#------------------------------------------------------------------------------
#$Date: 2025-12-06 23:16:52 +0100 (Sat 06 de Dec de 2025) $
#$Revision: 304091 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/60/1576036.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_1576036
loop_
_publ_author_name
'Zeng, Hongkun'
'Li, Shiyang'
'Ning, Lichao'
'Huang, Tao'
'Feng, Xiaoming'
'Lin, Lili'
_publ_section_title
;
 Sequential oxidative dearomatization/asymmetric homologation: from simple
 naphthols to chiral benzocycloheptanes.
;
_journal_issue                   47
_journal_name_full               'Chemical science'
_journal_page_first              22536
_journal_page_last               22541
_journal_paper_doi               10.1039/d5sc05865a
_journal_volume                  16
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C32 H24 N2 O2'
_chemical_formula_sum            'C32 H24 N2 O2'
_chemical_formula_weight         468.53
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_Hall           'P 4nw 2abw'
_space_group_name_H-M_alt        'P 43 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2025-03-08 deposited with the CCDC.	2025-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.46440(10)
_cell_length_b                   11.46440(10)
_cell_length_c                   37.6131(7)
_cell_measurement_reflns_used    9582
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.07
_cell_measurement_theta_min      4.03
_cell_volume                     4943.58(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX5'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            39667
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.252
_diffrn_reflns_theta_min         4.031
_exptl_absorpt_coefficient_mu    0.622
_exptl_absorpt_correction_T_max  0.9143
_exptl_absorpt_correction_T_min  0.8066
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS 2016/2 (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       cube
_exptl_crystal_F_000             1968
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM, PE'
_exptl_crystal_size_max          0.354
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.234
_refine_diff_density_max         0.130
_refine_diff_density_min         -0.110
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details
; 
 Flack x determined using 1760 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.08(4)
_refine_ls_extinction_coef       0.00163(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         4530
_refine_ls_number_restraints     85
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0252
_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)+(0.0365P)²+0.5007P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0655
_reflns_Friedel_coverage         0.678
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4411
_reflns_number_total             4530
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc05865a2.cif
_cod_data_source_block           xuj025
_cod_depositor_comments          'Adding full bibliography for 1576036.cif.'
_cod_original_cell_volume        4943.58(13)
_cod_database_code               1576036
_shelx_shelxl_version_number     2019/1
_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_min   0.810
_shelx_estimated_absorpt_t_max   0.868
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.33008(10) 0.30395(9) 0.73738(3) 0.0329(2) Uani 1 1 d . . . . .
O2 O 0.33458(11) 0.46707(10) 0.70443(3) 0.0434(3) Uani 1 1 d . . . . .
N1 N 0.47837(11) 0.04102(10) 0.68476(3) 0.0279(3) Uani 1 1 d . . . . .
N2 N 0.23565(11) 0.07633(11) 0.68254(3) 0.0310(3) Uani 1 1 d . . . . .
C1 C 0.38548(17) 0.36556(18) 0.76619(4) 0.0468(4) Uani 1 1 d . . . . .
H1A H 0.370323 0.324581 0.788586 0.070 Uiso 1 1 calc R U . . .
H1B H 0.354031 0.444906 0.767596 0.070 Uiso 1 1 calc R U . . .
H1C H 0.469772 0.369071 0.761986 0.070 Uiso 1 1 calc R U . . .
C2 C 0.31434(13) 0.36531(12) 0.70753(4) 0.0291(3) Uani 1 1 d . . . . .
C3 C 0.26065(13) 0.28722(12) 0.67867(4) 0.0286(3) Uani 1 1 d . . . . .
C4 C 0.29381(15) 0.33051(14) 0.64187(4) 0.0359(3) Uani 1 1 d . . . . .
H4 H 0.233090 0.344600 0.625232 0.043 Uiso 1 1 calc R U . . .
C5 C 0.40293(16) 0.34973(14) 0.63169(4) 0.0397(4) Uani 1 1 d . . . . .
H5 H 0.414469 0.375777 0.607974 0.048 Uiso 1 1 calc R U . . .
C6 C 0.50724(15) 0.33444(13) 0.65371(4) 0.0352(3) Uani 1 1 d . . . . .
C7 C 0.60107(17) 0.41149(15) 0.64931(5) 0.0467(4) Uani 1 1 d . . . . .
H7 H 0.595718 0.471457 0.631954 0.056 Uiso 1 1 calc R U . . .
C8 C 0.70087(17) 0.40243(16) 0.66953(5) 0.0520(5) Uani 1 1 d . . . . .
H8 H 0.763350 0.455582 0.665952 0.062 Uiso 1 1 calc R U . . .
