#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:56:28 +0300 (Thu, 05 May 2022) $
#$Revision: 275072 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/41/7244108.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_7244108
loop_
_publ_author_name
'Galeev, Andrew R.'
'Moroz, Anna A.'
'Dmitriev, Maksim V.'
'Maslivets, Andrey N.'
_publ_section_title
;
 Cycloaddition of Huisgen 1,4-dipoles: synthesis and rapid epimerization
 of functionalized spiropyrido[2,1-b][1,3]oxazine-pyrroles and
 related products.
;
_journal_issue                   1
_journal_name_full               'RSC advances'
_journal_page_first              578
_journal_page_last               587
_journal_paper_doi               10.1039/d1ra08384h
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C27 H22 N2 O6'
_chemical_formula_sum            'C27 H22 N2 O6'
_chemical_formula_weight         470.46
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2020-08-05
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_audit_update_record
;
2021-10-31 deposited with the CCDC.	2021-12-15 downloaded from the CCDC.
;
_cell_angle_alpha                102.291(16)
_cell_angle_beta                 100.426(16)
_cell_angle_gamma                103.17(2)
_cell_formula_units_Z            2
_cell_length_a                   9.838(2)
_cell_length_b                   10.401(2)
_cell_length_c                   12.2553(17)
_cell_measurement_reflns_used    2042
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      23.5310
_cell_measurement_theta_min      3.5560
_cell_volume                     1157.8(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      295.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4752
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.835
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -10.00   87.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       13.8509   57.0000   60.0000 97

#__ type_ start__ end____ width___ exp.time_
  2 omega  -13.00   84.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       13.8509   38.0000 -150.0000 97

#__ type_ start__ end____ width___ exp.time_
  3 omega  -14.00   18.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.3197  -99.0000 -180.0000 32

#__ type_ start__ end____ width___ exp.time_
  4 omega  -54.00   38.00   1.0000   85.0000
omega____ theta____ kappa____ phi______ frames
    -       13.8509  -57.0000  -90.0000 92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, Ruby'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0349581000
_diffrn_orient_matrix_UB_12      -0.0051512000
_diffrn_orient_matrix_UB_13      0.0453244000
_diffrn_orient_matrix_UB_21      -0.0205803000
_diffrn_orient_matrix_UB_22      0.0602920000
_diffrn_orient_matrix_UB_23      -0.0037464000
_diffrn_orient_matrix_UB_31      -0.0646190000
_diffrn_orient_matrix_UB_32      -0.0401825000
_diffrn_orient_matrix_UB_33      -0.0407075000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0838
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.835
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9360
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.472
_diffrn_reflns_theta_min         3.060
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.027(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5376
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.1247
_refine_ls_R_factor_gt           0.0672
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0695P)²+0.0512P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.2013
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2871
_reflns_number_total             5376
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra08384h2.cif
_cod_data_source_block           psu-1120(aa-116)
_cod_depositor_comments
'Adding full bibliography for 7244108--7244111.cif.'
_cod_original_cell_volume        1157.9(4)
_cod_database_code               7244108
_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.
;
_shelx_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.967
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 Ternary CH refined with riding coordinates:
 C7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C11(H11), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C15(H15A,H15B,H15C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
O1 O 0.6612(2) 0.7905(2) 0.23679(15) 0.0660(6) Uani 1 1 d . . . . .
O2 O 0.8308(2) 1.03492(17) 0.19079(13) 0.0556(5) Uani 1 1 d . . . . .
O3 O 0.8472(3) 0.62053(19) 0.08647(15) 0.0754(7) Uani 1 1 d . . . . .
O4 O 0.8427(2) 0.64966(18) -0.08963(14) 0.0603(5) Uani 1 1 d . . . . .
O5 O 0.6563(3) 0.8159(2) -0.23311(16) 0.0853(7) Uani 1 1 d . . . . .
