#------------------------------------------------------------------------------
#$Date: 2025-03-04 20:46:55 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298067 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/42/7134226.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_7134226
loop_
_publ_author_name
'Huang, Xuelian'
'Yang, Gaosheng'
'Chai, Zhuo'
_publ_section_title
;
 Diastereoselective synthesis of benzazocines by
 Zn(OTf)₂-catalyzed (4+4) cyclocondensation of multisubstituted
 donor-acceptor cyclopropanes with anthranils.
;
_journal_issue                   18
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3704
_journal_page_last               3707
_journal_paper_doi               10.1039/d4cc06690a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         '0.061(C28 H25 N O4)'
_chemical_formula_sum            'C1.697 H1.515 N0.061 O0.242'
_chemical_formula_weight         26.637
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-03-25
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-11-23 deposited with the CCDC.	2025-02-02 downloaded from the CCDC.
;
_cell_angle_alpha                97.664(5)
_cell_angle_beta                 97.936(5)
_cell_angle_gamma                110.262(4)
_cell_formula_units_Z            33
_cell_length_a                   9.838(4)
_cell_length_b                   11.101(4)
_cell_length_c                   11.425(4)
_cell_measurement_reflns_used    2917
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      2.25
_cell_volume                     1137.1(7)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.9913
_diffrn_measured_fraction_theta_max 0.9546
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.9913
_diffrn_reflns_Laue_measured_fraction_max 0.9546
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9787
_diffrn_reflns_point_group_measured_fraction_full 0.9913
_diffrn_reflns_point_group_measured_fraction_max 0.9546
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.83
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6314
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0697 before and 0.0423 after correction.
The Ratio of minimum to maximum transmission is 0.8468.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_description       block
_exptl_crystal_F_000             464.299
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.2834
_refine_diff_density_min         -0.3145
_refine_diff_density_rms         0.0632
_refine_ls_d_res_high            0.7701
_refine_ls_d_res_low             11.0983
_refine_ls_goodness_of_fit_ref   1.0833
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    46
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4981
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0833
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0552
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0714P)²+0.0269P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1383
_refine_ls_wR_factor_ref         0.1543
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                3074
_reflns_number_total             4981
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4cc06690a2.cif
_cod_data_source_block           230322b_0m_a
_cod_depositor_comments
'Adding full bibliography for 7134221--7134226.cif.'
_cod_original_cell_volume        1137.0(7)
_cod_database_code               7134226
_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.a Ternary CH refined with riding coordinates:
 C9(H9), C7(H7), C12(H12), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b), C27(H27a,H27b)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C14(H14), C21(H21), C3(H3), C4(H4), C18(H18), C15(H15),
 C25(H25), C17(H17), C16(H16), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C28(H28a,H28b,H28c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
O2 O 0.45045(14) 0.00934(12) 0.29322(11) 0.0477(4) Uani 1.000000 .
N1 N 0.66934(16) 0.30251(13) 0.20705(13) 0.0368(4) Uani 1.000000 .
O1 O 0.33732(16) 0.02332(14) 0.44415(13) 0.0625(4) Uani 1.000000 .
O4 O 0.56816(18) 0.27061(16) 0.61902(13) 0.0662(5) Uani 1.000000 .
O3 O 0.40239(19) 0.34762(19) 0.53565(16) 0.0831(6) Uani 1.000000 .
C6 C 0.5339(2) 0.25346(18) 0.12446(16) 0.0388(4) Uani 1.000000 .
C8 C 0.67768(19) 0.19991(17) 0.27544(15) 0.0362(4) Uani 1.000000 .
C9 C 0.66793(19) 0.25645(17) 0.40301(16) 0.0387(4) Uani 1.000000 .
H9 H 0.71458(19) 0.22047(17) 0.46347(16) 0.0464(5) Uiso 1.000000 R
C20 C 0.8204(2) 0.17494(18) 0.27333(16) 0.0401(4) Uani 1.000000 .