C9 C 0.71020(16) 0.31575(16) 0.69510(5) 0.0463(4) Uani 1 1 d . . . . .
H9 H 0.777852 0.310935 0.709611 0.056 Uiso 1 1 calc R U . . .
C10 C 0.62042(14) 0.23637(14) 0.69935(4) 0.0358(3) Uani 1 1 d . . . . .
H10 H 0.627517 0.176356 0.716627 0.043 Uiso 1 1 calc R U . . .
C11 C 0.51916(13) 0.24304(12) 0.67857(4) 0.0301(3) Uani 1 1 d . . . . .
C12 C 0.43345(12) 0.14638(12) 0.68159(3) 0.0264(3) Uani 1 1 d . . . . .
C13 C 0.30914(13) 0.16363(12) 0.68124(3) 0.0273(3) Uani 1 1 d . . . . .
C21 C 0.40305(13) -0.05116(13) 0.68627(4) 0.0292(3) Uani 1 1 d . . . . .
C22 C 0.44768(15) -0.16557(14) 0.68894(4) 0.0387(4) Uani 1 1 d . . . . .
H22 H 0.529482 -0.178041 0.690280 0.046 Uiso 1 1 calc R U . . .
C23 C 0.37285(17) -0.25834(15) 0.68960(5) 0.0477(4) Uani 1 1 d . . . . .
H23 H 0.403042 -0.335357 0.691098 0.057 Uiso 1 1 calc R U . . .
C24 C 0.25138(17) -0.24076(15) 0.68808(5) 0.0491(4) Uani 1 1 d . . . . .
H24 H 0.200481 -0.306091 0.688910 0.059 Uiso 1 1 calc R U . . .
C25 C 0.20580(15) -0.13110(15) 0.68543(5) 0.0425(4) Uani 1 1 d . . . . .
H25 H 0.123741 -0.120354 0.684168 0.051 Uiso 1 1 calc R U . . .
C26 C 0.28129(13) -0.03354(13) 0.68458(4) 0.0310(3) Uani 1 1 d . . . . .
C31 C 0.12647(13) 0.28574(13) 0.68473(4) 0.0324(3) Uani 1 1 d . . . . .
H31A H 0.090085 0.239713 0.665420 0.039 Uiso 1 1 calc R U . . .
H31B H 0.110430 0.244717 0.707371 0.039 Uiso 1 1 calc R U . . .
C32 C 0.06811(12) 0.40373(13) 0.68605(4) 0.0300(3) Uani 1 1 d . . . . .
C33 C 0.04185(13) 0.46542(14) 0.65520(4) 0.0334(3) Uani 1 1 d . . . . .
H33 H 0.061177 0.432765 0.632748 0.040 Uiso 1 1 calc R U . . .
C34 C -0.01169(13) 0.57305(14) 0.65661(4) 0.0332(3) Uani 1 1 d . . . . .
H34 H -0.026144 0.614069 0.635113 0.040 Uiso 1 1 calc R U . . .
C35 C -0.04514(12) 0.62318(13) 0.68885(4) 0.0310(3) Uani 1 1 d D . . . .
C36 C -0.02096(14) 0.55990(15) 0.71977(4) 0.0358(3) Uani 1 1 d . . . . .
H36 H -0.043553 0.590757 0.742178 0.043 Uiso 1 1 calc R U . . .
C37 C 0.03522(14) 0.45324(15) 0.71835(4) 0.0351(3) Uani 1 1 d . . . . .
H37 H 0.051709 0.412934 0.739836 0.042 Uiso 1 1 calc R U . . .
