.44691(15) 0.15440(7) 0.0499(4) Uani 1 1 d . . . . .
O4 O -0.11949(16) 0.29384(14) 0.20672(6) 0.0383(3) Uani 1 1 d . . . . .
N2 N 0.1537(2) 0.49581(16) 0.19333(7) 0.0389(4) Uani 1 1 d . . . . .
H2A H 0.110(3) 0.528(3) 0.1698(12) 0.056(9) Uiso 1 1 d . . . . .
C18 C 0.2942(3) 0.52199(18) 0.19689(7) 0.0363(5) Uani 1 1 d . . . . .
C19 C 0.3881(2) 0.4600(2) 0.22745(8) 0.0389(5) Uani 1 1 d . . . . .
H19 H 0.357594 0.398409 0.247270 0.047 Uiso 1 1 calc R U . . .
C20 C 0.5270(3) 0.4897(2) 0.22844(9) 0.0492(6) Uani 1 1 d . . . . .
H20 H 0.589135 0.446894 0.248596 0.059 Uiso 1 1 calc R U . . .
C21 C 0.5750(3) 0.5818(3) 0.19997(11) 0.0612(8) Uani 1 1 d . . . . .
H21 H 0.668370 0.601273 0.201025 0.073 Uiso 1 1 calc R U . . .
C22 C 0.4823(3) 0.6443(2) 0.17005(10) 0.0605(8) Uani 1 1 d . . . . .
H22 H 0.513706 0.706452 0.150831 0.073 Uiso 1 1 calc R U . . .
C23 C 0.3429(3) 0.6158(2) 0.16819(8) 0.0480(6) Uani 1 1 d . . . . .
H23 H 0.281553 0.658975 0.147872 0.058 Uiso 1 1 calc R U . . .
C24 C 0.0962(2) 0.38943(17) 0.21172(7) 0.0305(4) Uani 1 1 d . . . . .
C25 C -0.0514(2) 0.38236(18) 0.18784(7) 0.0330(4) Uani 1 1 d . . . . .
C26 C -0.2511(2) 0.2659(2) 0.18172(9) 0.0413(5) Uani 1 1 d . . . . .
H26A H -0.234898 0.228055 0.148752 0.062 Uiso 1 1 calc R U . . .
H26B H -0.302828 0.334464 0.175421 0.062 Uiso 1 1 calc R U . . .
H26C H -0.302753 0.216529 0.204438 0.062 Uiso 1 1 calc R U . . .
C27 C 0.1681(2) 0.28893(19) 0.18974(8) 0.0340(4) Uani 1 1 d . . . . .
C28 C 0.2203(3) 0.2089(2) 0.16978(10) 0.0459(5) Uani 1 1 d . . . . .
H28 H 0.261289 0.145905 0.154092 0.055 Uiso 1 1 calc R U . . .
C29 C 0.0894(2) 0.38668(18) 0.27248(7) 0.0306(4) Uani 1 1 d . . . . .
C30 C 0.1166(2) 0.2874(2) 0.30058(8) 0.0350(4) Uani 1 1 d . . . . .
H30 H 0.139010 0.220752 0.282753 0.042 Uiso 1 1 calc R U . . .
C31 C 0.1103(2) 0.2878(3) 0.35543(9) 0.0460(6) Uani 1 1 d . . . . .
H31 H 0.129660 0.221548 0.374233 0.055 Uiso 1 1 calc R U . . .
C32 C 0.0759(3) 0.3851(3) 0.38187(9) 0.0545(7) Uani 1 1 d . . . . .
H32 H 0.071224 0.384598 0.418527 0.065 Uiso 1 1 calc R U . . .
C33 C 0.0482(3) 0.4838(3) 0.35442(10) 0.0557(7) Uani 1 1 d . . . . .
H33 H 0.024740 0.549744 0.372606 0.067 Uiso 1 1 calc R U . . .
C34 C 0.0551(3) 0.4854(2) 0.29934(9) 0.0439(5) Uani 1 1 d . . . . .
H34 H 0.036837 0.552275 0.280827 0.053 Uiso 1 1 calc R U . . .