C1 C 0.4575(2) 0.12255(18) 0.12113(16) 0.0398(5) Uani 1.000000 .
C7 C 0.5408(2) 0.07467(17) 0.21241(16) 0.0402(5) Uani 1.000000 .
H7 H 0.5757(2) 0.01228(17) 0.16934(16) 0.0483(5) Uiso 1.000000 R
C12 C 0.5047(2) 0.22605(18) 0.40956(17) 0.0419(5) Uani 1.000000 .
H12 H 0.4620(2) 0.26018(18) 0.34519(17) 0.0503(6) Uiso 1.000000 R
C11 C 0.7147(2) 0.43061(17) 0.28879(17) 0.0414(5) Uani 1.000000 .
H11 H 0.6285(2) 0.45573(17) 0.28758(17) 0.0497(6) Uiso 1.000000 R
C13 C 0.4226(2) 0.08005(19) 0.38588(17) 0.0445(5) Uani 1.000000 .
C19 C 0.8369(2) 0.53889(18) 0.25449(19) 0.0454(5) Uani 1.000000 .
C10 C 0.7563(2) 0.40174(18) 0.41364(17) 0.0465(5) Uani 1.000000 .
H10a H 0.7297(2) 0.45390(18) 0.47495(17) 0.0558(6) Uiso 1.000000 R
H10b H 0.8615(2) 0.42050(18) 0.43408(17) 0.0558(6) Uiso 1.000000 R
C5 C 0.4766(2) 0.3222(2) 0.05164(19) 0.0513(5) Uani 1.000000 .
H5 H 0.5271(2) 0.4109(2) 0.05481(19) 0.0615(6) Uiso 1.000000 R
C2 C 0.3223(2) 0.0558(2) 0.04311(18) 0.0514(5) Uani 1.000000 .
H2 H 0.2710(2) -0.0326(2) 0.04080(18) 0.0616(6) Uiso 1.000000 R
C26 C 0.4824(2) 0.2883(2) 0.5272(2) 0.0521(5) Uani 1.000000 .
C14 C 0.8656(2) 0.5305(2) 0.1392(2) 0.0527(5) Uani 1.000000 .
H14 H 0.8102(2) 0.4559(2) 0.0811(2) 0.0633(7) Uiso 1.000000 R
C21 C 0.9173(2) 0.2290(2) 0.2015(2) 0.0619(6) Uani 1.000000 .
H21 H 0.8983(2) 0.2864(2) 0.1553(2) 0.0743(8) Uiso 1.000000 R
C3 C 0.2647(2) 0.1224(3) -0.03104(19) 0.0607(6) Uani 1.000000 .
H3 H 0.1746(2) 0.0786(3) -0.08418(19) 0.0728(7) Uiso 1.000000 R
C4 C 0.3411(2) 0.2538(3) -0.0262(2) 0.0600(6) Uani 1.000000 .
H4 H 0.3010(2) 0.2977(3) -0.0762(2) 0.0720(7) Uiso 1.000000 R
C18 C 0.9219(3) 0.6514(2) 0.3393(2) 0.0661(7) Uani 1.000000 .
H18 H 0.9034(3) 0.6598(2) 0.4171(2) 0.0793(8) Uiso 1.000000 R
C15 C 0.9758(3) 0.6321(2) 0.1092(2) 0.0699(7) Uani 1.000000 .
H15 H 0.9929(3) 0.6260(2) 0.0310(2) 0.0838(8) Uiso 1.000000 R
C25 C 0.8535(3) 0.0915(3) 0.3425(2) 0.0729(7) Uani 1.000000 .
H25 H 0.7894(3) 0.0523(3) 0.3910(2) 0.0875(9) Uiso 1.000000 R
C17 C 1.0336(3) 0.7512(2) 0.3095(3) 0.0833(8) Uani 1.000000 .
H17 H 1.0913(3) 0.8252(2) 0.3675(3) 0.0999(10) Uiso 1.000000 R
C16 C 1.0593(3) 0.7411(2) 0.1949(3) 0.0822(8) Uani 1.000000 .