C41X C -0.1039(6) 0.7366(5) 0.68861(17) 0.0347(12) Uani 0.77(2) 1 d D . P A 1
C42X C -0.1751(6) 0.7699(6) 0.66006(16) 0.0437(10) Uani 0.77(2) 1 d D . P A 1
H42A H -0.184753 0.718193 0.640549 0.052 Uiso 0.77(2) 1 calc R U P A 1
C43X C -0.2315(4) 0.8767(6) 0.65972(17) 0.0546(12) Uani 0.77(2) 1 d D . P A 1
H43A H -0.278576 0.897815 0.639957 0.065 Uiso 0.77(2) 1 calc R U P A 1
C44X C -0.2196(5) 0.9530(4) 0.68812(18) 0.0566(14) Uani 0.77(2) 1 d D . P A 1
H44A H -0.258228 1.026316 0.687876 0.068 Uiso 0.77(2) 1 calc R U P A 1
C45X C -0.1511(6) 0.9215(4) 0.71672(15) 0.0531(13) Uani 0.77(2) 1 d D . P A 1
H45A H -0.143087 0.973216 0.736315 0.064 Uiso 0.77(2) 1 calc R U P A 1
C46X C -0.0938(6) 0.8148(5) 0.71706(16) 0.0407(11) Uani 0.77(2) 1 d D . P A 1
H46A H -0.046849 0.794389 0.736934 0.049 Uiso 0.77(2) 1 calc R U P A 1
C41Y C -0.101(2) 0.7455(16) 0.6948(8) 0.046(5) Uani 0.23(2) 1 d D . P A 2
C42Y C -0.173(2) 0.7914(19) 0.6688(8) 0.055(5) Uani 0.23(2) 1 d D . P A 2
H42B H -0.191192 0.747633 0.648116 0.066 Uiso 0.23(2) 1 calc R U P A 2
C43Y C -0.217(2) 0.9037(17) 0.6737(10) 0.073(6) Uani 0.23(2) 1 d D . P A 2
H43B H -0.271447 0.935500 0.657304 0.087 Uiso 0.23(2) 1 calc R U P A 2
C44Y C -0.182(3) 0.9666(18) 0.7023(9) 0.080(5) Uani 0.23(2) 1 d D . P A 2
H44B H -0.206716 1.045362 0.704376 0.095 Uiso 0.23(2) 1 calc R U P A 2
C45Y C -0.111(3) 0.9206(17) 0.7283(9) 0.077(5) Uani 0.23(2) 1 d D . P A 2
H45B H -0.093521 0.965492 0.748824 0.092 Uiso 0.23(2) 1 calc R U P A 2
C46Y C -0.066(3) 0.8086(19) 0.7248(8) 0.057(5) Uani 0.23(2) 1 d D . P A 2
H46B H -0.013941 0.776692 0.741919 0.069 Uiso 0.23(2) 1 calc R U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 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
C2 O1 C1 115.67(13) . . ?
C12 N1 C21 117.75(13) . . ?
C13 N2 C26 117.42(13) . . ?
O2 C2 O1 124.69(14) . . ?
O2 C2 C3 125.31(14) . . ?
O1 C2 C3 109.93(12) . . ?
C4 C3 C13 105.67(11) . . ?
C4 C3 C2 110.69(12) . . ?
C13 C3 C2 110.53(11) . . ?
C4 C3 C31 112.63(13) . . ?
C13 C3 C31 109.94(12) . . ?
C2 C3 C31 107.41(11) . . ?
C5 C4 C3 123.60(15) . . ?
C4 C5 C6 125.92(14) . . ?
C7 C6 C11 118.16(17) . . ?
C7 C6 C5 118.96(16) . . ?
C11 C6 C5 122.85(14) . . ?
C8 C7 C6 121.64(17) . . ?
C7 C8 C9 120.05(16) . . ?
C10 C9 C8 119.61(18) . . ?
C9 C10 C11 121.08(16) . . ?
C10 C11 C6 119.35(14) . . ?
C10 C11 C12 117.69(13) . . ?
C6 C11 C12 122.72(14) . . ?
N1 C12 C13 120.91(13) . . ?
N1 C12 C11 115.59(13) . . ?
C13 C12 C11 123.50(13) . . ?
N2 C13 C12 122.14(14) . . ?
N2 C13 C3 118.56(13) . . ?
C12 C13 C3 119.29(12) . . ?
N1 C21 C22 119.52(14) . . ?
N1 C21 C26 120.83(14) . . ?
C22 C21 C26 119.64(14) . . ?
C23 C22 C21 119.80(16) . . ?
C22 C23 C24 120.57(17) . . ?
C25 C24 C23 120.89(15) . . ?
C24 C25 C26 119.71(16) . . ?
N2 C26 C21 120.87(13) . . ?
N2 C26 C25 119.73(15) . . ?
C21 C26 C25 119.39(15) . . ?
C32 C31 C3 115.68(12) . . ?
C33 C32 C37 117.48(14) . . ?
C33 C32 C31 121.57(13) . . ?
C37 C32 C31 120.92(13) . . ?
C34 C33 C32 121.25(13) . . ?
C33 C34 C35 121.61(13) . . ?
C34 C35 C36 117.03(14) . . ?
C34 C35 C41X 119.1(3) . . ?
C36 C35 C41X 123.9(3) . . ?
C34 C35 C41Y 127.4(11) . . ?
C36 C35 C41Y 115.5(11) . . ?
C37 C36 C35 121.25(13) . . ?
C36 C37 C32 121.34(13) . . ?
C46X C41X C42X 117.4(4) . . ?