O5 O -0.17169(18) 0.48069(16) 0.70189(10) 0.0656(6) Uani 1 1 d . . . . .
O6 O -0.14690(16) 0.29670(14) 0.72119(6) 0.0394(3) Uani 1 1 d . . . . .
N3 N 0.09562(18) 0.52392(15) 0.71098(7) 0.0345(4) Uani 1 1 d . . . . .
H3A H 0.036(3) 0.561(2) 0.6950(11) 0.048(8) Uiso 1 1 d . . . . .
C35 C 0.2315(2) 0.56143(17) 0.70596(7) 0.0277(4) Uani 1 1 d . . . . .
C36 C 0.2553(2) 0.65959(19) 0.67667(8) 0.0352(4) Uani 1 1 d . . . . .
H36 H 0.180921 0.698676 0.661646 0.042 Uiso 1 1 calc R U . . .
C37 C 0.3886(3) 0.6996(2) 0.66970(10) 0.0464(6) Uani 1 1 d . . . . .
H37 H 0.402997 0.764669 0.649557 0.056 Uiso 1 1 calc R U . . .
C38 C 0.5006(2) 0.6441(2) 0.69229(10) 0.0451(5) Uani 1 1 d . . . . .
H38 H 0.590126 0.670981 0.687434 0.054 Uiso 1 1 calc R U . . .
C39 C 0.4773(2) 0.5482(2) 0.72212(8) 0.0391(5) Uani 1 1 d . . . . .
H39 H 0.552201 0.510761 0.737739 0.047 Uiso 1 1 calc R U . . .
C40 C 0.3444(2) 0.50603(19) 0.72941(8) 0.0339(4) Uani 1 1 d . . . . .
H40 H 0.330747 0.441240 0.749820 0.041 Uiso 1 1 calc R U . . .
C41 C 0.0555(2) 0.41053(16) 0.72694(7) 0.0286(4) Uani 1 1 d . . . . .
C42 C 0.1276(2) 0.32181(18) 0.69580(8) 0.0356(5) Uani 1 1 d . . . . .
C43 C 0.1840(3) 0.2519(2) 0.67017(10) 0.0493(6) Uani 1 1 d . . . . .
H43 H 0.228378 0.196984 0.650026 0.059 Uiso 1 1 calc R U . . .
C44 C -0.1016(2) 0.40139(18) 0.71454(8) 0.0332(4) Uani 1 1 d . . . . .
C45 C -0.2924(2) 0.2767(2) 0.71010(9) 0.0443(5) Uani 1 1 d . . . . .
H45A H -0.316380 0.308297 0.676247 0.066 Uiso 1 1 calc R U . . .
H45B H -0.347174 0.312212 0.736866 0.066 Uiso 1 1 calc R U . . .
H45C H -0.310106 0.196218 0.709830 0.066 Uiso 1 1 calc R U . . .
C46 C 0.07415(19) 0.39089(17) 0.78699(7) 0.0273(4) Uani 1 1 d . . . . .
C47 C 0.0609(2) 0.48190(18) 0.82135(8) 0.0341(4) Uani 1 1 d . . . . .
H47 H 0.043635 0.554497 0.808139 0.041 Uiso 1 1 calc R U . . .
C48 C 0.0733(2) 0.4650(2) 0.87562(9) 0.0418(5) Uani 1 1 d . . . . .
H48 H 0.064582 0.526406 0.898533 0.050 Uiso 1 1 calc R U . . .
C49 C 0.0984(2) 0.3574(2) 0.89558(8) 0.0429(5) Uani 1 1 d . . . . .
H49 H 0.106959 0.346298 0.931835 0.051 Uiso 1 1 calc R U . . .
C50 C 0.1108(3) 0.2664(2) 0.86143(9) 0.0431(5) Uani 1 1 d . . . . .
H50 H 0.127835 0.193952 0.874805 0.052 Uiso 1 1 calc R U . . .
C51 C 0.0981(2) 0.28234(19) 0.80727(8) 0.0350(4) Uani 1 1 d . . . . .