H16 H 1.1339(3) 0.8087(2) 0.1749(3) 0.0987(10) Uiso 1.000000 R
C22 C 1.0421(3) 0.1999(3) 0.1968(3) 0.0830(8) Uani 1.000000 .
H22 H 1.1042(3) 0.2352(3) 0.1455(3) 0.0996(10) Uiso 1.000000 R
C27 C 0.5672(4) 0.3301(3) 0.7405(2) 0.0891(9) Uani 1.000000 .
H27a H 0.4712(4) 0.3350(3) 0.7436(2) 0.1069(11) Uiso 1.000000 R
H27b H 0.5852(4) 0.2766(3) 0.7968(2) 0.1069(11) Uiso 1.000000 R
C23 C 1.0746(3) 0.1200(3) 0.2667(3) 0.0878(9) Uani 1.000000 .
H23 H 1.1600(3) 0.1021(3) 0.2649(3) 0.1054(11) Uiso 1.000000 R
C24 C 0.9813(4) 0.0662(3) 0.3397(2) 0.0947(10) Uani 1.000000 .
H24 H 1.0037(4) 0.0120(3) 0.3882(2) 0.1137(12) Uiso 1.000000 R
C28 C 0.6826(4) 0.4626(3) 0.7749(3) 0.1100(11) Uani 1.000000 .
H28a H 0.6591(14) 0.5177(7) 0.7240(15) 0.1651(16) Uiso 1.000000 GR
H28b H 0.6875(19) 0.4984(10) 0.8574(7) 0.1651(16) Uiso 1.000000 GR
H28c H 0.7764(6) 0.4581(4) 0.766(2) 0.1651(16) Uiso 1.000000 GR
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C13 O2 C7 120.37(14) . . ?
C8 N1 C6 108.71(14) . . ?
C11 N1 C6 119.85(14) . . ?
C11 N1 C8 110.92(13) . . ?
C27 O4 C26 117.86(19) . . ?
C1 C6 N1 112.02(16) . . ?
C5 C6 N1 127.03(17) . . ?
C5 C6 C1 120.95(18) . . ?
C9 C8 N1 102.93(13) . . ?
C20 C8 N1 112.02(14) . . ?
C20 C8 C9 112.18(15) . . ?
C7 C8 N1 105.22(14) . . ?
C7 C8 C9 113.45(13) . . ?
C7 C8 C20 110.62(14) . . ?
H9 C9 C8 110.82(9) . . ?
C12 C9 C8 109.08(14) . . ?
C12 C9 H9 110.82(10) . . ?
C10 C9 C8 101.68(13) . . ?
C10 C9 H9 110.82(10) . . ?
C10 C9 C12 113.27(15) . . ?
C21 C20 C8 122.45(17) . . ?
C25 C20 C8 119.82(17) . . ?
C25 C20 C21 117.69(19) . . ?
C7 C1 C6 109.85(16) . . ?
C2 C1 C6 120.57(18) . . ?
C2 C1 C7 129.56(17) . . ?
C8 C7 O2 114.93(14) . . ?
C1 C7 O2 112.93(14) . . ?
C1 C7 C8 103.61(14) . . ?
H7 C7 O2 108.37(9) . . ?
H7 C7 C8 108.37(9) . . ?
H7 C7 C1 108.37(9) . . ?
H12 C12 C9 107.70(10) . . ?
C13 C12 C9 109.69(15) . . ?
C13 C12 H12 107.70(10) . . ?
C26 C12 C9 113.74(16) . . ?
C26 C12 H12 107.70(12) . . ?
C26 C12 C13 110.09(15) . . ?
H11 C11 N1 108.42(9) . . ?
C19 C11 N1 113.57(15) . . ?
C19 C11 H11 108.42(10) . . ?
C10 C11 N1 103.67(14) . . ?
C10 C11 H11 108.42(11) . . ?
C10 C11 C19 114.09(16) . . ?