O6 O 0.5663(2) 0.6695(2) -0.13659(15) 0.0698(6) Uani 1 1 d . . . . .
N1 N 0.8945(2) 0.8108(2) 0.33125(15) 0.0465(5) Uani 1 1 d . . . . .
N2 N 0.7341(2) 1.0094(2) -0.00516(16) 0.0507(5) Uani 1 1 d . . . . .
C1 C 0.7896(3) 0.8291(3) 0.24917(19) 0.0495(6) Uani 1 1 d . . . . .
C2 C 0.8686(3) 0.9071(2) 0.17358(19) 0.0477(6) Uani 1 1 d . . . . .
C3 C 1.0226(3) 0.9214(3) 0.22650(19) 0.0513(7) Uani 1 1 d . . . . .
H3 H 1.100499 0.965356 0.202265 0.062 Uiso 1 1 calc R U . . .
C4 C 1.0330(3) 0.8625(2) 0.31330(19) 0.0454(6) Uani 1 1 d . . . . .
C5 C 0.8136(3) 0.8276(2) 0.04847(18) 0.0458(6) Uani 1 1 d . . . . .
C6 C 0.7347(3) 0.8734(2) -0.02929(18) 0.0436(6) Uani 1 1 d . . . . .
C7 C 0.8451(3) 1.0947(3) 0.0974(2) 0.0545(7) Uani 1 1 d . . . . .
H7 H 0.939910 1.096695 0.082280 0.065 Uiso 1 1 calc R U . . .
C8 C 0.8345(4) 1.2364(3) 0.1298(2) 0.0675(8) Uani 1 1 d . . . . .
H8 H 0.901050 1.298278 0.193836 0.081 Uiso 1 1 calc R U . . .
C9 C 0.7343(4) 1.2797(3) 0.0718(3) 0.0722(9) Uani 1 1 d . . . . .
H9 H 0.733432 1.370502 0.095511 0.087 Uiso 1 1 calc R U . . .
C10 C 0.6281(3) 1.1896(3) -0.0263(3) 0.0686(8) Uani 1 1 d . . . . .
H10 H 0.558836 1.221357 -0.066304 0.082 Uiso 1 1 calc R U . . .
C11 C 0.6291(3) 1.0595(3) -0.0599(2) 0.0578(7) Uani 1 1 d . . . . .
H11 H 0.557349 1.000245 -0.121967 0.069 Uiso 1 1 calc R U . . .
C12 C 0.6489(3) 0.7842(3) -0.1451(2) 0.0585(7) Uani 1 1 d . . . . .
C13 C 0.4897(4) 0.5680(4) -0.2438(3) 0.1088(14) Uani 1 1 d . . . . .
H13A H 0.430576 0.607098 -0.290771 0.163 Uiso 1 1 calc R U . . .
H13B H 0.430130 0.490593 -0.227934 0.163 Uiso 1 1 calc R U . . .
H13C H 0.557494 0.539024 -0.283611 0.163 Uiso 1 1 calc R U . . .
C14 C 0.8351(3) 0.6899(3) 0.0199(2) 0.0527(7) Uani 1 1 d . . . . .
C15 C 0.8417(4) 0.5087(3) -0.1310(3) 0.0857(11) Uani 1 1 d . . . . .
H15A H 0.835881 0.487893 -0.212198 0.128 Uiso 1 1 calc R U . . .
H15B H 0.760106 0.449849 -0.116788 0.128 Uiso 1 1 calc R U . . .
H15C H 0.928453 0.494506 -0.091661 0.128 Uiso 1 1 calc R U . . .
C16 C 0.8587(3) 0.7139(3) 0.39649(19) 0.0470(6) Uani 1 1 d . . . . .
C17 C 0.8848(3) 0.5882(3) 0.3677(2) 0.0535(7) Uani 1 1 d . . . . .
H17 H 0.928621 0.566991 0.307627 0.064 Uiso 1 1 calc R U . . .