H51 H 0.105656 0.220513 0.784536 0.042 Uiso 1 1 calc R U . . .
O7 O 0.64423(15) 0.42474(14) 0.58896(6) 0.0404(4) Uani 1 1 d . . . . .
O8 O 0.45106(14) 0.50501(13) 0.55668(6) 0.0345(3) Uani 1 1 d . . . . .
N4 N 0.80975(17) 0.56074(16) 0.53806(7) 0.0320(4) Uani 1 1 d . . . . .
H4A H 0.822(2) 0.517(2) 0.5643(10) 0.037(6) Uiso 1 1 d . . . . .
C52 C 0.9195(2) 0.62809(17) 0.52095(8) 0.0302(4) Uani 1 1 d . . . . .
C53 C 0.9065(2) 0.70868(19) 0.48076(8) 0.0348(4) Uani 1 1 d . . . . .
H53 H 0.820370 0.722465 0.465180 0.042 Uiso 1 1 calc R U . . .
C54 C 1.0221(2) 0.7684(2) 0.46400(9) 0.0411(5) Uani 1 1 d . . . . .
H54 H 1.012766 0.821241 0.436848 0.049 Uiso 1 1 calc R U . . .
C55 C 1.1508(2) 0.7504(2) 0.48700(11) 0.0471(6) Uani 1 1 d . . . . .
H55 H 1.228027 0.789949 0.475192 0.057 Uiso 1 1 calc R U . . .
C56 C 1.1631(2) 0.6725(2) 0.52803(11) 0.0483(6) Uani 1 1 d . . . . .
H56 H 1.248689 0.661275 0.544473 0.058 Uiso 1 1 calc R U . . .
C57 C 1.0492(2) 0.6113(2) 0.54468(9) 0.0385(5) Uani 1 1 d . . . . .
H57 H 1.059149 0.558584 0.571882 0.046 Uiso 1 1 calc R U . . .
C58 C 0.66464(19) 0.58355(16) 0.52811(7) 0.0253(4) Uani 1 1 d . . . . .
C59 C 0.6242(2) 0.69959(17) 0.54510(8) 0.0298(4) Uani 1 1 d . . . . .
C60 C 0.5969(2) 0.7941(2) 0.55700(9) 0.0428(5) Uani 1 1 d . . . . .
H60 H 0.575451 0.868596 0.566377 0.051 Uiso 1 1 calc R U . . .
C61 C 0.5868(2) 0.49493(17) 0.56218(7) 0.0270(4) Uani 1 1 d . . . . .
C62 C 0.3690(2) 0.4238(2) 0.58587(9) 0.0385(5) Uani 1 1 d . . . . .
H62A H 0.273359 0.431003 0.575604 0.058 Uiso 1 1 calc R U . . .
H62B H 0.378904 0.438447 0.623016 0.058 Uiso 1 1 calc R U . . .
H62C H 0.400444 0.347977 0.578333 0.058 Uiso 1 1 calc R U . . .
C63 C 0.6213(2) 0.56553(17) 0.46998(7) 0.0283(4) Uani 1 1 d . . . . .
C64 C 0.7030(2) 0.5014(2) 0.43642(8) 0.0387(5) Uani 1 1 d . . . . .
H64 H 0.784557 0.467873 0.448649 0.046 Uiso 1 1 calc R U . . .
C65 C 0.6600(3) 0.4883(2) 0.38363(9) 0.0558(8) Uani 1 1 d . . . . .
H65 H 0.715125 0.447704 0.360363 0.067 Uiso 1 1 calc R U . . .
C66 C 0.5368(3) 0.5348(3) 0.36590(9) 0.0602(8) Uani 1 1 d . . . . .
H66 H 0.508881 0.524552 0.330950 0.072 Uiso 1 1 calc R U . . .
C67 C 0.4554(3) 0.5960(2) 0.39953(9) 0.0526(7) Uani 1 1 d . . . . .
H67 H 0.371399 0.625913 0.387654 0.063 Uiso 1 1 calc R U . . .