O1 C13 O2 118.59(18) . . ?
C12 C13 O2 116.52(15) . . ?
C12 C13 O1 124.88(19) . . ?
C14 C19 C11 121.82(18) . . ?
C18 C19 C11 119.99(19) . . ?
C18 C19 C14 118.18(19) . . ?
C11 C10 C9 104.87(15) . . ?
H10a C10 C9 110.77(10) . . ?
H10a C10 C11 110.77(11) . . ?
H10b C10 C9 110.77(10) . . ?
H10b C10 C11 110.77(10) . . ?
H10b C10 H10a 108.8 . . ?
H5 C5 C6 121.12(12) . . ?
C4 C5 C6 117.8(2) . . ?
C4 C5 H5 121.12(13) . . ?
H2 C2 C1 120.42(12) . . ?
C3 C2 C1 119.2(2) . . ?
C3 C2 H2 120.42(13) . . ?
O3 C26 O4 125.6(2) . . ?
C12 C26 O4 109.93(18) . . ?
C12 C26 O3 124.5(2) . . ?
H14 C14 C19 119.59(11) . . ?
C15 C14 C19 120.8(2) . . ?
C15 C14 H14 119.59(15) . . ?
H21 C21 C20 119.31(12) . . ?
C22 C21 C20 121.4(2) . . ?
C22 C21 H21 119.31(16) . . ?
H3 C3 C2 120.03(13) . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.03(13) . . ?
C3 C4 C5 121.6(2) . . ?
H4 C4 C5 119.19(13) . . ?
H4 C4 C3 119.19(13) . . ?
H18 C18 C19 119.64(13) . . ?
C17 C18 C19 120.7(2) . . ?
C17 C18 H18 119.64(17) . . ?
H15 C15 C14 120.07(15) . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.07(15) . . ?
H25 C25 C20 119.79(13) . . ?
C24 C25 C20 120.4(2) . . ?
C24 C25 H25 119.79(16) . . ?
H17 C17 C18 119.98(17) . . ?
C16 C17 C18 120.0(2) . . ?
C16 C17 H17 119.98(15) . . ?
C17 C16 C15 120.4(2) . . ?
H16 C16 C15 119.81(15) . . ?
H16 C16 C17 119.81(15) . . ?
H22 C22 C21 119.86(16) . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H22 119.86(16) . . ?
H27a C27 O4 109.72(14) . . ?
H27b C27 O4 109.72(14) . . ?
H27b C27 H27a 108.2 . . ?
C28 C27 O4 109.8(2) . . ?
C28 C27 H27a 109.72(17) . . ?
C28 C27 H27b 109.72(18) . . ?
H23 C23 C22 120.23(16) . . ?
C24 C23 C22 119.5(2) . . ?
C24 C23 H23 120.23(16) . . ?
C23 C24 C25 120.7(2) . . ?
H24 C24 C25 119.67(16) . . ?
H24 C24 C23 119.67(16) . . ?
H28a C28 C27 109.5 . . ?
H28b C28 C27 109.5 . . ?
H28b C28 H28a 109.5 . . ?
H28c C28 C27 109.5 . . ?
H28c C28 H28a 109.5 . . ?
H28c C28 H28b 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
O2 C7 1.458(2) . ?
O2 C13 1.349(2) . ?
N1 C6 1.405(2) . ?
N1 C8 1.483(2) . ?
N1 C11 1.478(2) . ?
O1 C13 1.202(2) . ?
O4 C26 1.333(3) . ?
O4 C27 1.458(3) . ?
O3 C26 1.193(3) . ?
C6 C1 1.378(3) . ?
C6 C5 1.389(3) . ?
C8 C9 1.537(2) . ?
C8 C20 1.525(3) . ?
C8 C7 1.560(2) . ?
C9 H9 0.9800 . ?
C9 C12 1.537(2) . ?
C9 C10 1.523(2) . ?
C20 C21 1.376(3) . ?
C20 C25 1.386(3) . ?