C46X C41X C35 121.7(5) . . ?
C42X C41X C35 120.9(4) . . ?
C43X C42X C41X 121.3(4) . . ?
C42X C43X C44X 120.3(4) . . ?
C45X C44X C43X 119.4(3) . . ?
C44X C45X C46X 120.4(3) . . ?
C45X C46X C41X 121.1(4) . . ?
C42Y C41Y C46Y 123.0(14) . . ?
C42Y C41Y C35 119.1(16) . . ?
C46Y C41Y C35 117.6(15) . . ?
C41Y C42Y C43Y 118.3(15) . . ?
C44Y C43Y C42Y 119.1(15) . . ?
C43Y C44Y C45Y 122.4(15) . . ?
C44Y C45Y C46Y 120.5(17) . . ?
C45Y C46Y C41Y 116.5(15) . . ?
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 C2 1.3372(18) . ?
O1 C1 1.4411(19) . ?
O2 C2 1.1952(19) . ?
N1 C12 1.3185(19) . ?
N1 C21 1.3659(19) . ?
N2 C13 1.3091(19) . ?
N2 C26 1.366(2) . ?
C2 C3 1.536(2) . ?
C3 C4 1.5187(19) . ?
C3 C13 1.5251(19) . ?
C3 C31 1.555(2) . ?
C4 C5 1.327(2) . ?
C5 C6 1.465(3) . ?
C6 C7 1.402(2) . ?
C6 C11 1.411(2) . ?
C7 C8 1.378(3) . ?
C8 C9 1.387(3) . ?
C9 C10 1.383(2) . ?
C10 C11 1.401(2) . ?
C11 C12 1.4854(19) . ?
C12 C13 1.439(2) . ?
C21 C22 1.411(2) . ?
C21 C26 1.412(2) . ?
C22 C23 1.367(2) . ?
C23 C24 1.408(3) . ?
C24 C25 1.365(3) . ?
C25 C26 1.415(2) . ?
C31 C32 1.510(2) . ?
C32 C33 1.392(2) . ?
C32 C37 1.393(2) . ?
C33 C34 1.379(2) . ?
C34 C35 1.396(2) . ?
C35 C36 1.399(2) . ?
C35 C41X 1.465(6) . ?
C35 C41Y 1.557(16) . ?
C36 C37 1.383(2) . ?
C41X C46X 1.400(5) . ?
C41X C42X 1.401(5) . ?
C42X C43X 1.385(5) . ?
C43X C44X 1.387(6) . ?
C44X C45X 1.380(6) . ?
C45X C46X 1.390(5) . ?
C41Y C42Y 1.381(17) . ?
C41Y C46Y 1.401(18) . ?
C42Y C43Y 1.398(17) . ?
C43Y C44Y 1.355(19) . ?
C44Y C45Y 1.375(18) . ?
C45Y C46Y 1.391(18) . ?
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
C1 O1 C2 O2 -5.9(2) . . . . ?
C1 O1 C2 C3 177.05(13) . . . . ?
O2 C2 C3 C4 30.1(2) . . . . ?
O1 C2 C3 C4 -152.90(13) . . . . ?
O2 C2 C3 C13 146.82(15) . . . . ?
O1 C2 C3 C13 -36.17(15) . . . . ?
O2 C2 C3 C31 -93.24(17) . . . . ?
O1 C2 C3 C31 83.77(14) . . . . ?
C13 C3 C4 C5 -66.44(19) . . . . ?
C2 C3 C4 C5 53.2(2) . . . . ?
C31 C3 C4 C5 173.51(16) . . . . ?
C3 C4 C5 C6 -0.8(3) . . . . ?
C4 C5 C6 C7 -144.70(17) . . . . ?
C4 C5 C6 C11 37.2(2) . . . . ?
C11 C6 C7 C8 -2.7(2) . . . . ?
C5 C6 C7 C8 179.18(15) . . . . ?
C6 C7 C8 C9 -0.3(3) . . . . ?
C7 C8 C9 C10 2.1(3) . . . . ?
C8 C9 C10 C11 -1.0(2) . . . . ?
C9 C10 C11 C6 -2.0(2) . . . . ?
C9 C10 C11 C12 172.60(14) . . . . ?
C7 C6 C11 C10 3.7(2) . . . . ?
C5 C6 C11 C10 -178.20(14) . . . . ?
C7 C6 C11 C12 -170.58(14) . . . . ?
C5 C6 C11 C12 7.5(2) . . . . ?
C21 N1 C12 C13 2.54(18) . . . . ?
C21 N1 C12 C11 -177.58(12) . . . . ?
