#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:40:40 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281569 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/90/7159059.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_7159059
loop_
_publ_author_name
'Zhang, Mengchu'
'Yu, Sifan'
'Hua, Ruyu'
'Zhang, Dan'
'Qiu, Huang'
'Hu, Wenhao'
_publ_section_title
;
 Copper-catalyzed multicomponent assembly of γ-butenolides
 via the interception of carbonyl ylides with iminium ions.
;
_journal_issue                   4
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              783
_journal_page_last               788
_journal_paper_doi               10.1039/d2ob02075k
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C25 H19 N O5'
_chemical_formula_sum            'C25 H19 N O5'
_chemical_formula_weight         413.41
_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     dual
_audit_creation_date             2020-09-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-19 deposited with the CCDC.	2022-12-19 downloaded from the CCDC.
;
_cell_angle_alpha                104.255(2)
_cell_angle_beta                 103.185(3)
_cell_angle_gamma                102.624(3)
_cell_formula_units_Z            2
_cell_length_a                   7.6080(3)
_cell_length_b                   10.7491(3)
_cell_length_c                   13.6882(4)
_cell_measurement_reflns_used    6091
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.7540
_cell_measurement_theta_min      4.6890
_cell_volume                     1010.59(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00 -82.00   0.50    0.05    --  -46.62-163.00-132.00   50
  2  ω    -74.00 -38.00   0.50    0.05    --  -46.62 116.00 104.00   72
  3  ω     41.00  89.00   0.50    0.05    --   46.62-116.00  16.00   96
  4  ω     77.00 107.00   0.50    0.05    --   46.62-163.00-132.00   60
  5  ω     51.00 103.00   0.50    0.05    --   46.62 163.00-107.00  104
  6  ω   -138.00-112.00   0.50    0.10    -- -100.00-116.00  16.00   52
  7  ω   -111.00 -48.00   0.50    0.10    -- -100.00 116.00 104.00  126
  8  ω    -87.00 -48.00   0.50    0.10    -- -100.00 163.00-107.00   78
  9  ω   -130.00 -92.00   0.50    0.10    -- -100.00 163.00-107.00   76
 10  ω   -128.00-103.00   0.50    0.10    -- -100.00-163.00-132.00   50
 11  ω     91.00 117.00   0.50    0.10    --  105.44 163.00-107.00   52
 12  ω     98.00 124.00   0.50    0.10    --  105.44 116.00 104.00   52
 13  ω     91.00 142.00   0.50    0.10    --  105.44-163.00-132.00  102
 14  ω     34.00 109.00   0.50    0.10    --  105.44-116.00  16.00  150
 15  ω    -79.00 -54.00   0.50    0.05    --  -46.62 163.00-107.00   50
 16  ω   -117.00 -82.00   0.50    0.05    --  -46.62-125.00  60.00   70
 17  ω   -119.00 -25.00   0.50    0.05    --  -46.62 -77.00   0.00  188
 18  ω   -119.00 -90.00   0.50    0.05    --  -46.62-125.00 150.00   58
 19  ω   -119.00 -73.00   0.50    0.05    --  -46.62-125.00 -30.00   92
 20  ω   -118.00 -76.00   0.50    0.05    --  -46.62-125.00-180.00   84
 21  ω     89.00 120.00   0.50    0.05    --   46.62  38.00 -30.00   62
 22  ω   -120.00 -82.00   0.50    0.10    -- -100.00 -61.00 -60.00   76
 23  ω   -162.00-130.00   0.50    0.10    -- -100.00 -61.00 -60.00   64
 24  ω   -108.00 -82.00   0.50    0.10    -- -100.00 -61.00  90.00   52
 25  ω    -70.00 -27.00   0.50    0.10    -- -100.00  61.00 -60.00   86
 26  ω   -117.00 -78.00   0.50    0.10    -- -100.00  61.00 -60.00   78
 27  ω   -172.00-125.00   0.50    0.10    -- -100.00 -61.00  90.00   94
 28  ω    -98.00 -29.00   0.50    0.10    -- -100.00  61.00 120.00  138
 29  ω     90.00 150.00   0.50    0.10    --  105.44 125.00  60.00  120