C1 C7 1.501(3) . ?
C1 C2 1.388(3) . ?
C7 H7 0.9800 . ?
C12 H12 0.9800 . ?
C12 C13 1.506(3) . ?
C12 C26 1.508(3) . ?
C11 H11 0.9800 . ?
C11 C19 1.516(3) . ?
C11 C10 1.535(3) . ?
C19 C14 1.382(3) . ?
C19 C18 1.389(3) . ?
C10 H10a 0.9700 . ?
C10 H10b 0.9700 . ?
C5 H5 0.9300 . ?
C5 C4 1.392(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.379(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9300 . ?
C18 H18 0.9300 . ?
C18 C17 1.383(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(4) . ?
C25 H25 0.9300 . ?
C25 C24 1.383(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.365(4) . ?
C16 H16 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.357(4) . ?
C27 H27a 0.9700 . ?
C27 H27b 0.9700 . ?
C27 C28 1.474(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.364(4) . ?
C24 H24 0.9300 . ?
C28 H28a 0.9600 . ?
C28 H28b 0.9600 . ?
C28 H28c 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 C7 C8 N1 -129.62(15) . . . . ?
O2 C7 C8 C9 -17.86(17) . . . . ?
O2 C7 C8 C20 109.22(15) . . . . ?
O2 C7 C1 C6 127.15(15) . . . . ?
O2 C7 C1 C2 -51.1(2) . . . . ?
O2 C13 C12 C9 -44.41(17) . . . . ?
O2 C13 C12 C26 -170.30(18) . . . . ?
N1 C6 C1 C7 2.79(16) . . . . ?
N1 C6 C1 C2 -178.75(15) . . . . ?
N1 C6 C5 C4 178.6(2) . . . . ?
N1 C8 C9 C12 82.87(14) . . . . ?
N1 C8 C9 C10 -37.02(14) . . . . ?
N1 C8 C20 C21 -8.6(2) . . . . ?
N1 C8 C20 C25 173.63(17) . . . . ?
N1 C8 C7 C1 -5.94(14) . . . . ?
N1 C11 C19 C14 21.06(19) . . . . ?
N1 C11 C19 C18 -160.18(17) . . . . ?
N1 C11 C10 C9 -25.32(14) . . . . ?
O1 C13 C12 C9 134.4(2) . . . . ?
O1 C13 C12 C26 8.5(2) . . . . ?
O4 C26 C12 C9 -45.79(18) . . . . ?
O4 C26 C12 C13 77.77(17) . . . . ?
O3 C26 C12 C9 132.3(2) . . . . ?
O3 C26 C12 C13 -104.1(2) . . . . ?
C6 C1 C7 C8 2.17(15) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
C6 C5 C4 C3 0.5(2) . . . . ?
C8 C9 C12 C13 61.88(15) . . . . ?
C8 C9 C12 C26 -174.35(15) . . . . ?
C8 C9 C10 C11 38.77(15) . . . . ?
C8 C20 C21 C22 -176.8(2) . . . . ?
C8 C20 C25 C24 178.8(2) . . . . ?
C8 C7 C1 C2 -176.11(14) . . . . ?
C9 C10 C11 C19 -149.34(14) . . . . ?
C20 C21 C22 C23 -2.3(3) . . . . ?
C20 C25 C24 C23 -1.8(3) . . . . ?
C1 C2 C3 C4 -0.5(2) . . . . ?
C11 C19 C14 C15 178.6(2) . . . . ?
C11 C19 C18 C17 -179.9(2) . . . . ?
C19 C14 C15 C16 1.1(3) . . . . ?
C19 C18 C17 C16 1.5(3) . . . . ?
C5 C4 C3 C2 0.4(2) . . . . ?
C14 C15 C16 C17 -0.8(3) . . . . ?
C21 C22 C23 C24 1.5(3) . . . . ?
C18 C17 C16 C15 -0.5(3) . . . . ?
C25 C24 C23 C22 0.5(4) . . . . ?