C10 C11 C12 N1 -38.54(17) . . . . ?
C6 C11 C12 N1 135.86(13) . . . . ?
C10 C11 C12 C13 141.34(14) . . . . ?
C6 C11 C12 C13 -44.27(19) . . . . ?
C26 N2 C13 C12 0.58(19) . . . . ?
C26 N2 C13 C3 179.56(11) . . . . ?
N1 C12 C13 N2 -2.9(2) . . . . ?
C11 C12 C13 N2 177.24(13) . . . . ?
N1 C12 C13 C3 178.14(11) . . . . ?
C11 C12 C13 C3 -1.73(19) . . . . ?
C4 C3 C13 N2 -111.92(14) . . . . ?
C2 C3 C13 N2 128.29(13) . . . . ?
C31 C3 C13 N2 9.88(17) . . . . ?
C4 C3 C13 C12 67.09(16) . . . . ?
C2 C3 C13 C12 -52.71(15) . . . . ?
C31 C3 C13 C12 -171.11(11) . . . . ?
C12 N1 C21 C22 178.74(13) . . . . ?
C12 N1 C21 C26 -0.19(19) . . . . ?
N1 C21 C22 C23 -178.43(15) . . . . ?
C26 C21 C22 C23 0.5(2) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 0.9(3) . . . . ?
C23 C24 C25 C26 -0.7(3) . . . . ?
C13 N2 C26 C21 1.8(2) . . . . ?
C13 N2 C26 C25 -178.92(14) . . . . ?
N1 C21 C26 N2 -2.1(2) . . . . ?
C22 C21 C26 N2 178.99(13) . . . . ?
N1 C21 C26 C25 178.62(13) . . . . ?
C22 C21 C26 C25 -0.3(2) . . . . ?
C24 C25 C26 N2 -178.91(16) . . . . ?
C24 C25 C26 C21 0.4(2) . . . . ?
C4 C3 C31 C32 -67.48(16) . . . . ?
C13 C3 C31 C32 174.96(11) . . . . ?
C2 C3 C31 C32 54.65(16) . . . . ?
C3 C31 C32 C33 79.44(18) . . . . ?
C3 C31 C32 C37 -102.59(16) . . . . ?
C37 C32 C33 C34 1.8(2) . . . . ?
C31 C32 C33 C34 179.87(14) . . . . ?
C32 C33 C34 C35 -2.0(2) . . . . ?
C33 C34 C35 C36 0.6(2) . . . . ?
C33 C34 C35 C41X -178.7(3) . . . . ?
C33 C34 C35 C41Y 177.0(14) . . . . ?
C34 C35 C36 C37 1.0(2) . . . . ?
C41X C35 C36 C37 -179.8(3) . . . . ?
C41Y C35 C36 C37 -175.9(12) . . . . ?
C35 C36 C37 C32 -1.1(3) . . . . ?
C33 C32 C37 C36 -0.3(2) . . . . ?
C31 C32 C37 C36 -178.33(15) . . . . ?
C34 C35 C41X C46X -150.8(5) . . . . ?
C36 C35 C41X C46X 29.9(7) . . . . ?
C34 C35 C41X C42X 30.7(7) . . . . ?
C36 C35 C41X C42X -148.5(5) . . . . ?
C46X C41X C42X C43X 1.1(10) . . . . ?
C35 C41X C42X C43X 179.6(6) . . . . ?
C41X C42X C43X C44X -0.7(9) . . . . ?
C42X C43X C44X C45X -0.1(7) . . . . ?
C43X C44X C45X C46X 0.5(7) . . . . ?
C44X C45X C46X C41X -0.1(8) . . . . ?
C42X C41X C46X C45X -0.7(9) . . . . ?
C35 C41X C46X C45X -179.2(6) . . . . ?
C34 C35 C41Y C42Y 32(3) . . . . ?
C36 C35 C41Y C42Y -151.7(18) . . . . ?
C34 C35 C41Y C46Y -141.9(17) . . . . ?
C36 C35 C41Y C46Y 35(2) . . . . ?
C46Y C41Y C42Y C43Y -3(4) . . . . ?
C35 C41Y C42Y C43Y -176.9(19) . . . . ?
C41Y C42Y C43Y C44Y 5(3) . . . . ?
C42Y C43Y C44Y C45Y -6(3) . . . . ?
C43Y C44Y C45Y C46Y 5(3) . . . . ?
C44Y C45Y C46Y C41Y -3(3) . . . . ?
C42Y C41Y C46Y C45Y 3(4) . . . . ?
C35 C41Y C46Y C45Y 176(2) . . . . ?