 30  ω     31.00 121.00   0.50    0.10    --  105.44 -30.00  90.00  180
 31  ω     34.00 120.00   0.50    0.10    --  105.44 -45.00 -30.00  172
 32  ω    117.00 176.00   0.50    0.10    --  105.44  30.00-120.00  118
 33  ω     42.00  97.00   0.50    0.10    --  105.44 -30.00 -60.00  110
 34  ω     33.00  93.00   0.50    0.10    --  105.44 -94.00-150.00  120
 35  ω     71.00 105.00   0.50    0.10    --  105.44 -94.00-120.00   68
 36  ω     60.00 120.00   0.50    0.10    --  105.44 -45.00 150.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1861286000
_diffrn_orient_matrix_UB_12      -0.1122894000
_diffrn_orient_matrix_UB_13      -0.0604616000
_diffrn_orient_matrix_UB_21      0.0500163000
_diffrn_orient_matrix_UB_22      -0.0095763000
_diffrn_orient_matrix_UB_23      -0.1039826000
_diffrn_orient_matrix_UB_31      0.1005686000
_diffrn_orient_matrix_UB_32      -0.1057869000
_diffrn_orient_matrix_UB_33      0.0181983000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11939
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.086
_diffrn_reflns_theta_min         4.714
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90227
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
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    1.359
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0021(5)
_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   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4008
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0412
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0564P)²+0.2797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1224
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3357
_reflns_number_total             4008
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob02075k2.cif
_cod_data_source_block           zhangmch_02_200821
_cod_depositor_comments
'Adding full bibliography for 7159057--7159059.cif.'
_cod_original_cell_volume        1010.58(6)
_cod_database_code               7159059
_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   0.926
_shelx_estimated_absorpt_t_min   0.828
_diffrn_oxdiff_digest_frames
;
01dd42b14ffe357d95f4bc33780d1d7e3e00050666e
;
_diffrn_oxdiff_digest_hkl
;
015f89d9fab975cdedb965be2bc635ba21b1d5
;
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C22(H22), C5(H5), C30(H30), C6(H6), C3(H3), C15(H15), C26(H26),
 C29(H29), C28(H28), C27(H27), C19(H19), C18(H18), C17(H17), C16(H16)
;
_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 1.259
_oxdiff_exptl_absorpt_empirical_full_min 0.828
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
O20 O -0.45618(13) -0.25870(10) -0.47107(8) 0.0247(2) Uani 1 1 d . . . . .
O31 O -0.76594(14) -0.31263(11) -0.55000(9) 0.0314(3) Uani 1 1 d . . . . .
O10 O 0.12252(15) -0.11571(11) -0.33736(9) 0.0329(3) Uani 1 1 d . . . . .
O13 O -0.74474(19) -0.76545(12) -0.91404(10) 0.0427(3) Uani 1 1 d . . . . .
O12 O -0.69379(19) -0.60911(14) -0.98703(9) 0.0486(4) Uani 1 1 d . . . . .
N11 N -0.66672(19) -0.65142(14) -0.91055(10) 0.0322(3) Uani 1 1 d . . . . .
C25 C -0.6610(2) -0.11878(14) -0.67887(11) 0.0242(3) Uani 1 1 d . . . . .
C1 C -0.28953(19) -0.38006(14) -0.62044(11) 0.0237(3) Uani 1 1 d . . . . .
C23 C -0.5396(2) -0.15346(14) -0.59569(11) 0.0244(3) Uani 1 1 d . . . . .
C14 C 0.1087(2) -0.26325(16) -0.23505(12) 0.0278(3) Uani 1 1 d . . . . .
C9 C 0.0516(2) -0.22720(15) -0.33388(12) 0.0265(3) Uani 1 1 d . . . . .
C2 C -0.3890(2) -0.50780(15) -0.62562(11) 0.0259(3) Uani 1 1 d . . . . .
H2 H -0.372986 -0.533074 -0.564653 0.031 Uiso 1 1 calc R . . . .
C24 C -0.6080(2) -0.24901(14) -0.54109(11) 0.0248(3) Uani 1 1 d . . . . .
C8 C -0.0964(2) -0.33186(15) -0.42920(11) 0.0248(3) Uani 1 1 d . . . . .