C68 C 0.4984(2) 0.6133(2) 0.45117(8) 0.0381(5) Uani 1 1 d . . . . .
H68 H 0.444564 0.657231 0.473565 0.046 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C10 O1 C11 114.64(15) . . ?
C7 N1 H1 112.5(16) . . ?
C12 N1 H1 120.9(17) . . ?
C12 N1 C7 124.86(15) . . ?
C2 C1 C6 119.61(17) . . ?
C2 C1 C7 119.56(16) . . ?
C6 C1 C7 120.75(16) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.91(19) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.93(19) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.3(2) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.9(2) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
N1 C7 C1 112.60(14) . . ?
N1 C7 C8 112.21(15) . . ?
N1 C7 C10 105.02(14) . . ?
C1 C7 C10 107.00(14) . . ?
C8 C7 C1 111.30(14) . . ?
C8 C7 C10 108.29(14) . . ?
C9 C8 C7 177.0(2) . . ?
C8 C9 H9 180.0 . . ?
O1 C10 C7 111.67(14) . . ?
O2 C10 O1 124.80(17) . . ?
O2 C10 C7 123.51(16) . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 C13 118.12(16) . . ?
N1 C12 C17 123.24(16) . . ?
C17 C12 C13 118.63(17) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.57(18) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.72(19) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.79(18) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.22(19) . . ?
C17 C16 H16 119.4 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.08(18) . . ?
C16 C17 H17 120.0 . . ?
C25 O4 C26 117.18(16) . . ?
C18 N2 H2A 116(2) . . ?
C18 N2 C24 123.18(18) . . ?
C24 N2 H2A 116(2) . . ?
N2 C18 C23 118.1(2) . . ?
C19 C18 N2 123.25(19) . . ?
C19 C18 C23 118.6(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.2(3) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 120.5 . . ?
C22 C21 C20 119.0(3) . . ?
C22 C21 H21 120.5 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 120.9(2) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 H23 119.9 . . ?
C22 C23 C18 120.2(3) . . ?
C22 C23 H23 119.9 . . ?
N2 C24 C25 106.05(16) . . ?
N2 C24 C27 112.55(17) . . ?
N2 C24 C29 111.15(17) . . ?
C27 C24 C25 104.15(17) . . ?
C27 C24 C29 112.60(16) . . ?
C29 C24 C25 109.88(16) . . ?
O3 C25 O4 125.5(2) . . ?
O3 C25 C24 123.2(2) . . ?
O4 C25 C24 111.17(16) . . ?
O4 C26 H26A 109.5 . . ?
O4 C26 H26B 109.5 . . ?
O4 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C24 176.2(2) . . ?
C27 C28 H28 180.0 . . ?
C30 C29 C24 121.26(19) . . ?
C34 C29 C24 119.05(18) . . ?
C34 C29 C30 119.69(18) . . ?
C29 C30 H30 120.1 . . ?
C29 C30 C31 119.9(2) . . ?
C31 C30 H30 120.1 . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.4(2) . . ?
C32 C31 H31 119.8 . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.2(2) . . ?
C33 C32 H32 119.9 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.3(3) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 C33 119.5(2) . . ?
C29 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C44 O6 C45 116.72(18) . . ?
C35 N3 H3A 116(2) . . ?
C35 N3 C41 124.98(17) . . ?
C41 N3 H3A 116(2) . . ?
N3 C35 C40 123.08(18) . . ?
C36 C35 N3 118.23(17) . . ?
C36 C35 C40 118.69(19) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 C35 120.6(2) . . ?
C37 C36 H36 119.7 . . ?
C36 C37 H37 119.6 . . ?
C38 C37 C36 120.7(2) . . ?
C38 C37 H37 119.6 . . ?
C37 C38 H38 120.6 . . ?
C39 C38 C37 118.8(2) . . ?
C39 C38 H38 120.6 . . ?
C38 C39 H39 119.3 . . ?
C38 C39 C40 121.4(2) . . ?
C40 C39 H39 119.3 . . ?
C35 C40 H40 120.2 . . ?