C18 C 0.8456(3) 0.4930(3) 0.4282(2) 0.0669(8) Uani 1 1 d . . . . .
H18 H 0.864275 0.408308 0.409436 0.080 Uiso 1 1 calc R U . . .
C19 C 0.7797(4) 0.5235(4) 0.5155(3) 0.0770(10) Uani 1 1 d . . . . .
H19 H 0.752431 0.459425 0.555710 0.092 Uiso 1 1 calc R U . . .
C20 C 0.7543(4) 0.6480(4) 0.5431(3) 0.0899(11) Uani 1 1 d . . . . .
H20 H 0.710977 0.668997 0.603567 0.108 Uiso 1 1 calc R U . . .
C21 C 0.7916(4) 0.7450(3) 0.4829(2) 0.0742(9) Uani 1 1 d . . . . .
H21 H 0.771319 0.828996 0.501151 0.089 Uiso 1 1 calc R U . . .
C22 C 1.1640(3) 0.8510(2) 0.38613(19) 0.0463(6) Uani 1 1 d . . . . .
C23 C 1.2739(3) 0.8243(3) 0.3364(2) 0.0538(7) Uani 1 1 d . . . . .
H23 H 1.262262 0.810833 0.257441 0.065 Uiso 1 1 calc R U . . .
C24 C 1.4003(3) 0.8172(3) 0.4023(3) 0.0646(8) Uani 1 1 d . . . . .
H24 H 1.472856 0.798500 0.367643 0.078 Uiso 1 1 calc R U . . .
C25 C 1.4186(3) 0.8381(3) 0.5201(3) 0.0678(8) Uani 1 1 d . . . . .
H25 H 1.503225 0.832925 0.564887 0.081 Uiso 1 1 calc R U . . .
C26 C 1.3113(3) 0.8663(3) 0.5703(2) 0.0604(7) Uani 1 1 d . . . . .
H26 H 1.324549 0.882132 0.649609 0.073 Uiso 1 1 calc R U . . .
C27 C 1.1846(3) 0.8716(3) 0.5050(2) 0.0525(7) Uani 1 1 d . . . . .
H27 H 1.111998 0.888913 0.540207 0.063 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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C7 O2 C2 111.53(17) . . ?
C14 O4 C15 116.3(2) . . ?
C12 O6 C13 116.3(2) . . ?
C1 N1 C4 110.37(19) . . ?
C1 N1 C16 120.9(2) . . ?
C4 N1 C16 125.7(2) . . ?
C6 N2 C7 112.6(2) . . ?
C6 N2 C11 125.0(2) . . ?
C11 N2 C7 121.9(2) . . ?
O1 C1 N1 127.0(2) . . ?
O1 C1 C2 126.2(2) . . ?
N1 C1 C2 106.8(2) . . ?
O2 C2 C1 104.48(19) . . ?
O2 C2 C3 114.04(19) . . ?
O2 C2 C5 109.80(18) . . ?
C3 C2 C1 101.69(19) . . ?
C3 C2 C5 115.9(2) . . ?
C5 C2 C1 110.0(2) . . ?
C2 C3 H3 124.6 . . ?
C4 C3 C2 110.8(2) . . ?
C4 C3 H3 124.6 . . ?
N1 C4 C22 121.6(2) . . ?
C3 C4 N1 110.2(2) . . ?
C3 C4 C22 128.1(2) . . ?
C6 C5 C2 121.8(2) . . ?
C6 C5 C14 122.0(2) . . ?
C14 C5 C2 115.7(2) . . ?
N2 C6 C12 116.6(2) . . ?
C5 C6 N2 120.3(2) . . ?
C5 C6 C12 123.1(2) . . ?
O2 C7 N2 108.7(2) . . ?
O2 C7 H7 108.8 . . ?
O2 C7 C8 109.1(2) . . ?
N2 C7 H7 108.8 . . ?
N2 C7 C8 112.4(2) . . ?