C39 C40 C35 119.7(2) . . ?
C39 C40 H40 120.2 . . ?
N3 C41 C42 111.65(17) . . ?
N3 C41 C44 105.79(15) . . ?
N3 C41 C46 112.57(16) . . ?
C42 C41 C44 107.92(17) . . ?
C42 C41 C46 111.58(16) . . ?
C46 C41 C44 106.94(15) . . ?
C43 C42 C41 178.8(2) . . ?
C42 C43 H43 180.0 . . ?
O5 C44 O6 125.1(2) . . ?
O5 C44 C41 123.46(19) . . ?
O6 C44 C41 111.39(17) . . ?
O6 C45 H45A 109.5 . . ?
O6 C45 H45B 109.5 . . ?
O6 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C41 119.48(18) . . ?
C47 C46 C51 119.39(18) . . ?
C51 C46 C41 121.07(18) . . ?
C46 C47 H47 119.9 . . ?
C46 C47 C48 120.2(2) . . ?
C48 C47 H47 119.9 . . ?
C47 C48 H48 119.9 . . ?
C49 C48 C47 120.3(2) . . ?
C49 C48 H48 119.9 . . ?
C48 C49 H49 120.2 . . ?
C50 C49 C48 119.6(2) . . ?
C50 C49 H49 120.2 . . ?
C49 C50 H50 119.7 . . ?
C49 C50 C51 120.5(2) . . ?
C51 C50 H50 119.7 . . ?
C46 C51 H51 120.0 . . ?
C50 C51 C46 120.0(2) . . ?
C50 C51 H51 120.0 . . ?
C61 O8 C62 115.76(16) . . ?
C52 N4 H4A 119.2(17) . . ?
C52 N4 C58 125.36(17) . . ?
C58 N4 H4A 112.0(16) . . ?
N4 C52 C57 117.81(19) . . ?
C53 C52 N4 123.32(18) . . ?
C53 C52 C57 118.85(19) . . ?
C52 C53 H53 120.0 . . ?
C54 C53 C52 120.0(2) . . ?
C54 C53 H53 120.0 . . ?
C53 C54 H54 119.5 . . ?
C55 C54 C53 121.1(2) . . ?
C55 C54 H54 119.5 . . ?
C54 C55 H55 120.5 . . ?
C54 C55 C56 118.9(2) . . ?
C56 C55 H55 120.5 . . ?
C55 C56 H56 119.7 . . ?
C57 C56 C55 120.6(2) . . ?
C57 C56 H56 119.7 . . ?
C52 C57 H57 119.8 . . ?
C56 C57 C52 120.5(2) . . ?
C56 C57 H57 119.8 . . ?
N4 C58 C59 112.19(17) . . ?
N4 C58 C61 104.66(15) . . ?
N4 C58 C63 113.11(15) . . ?
C59 C58 C61 108.93(15) . . ?
C59 C58 C63 109.53(16) . . ?
C63 C58 C61 108.16(15) . . ?
C60 C59 C58 176.7(2) . . ?
C59 C60 H60 180.0 . . ?
O7 C61 O8 124.90(18) . . ?
O7 C61 C58 123.54(18) . . ?
O8 C61 C58 111.54(15) . . ?
O8 C62 H62A 109.5 . . ?
O8 C62 H62B 109.5 . . ?
O8 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C64 C63 C58 120.69(19) . . ?
C64 C63 C68 119.80(19) . . ?
C68 C63 C58 119.51(18) . . ?
C63 C64 H64 120.7 . . ?
C63 C64 C65 118.6(2) . . ?
C65 C64 H64 120.7 . . ?
C64 C65 H65 119.6 . . ?
C66 C65 C64 120.7(2) . . ?
C66 C65 H65 119.6 . . ?
C65 C66 H66 119.8 . . ?
C67 C66 C65 120.3(2) . . ?
C67 C66 H66 119.8 . . ?
C66 C67 H67 120.1 . . ?
C66 C67 C68 119.8(3) . . ?
C68 C67 H67 120.1 . . ?
C63 C68 H68 119.7 . . ?