C8 C7 H7 108.8 . . ?
C7 C8 H8 118.5 . . ?
C9 C8 C7 123.0(3) . . ?
C9 C8 H8 118.5 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.3(3) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.3(3) . . ?
C11 C10 H10 120.4 . . ?
N2 C11 H11 119.0 . . ?
C10 C11 N2 122.1(3) . . ?
C10 C11 H11 119.0 . . ?
O5 C12 O6 125.8(3) . . ?
O5 C12 C6 123.1(3) . . ?
O6 C12 C6 111.1(2) . . ?
O6 C13 H13A 109.5 . . ?
O6 C13 H13B 109.5 . . ?
O6 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C14 O4 122.9(2) . . ?
O3 C14 C5 125.0(2) . . ?
O4 C14 C5 112.1(2) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N1 120.0(2) . . ?
C21 C16 N1 119.3(2) . . ?
C21 C16 C17 120.6(2) . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.9(3) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.1(3) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.5(3) . . ?
C21 C20 H20 119.3 . . ?
C16 C21 C20 118.5(3) . . ?
C16 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
C23 C22 C4 119.3(2) . . ?
C23 C22 C27 118.3(2) . . ?
C27 C22 C4 122.4(2) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.1(2) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.7(3) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.7(3) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 119.6 . . ?
C25 C26 C27 120.9(3) . . ?
C27 C26 H26 119.6 . . ?
C22 C27 H27 119.8 . . ?
C26 C27 C22 120.4(3) . . ?
C26 C27 H27 119.8 . . ?
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 C1 1.206(3) . ?
O2 C2 1.444(3) . ?
O2 C7 1.427(3) . ?
O3 C14 1.205(3) . ?
O4 C14 1.340(3) . ?
O4 C15 1.443(3) . ?
O5 C12 1.202(3) . ?
O6 C12 1.318(3) . ?
O6 C13 1.448(3) . ?
N1 C1 1.381(3) . ?
N1 C4 1.421(3) . ?
N1 C16 1.436(3) . ?
N2 C6 1.384(3) . ?
N2 C7 1.466(3) . ?
N2 C11 1.389(3) . ?
C1 C2 1.554(3) . ?
C2 C3 1.496(3) . ?
C2 C5 1.511(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.336(3) . ?
C4 C22 1.474(3) . ?
C5 C6 1.354(3) . ?
C5 C14 1.474(3) . ?
C6 C12 1.496(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.475(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.329(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.426(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.331(4) . ?
C11 H11 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.374(3) . ?
C16 C21 1.367(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.387(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.365(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.359(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.394(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.385(4) . ?
C22 C27 1.397(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.370(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.374(4) . ?
C27 H27 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
O1 C1 C2 O2 63.3(3) . . . . ?
O1 C1 C2 C3 -177.8(2) . . . . ?
O1 C1 C2 C5 -54.4(3) . . . . ?
O2 C2 C3 C4 112.8(2) . . . . ?
O2 C2 C5 C6 -3.2(3) . . . . ?
O2 C2 C5 C14 -175.5(2) . . . . ?
O2 C7 C8 C9 -120.4(3) . . . . ?
N1 C1 C2 O2 -117.6(2) . . . . ?
N1 C1 C2 C3 1.3(2) . . . . ?
N1 C1 C2 C5 124.6(2) . . . . ?
N1 C4 C22 C23 142.2(2) . . . . ?
N1 C4 C22 C27 -40.4(3) . . . . ?
N1 C16 C17 C18 -177.8(2) . . . . ?
N1 C16 C21 C20 178.3(3) . . . . ?
N2 C6 C12 O5 48.2(4) . . . . ?
N2 C6 C12 O6 -131.6(2) . . . . ?
N2 C7 C8 C9 0.3(4) . . . . ?
C1 N1 C4 C3 3.7(3) . . . . ?
C1 N1 C4 C22 -177.5(2) . . . . ?