C67 C68 C63 120.7(2) . . ?
C67 C68 H68 119.7 . . ?
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 C10 1.324(2) . ?
O1 C11 1.450(2) . ?
O2 C10 1.198(2) . ?
N1 H1 0.85(3) . ?
N1 C7 1.445(2) . ?
N1 C12 1.387(2) . ?
C1 C2 1.392(3) . ?
C1 C6 1.392(3) . ?
C1 C7 1.545(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.394(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.393(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.478(3) . ?
C7 C10 1.552(2) . ?
C8 C9 1.183(3) . ?
C9 H9 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.399(3) . ?
C12 C17 1.397(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(3) . ?
C17 H17 0.9300 . ?
O3 C25 1.206(2) . ?
O4 C25 1.322(3) . ?
O4 C26 1.450(3) . ?
N2 H2A 0.82(3) . ?
N2 C18 1.392(3) . ?
N2 C24 1.446(3) . ?
C18 C19 1.391(3) . ?
C18 C23 1.404(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.385(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.383(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.377(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.387(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.543(3) . ?
C24 C27 1.481(3) . ?
C24 C29 1.541(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.183(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.389(3) . ?
C29 C34 1.386(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.391(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.367(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.376(4) . ?
C33 H33 0.9300 . ?
C33 C34 1.397(3) . ?
C34 H34 0.9300 . ?
O5 C44 1.192(3) . ?
O6 C44 1.316(3) . ?
O6 C45 1.448(3) . ?
N3 H3A 0.82(3) . ?
N3 C35 1.391(3) . ?
N3 C41 1.446(3) . ?
C35 C36 1.391(3) . ?
C35 C40 1.395(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.383(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.380(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.376(3) . ?
C39 H39 0.9300 . ?
C39 C40 1.389(3) . ?
C40 H40 0.9300 . ?
C41 C42 1.485(3) . ?
C41 C44 1.548(3) . ?
C41 C46 1.546(3) . ?
C42 C43 1.183(3) . ?
C43 H43 0.9300 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 C47 1.385(3) . ?
C46 C51 1.393(3) . ?
C47 H47 0.9300 . ?
C47 C48 1.392(3) . ?
C48 H48 0.9300 . ?
C48 C49 1.381(4) . ?
C49 H49 0.9300 . ?
C49 C50 1.380(3) . ?
C50 H50 0.9300 . ?
C50 C51 1.388(3) . ?
C51 H51 0.9300 . ?
O7 C61 1.199(2) . ?
O8 C61 1.322(2) . ?
O8 C62 1.448(2) . ?
N4 H4A 0.85(3) . ?
N4 C52 1.395(3) . ?
N4 C58 1.445(2) . ?
C52 C53 1.394(3) . ?
C52 C57 1.396(3) . ?
C53 H53 0.9300 . ?
C53 C54 1.388(3) . ?
C54 H54 0.9300 . ?
C54 C55 1.382(3) . ?
C55 H55 0.9300 . ?
C55 C56 1.389(3) . ?
C56 H56 0.9300 . ?
C56 C57 1.383(3) . ?
C57 H57 0.9300 . ?
C58 C59 1.483(3) . ?
C58 C61 1.551(3) . ?
C58 C63 1.540(2) . ?
C59 C60 1.181(3) . ?
C60 H60 0.9300 . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C63 C64 1.388(3) . ?
C63 C68 1.392(3) . ?
C64 H64 0.9300 . ?
C64 C65 1.404(3) . ?
C65 H65 0.9300 . ?
C65 C66 1.378(4) . ?
C66 H66 0.9300 . ?
C66 C67 1.370(4) . ?
C67 H67 0.9300 . ?
C67 C68 1.382(3) . ?
C68 H68 0.9300 . ?
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
N1 C7 C10 O1 175.60(15) . . . . ?
N1 C7 C10 O2 -6.2(2) . . . . ?
N1 C12 C13 C14 178.34(18) . . . . ?
N1 C12 C17 C16 -178.00(17) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C1 C7 C10 O1 -64.53(18) . . . . ?
C1 C7 C10 O2 113.63(19) . . . . ?
C2 C1 C6 C5 1.3(3) . . . . ?
C2 C1 C7 N1 21.7(2) . . . . ?
C2 C1 C7 C8 148.68(17) . . . . ?
C2 C1 C7 C10 -93.20(19) . . . . ?
C2 C3 C4 C5 1.4(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
C6 C1 C7 N1 -161.52(17) . . . . ?
C6 C1 C7 C8 -34.5(2) . . . . ?
C6 C1 C7 C10 83.6(2) . . . . ?
C7 N1 C12 C13 174.45(17) . . . . ?
C7 N1 C12 C17 -7.0(3) . . . . ?
C7 C1 C2 C3 176.64(17) . . . . ?
C7 C1 C6 C5 -175.50(18) . . . . ?
C8 C7 C10 O1 55.54(19) . . . . ?
C8 C7 C10 O2 -126.30(19) . . . . ?
C11 O1 C10 O2 1.3(3) . . . . ?
C11 O1 C10 C7 179.43(15) . . . . ?
C12 N1 C7 C1 66.6(2) . . . . ?
C12 N1 C7 C8 -59.9(2) . . . . ?
C12 N1 C7 C10 -177.29(16) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
C13 C12 C17 C16 0.5(3) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?
C15 C16 C17 C12 -0.4(3) . . . . ?
C17 C12 C13 C14 -0.3(3) . . . . ?
N2 C18 C19 C20 178.9(2) . . . . ?
N2 C18 C23 C22 -179.3(2) . . . . ?
N2 C24 C25 O3 10.2(3) . . . . ?
N2 C24 C25 O4 -173.23(17) . . . . ?
N2 C24 C29 C30 -142.4(2) . . . . ?
N2 C24 C29 C34 37.8(3) . . . . ?
C18 N2 C24 C25 -165.80(18) . . . . ?
C18 N2 C24 C27 -52.5(2) . . . . ?
C18 N2 C24 C29 74.8(2) . . . . ?
C18 C19 C20 C21 1.0(3) . . . . ?
C19 C18 C23 C22 0.8(3) . . . . ?
C19 C20 C21 C22 -0.3(4) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C21 C22 C23 C18 -0.2(4) . . . . ?
C23 C18 C19 C20 -1.2(3) . . . . ?
C24 N2 C18 C19 -13.3(3) . . . . ?
C24 N2 C18 C23 166.80(19) . . . . ?
C24 C29 C30 C31 179.66(19) . . . . ?
C24 C29 C34 C33 179.8(2) . . . . ?
C25 C24 C29 C30 100.6(2) . . . . ?
C25 C24 C29 C34 -79.3(2) . . . . ?
C26 O4 C25 O3 6.1(3) . . . . ?
C26 O4 C25 C24 -170.42(17) . . . . ?
C27 C24 C25 O3 -108.8(2) . . . . ?
C27 C24 C25 O4 67.8(2) . . . . ?
C27 C24 C29 C30 -15.0(3) . . . . ?
C27 C24 C29 C34 165.1(2) . . . . ?
C29 C24 C25 O3 130.4(2) . . . . ?
C29 C24 C25 O4 -53.0(2) . . . . ?
C29 C30 C31 C32 0.8(3) . . . . ?
C30 C29 C34 C33 -0.1(3) . . . . ?
C30 C31 C32 C33 -0.5(4) . . . . ?
C31 C32 C33 C34 -0.1(4) . . . . ?
C32 C33 C34 C29 0.3(4) . . . . ?
C34 C29 C30 C31 -0.5(3) . . . . ?
N3 C35 C36 C37 -178.9(2) . . . . ?
N3 C35 C40 C39 179.4(2) . . . . ?
N3 C41 C44 O5 -9.7(3) . . . . ?
N3 C41 C44 O6 171.98(17) . . . . ?
N3 C41 C46 C47 29.9(2) . . . . ?
N3 C41 C46 C51 -152.90(19) . . . . ?
C35 N3 C41 C42 -50.3(3) . . . . ?