C1 N1 C16 C17 101.2(3) . . . . ?
C1 N1 C16 C21 -75.2(3) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C1 C2 C5 C6 111.2(3) . . . . ?
C1 C2 C5 C14 -61.1(3) . . . . ?
C2 O2 C7 N2 68.6(3) . . . . ?
C2 O2 C7 C8 -168.5(2) . . . . ?
C2 C3 C4 N1 -2.8(3) . . . . ?
C2 C3 C4 C22 178.5(2) . . . . ?
C2 C5 C6 N2 17.6(4) . . . . ?
C2 C5 C6 C12 -164.5(2) . . . . ?
C2 C5 C14 O3 25.3(4) . . . . ?
C2 C5 C14 O4 -153.5(2) . . . . ?
C3 C2 C5 C6 -134.2(2) . . . . ?
C3 C2 C5 C14 53.5(3) . . . . ?
C3 C4 C22 C23 -39.3(4) . . . . ?
C3 C4 C22 C27 138.1(3) . . . . ?
C4 N1 C1 O1 176.1(2) . . . . ?
C4 N1 C1 C2 -3.0(3) . . . . ?
C4 N1 C16 C17 -57.2(3) . . . . ?
C4 N1 C16 C21 126.4(3) . . . . ?
C4 C22 C23 C24 177.8(2) . . . . ?
C4 C22 C27 C26 -176.8(2) . . . . ?
C5 C2 C3 C4 -118.3(2) . . . . ?
C5 C6 C12 O5 -129.8(3) . . . . ?
C5 C6 C12 O6 50.4(3) . . . . ?
C6 N2 C7 O2 -53.1(3) . . . . ?
C6 N2 C7 C8 -174.1(2) . . . . ?
C6 N2 C11 C10 174.2(2) . . . . ?
C6 C5 C14 O3 -147.1(3) . . . . ?
C6 C5 C14 O4 34.2(3) . . . . ?
C7 O2 C2 C1 -157.1(2) . . . . ?
C7 O2 C2 C3 92.8(2) . . . . ?
C7 O2 C2 C5 -39.2(3) . . . . ?
C7 N2 C6 C5 11.1(3) . . . . ?
C7 N2 C6 C12 -166.9(2) . . . . ?
C7 N2 C11 C10 3.8(4) . . . . ?
C7 C8 C9 C10 0.8(5) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
C9 C10 C11 N2 -2.6(4) . . . . ?
C11 N2 C6 C5 -160.1(2) . . . . ?
C11 N2 C6 C12 21.9(3) . . . . ?
C11 N2 C7 O2 118.4(2) . . . . ?
C11 N2 C7 C8 -2.5(3) . . . . ?
C13 O6 C12 O5 6.7(5) . . . . ?
C13 O6 C12 C6 -173.5(3) . . . . ?
C14 C5 C6 N2 -170.5(2) . . . . ?
C14 C5 C6 C12 7.3(4) . . . . ?
C15 O4 C14 O3 10.3(4) . . . . ?
C15 O4 C14 C5 -170.9(2) . . . . ?
C16 N1 C1 O1 14.6(4) . . . . ?
C16 N1 C1 C2 -164.4(2) . . . . ?
C16 N1 C4 C3 164.0(2) . . . . ?
C16 N1 C4 C22 -17.2(3) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?
C17 C16 C21 C20 1.9(4) . . . . ?
C17 C18 C19 C20 -0.7(5) . . . . ?
C18 C19 C20 C21 1.2(5) . . . . ?
C19 C20 C21 C16 -1.8(5) . . . . ?
C21 C16 C17 C18 -1.4(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C23 C22 C27 C26 0.6(4) . . . . ?
C23 C24 C25 C26 -0.4(4) . . . . ?
C24 C25 C26 C27 1.3(4) . . . . ?
C25 C26 C27 C22 -1.4(4) . . . . ?
C27 C22 C23 C24 0.4(4) . . . . ?