C35 N3 C41 C44 -167.46(18) . . . . ?
C35 N3 C41 C46 76.1(2) . . . . ?
C35 C36 C37 C38 -1.0(4) . . . . ?
C36 C35 C40 C39 -1.4(3) . . . . ?
C36 C37 C38 C39 -0.2(4) . . . . ?
C37 C38 C39 C40 0.6(4) . . . . ?
C38 C39 C40 C35 0.2(3) . . . . ?
C40 C35 C36 C37 1.8(3) . . . . ?
C41 N3 C35 C36 162.23(19) . . . . ?
C41 N3 C35 C40 -18.6(3) . . . . ?
C41 C46 C47 C48 178.08(18) . . . . ?
C41 C46 C51 C50 -178.27(19) . . . . ?
C42 C41 C44 O5 -129.4(2) . . . . ?
C42 C41 C44 O6 52.3(2) . . . . ?
C42 C41 C46 C47 156.35(19) . . . . ?
C42 C41 C46 C51 -26.5(3) . . . . ?
C44 C41 C46 C47 -85.9(2) . . . . ?
C44 C41 C46 C51 91.3(2) . . . . ?
C45 O6 C44 O5 2.6(3) . . . . ?
C45 O6 C44 C41 -179.17(17) . . . . ?
C46 C41 C44 O5 110.5(3) . . . . ?
C46 C41 C44 O6 -67.8(2) . . . . ?
C46 C47 C48 C49 -0.2(3) . . . . ?
C47 C46 C51 C50 -1.1(3) . . . . ?
C47 C48 C49 C50 -0.2(4) . . . . ?
C48 C49 C50 C51 0.0(4) . . . . ?
C49 C50 C51 C46 0.7(4) . . . . ?
C51 C46 C47 C48 0.8(3) . . . . ?
N4 C52 C53 C54 -176.6(2) . . . . ?
N4 C52 C57 C56 177.6(2) . . . . ?
N4 C58 C61 O7 -1.2(2) . . . . ?
N4 C58 C61 O8 -179.46(16) . . . . ?
N4 C58 C63 C64 18.4(3) . . . . ?
N4 C58 C63 C68 -162.15(18) . . . . ?
C52 N4 C58 C59 -53.8(2) . . . . ?
C52 N4 C58 C61 -171.76(18) . . . . ?
C52 N4 C58 C63 70.7(2) . . . . ?
C52 C53 C54 C55 -0.8(3) . . . . ?
C53 C52 C57 C56 -0.9(3) . . . . ?
C53 C54 C55 C56 -0.9(4) . . . . ?
C54 C55 C56 C57 1.8(4) . . . . ?
C55 C56 C57 C52 -0.9(4) . . . . ?
C57 C52 C53 C54 1.8(3) . . . . ?
C58 N4 C52 C53 -17.6(3) . . . . ?
C58 N4 C52 C57 164.00(19) . . . . ?
C58 C63 C64 C65 -179.40(19) . . . . ?
C58 C63 C68 C67 -178.4(2) . . . . ?
C59 C58 C61 O7 -121.3(2) . . . . ?
C59 C58 C61 O8 60.4(2) . . . . ?
C59 C58 C63 C64 144.39(19) . . . . ?
C59 C58 C63 C68 -36.2(2) . . . . ?
C61 C58 C63 C64 -97.0(2) . . . . ?
C61 C58 C63 C68 82.4(2) . . . . ?
C62 O8 C61 O7 0.1(3) . . . . ?
C62 O8 C61 C58 178.37(16) . . . . ?
C63 C58 C61 O7 119.7(2) . . . . ?
C63 C58 C61 O8 -58.6(2) . . . . ?
C63 C64 C65 C66 -2.2(3) . . . . ?
C64 C63 C68 C67 1.0(3) . . . . ?
C64 C65 C66 C67 0.9(4) . . . . ?
C65 C66 C67 C68 1.4(4) . . . . ?
C66 C67 C68 C63 -2.4(4) . . . . ?
C68 C63 C64 C65 1.2(3) . . . . ?