H8A H -0.201684 -0.372217 -0.407326 0.030 Uiso 1 1 calc R . . . .
H8B H -0.043112 -0.402034 -0.457008 0.030 Uiso 1 1 calc R . . . .
C21 C -0.2839(2) -0.17896(14) -0.47967(12) 0.0244(3) Uani 1 1 d . . . . .
H21 H -0.209918 -0.112548 -0.411113 0.029 Uiso 1 1 calc R . . . .
C7 C -0.1690(2) -0.27443(14) -0.51656(11) 0.0238(3) Uani 1 1 d . . . . .
H7 H -0.059410 -0.221312 -0.529415 0.029 Uiso 1 1 calc R . . . .
C22 C -0.3512(2) -0.11056(14) -0.55608(12) 0.0254(3) Uani 1 1 d . . . . .
H22 H -0.272889 -0.046299 -0.574170 0.030 Uiso 1 1 calc R . . . .
C5 C -0.4358(2) -0.43332(16) -0.80879(12) 0.0296(3) Uani 1 1 d . . . . .
H5 H -0.451194 -0.409024 -0.870193 0.036 Uiso 1 1 calc R . . . .
C30 C -0.5819(2) -0.01832(15) -0.71726(12) 0.0278(3) Uani 1 1 d . . . . .
H30 H -0.453738 0.027035 -0.689009 0.033 Uiso 1 1 calc R . . . .
C6 C -0.3134(2) -0.34543(16) -0.71361(12) 0.0271(3) Uani 1 1 d . . . . .
H6 H -0.245180 -0.261196 -0.711530 0.033 Uiso 1 1 calc R . . . .
C4 C -0.5346(2) -0.55806(15) -0.81010(11) 0.0271(3) Uani 1 1 d . . . . .
C3 C -0.5120(2) -0.59814(15) -0.72037(12) 0.0274(3) Uani 1 1 d . . . . .
H3 H -0.577544 -0.683596 -0.723530 0.033 Uiso 1 1 calc R . . . .
C15 C 0.0382(2) -0.39097(17) -0.22871(12) 0.0311(3) Uani 1 1 d . . . . .
H15 H -0.046119 -0.458152 -0.288122 0.037 Uiso 1 1 calc R . . . .
C26 C -0.8533(2) -0.18638(16) -0.72337(12) 0.0313(3) Uani 1 1 d . . . . .
H26 H -0.908764 -0.254094 -0.699239 0.038 Uiso 1 1 calc R . . . .
C29 C -0.6917(2) 0.01487(16) -0.79704(12) 0.0307(3) Uani 1 1 d . . . . .
H29 H -0.637084 0.082482 -0.821537 0.037 Uiso 1 1 calc R . . . .
C28 C -0.8831(2) -0.05252(17) -0.84047(12) 0.0334(4) Uani 1 1 d . . . . .
H28 H -0.956940 -0.030151 -0.893797 0.040 Uiso 1 1 calc R . . . .
C27 C -0.9623(2) -0.15267(18) -0.80385(13) 0.0365(4) Uani 1 1 d . . . . .
H27 H -1.090152 -0.198457 -0.833156 0.044 Uiso 1 1 calc R . . . .
C19 C 0.2370(2) -0.16353(18) -0.14535(13) 0.0344(4) Uani 1 1 d . . . . .
H19 H 0.285410 -0.077866 -0.148581 0.041 Uiso 1 1 calc R . . . .
C18 C 0.2920(3) -0.1922(2) -0.05161(13) 0.0409(4) Uani 1 1 d . . . . .
H18 H 0.378183 -0.125896 0.007688 0.049 Uiso 1 1 calc R . . . .
C17 C 0.2193(3) -0.3187(2) -0.04596(13) 0.0413(4) Uani 1 1 d . . . . .
H17 H 0.255356 -0.336835 0.017446 0.050 Uiso 1 1 calc R . . . .
C16 C 0.0928(2) -0.41898(19) -0.13438(13) 0.0376(4) Uani 1 1 d . . . . .
H16 H 0.044822 -0.504383 -0.130537 0.045 Uiso 1 1 calc R . . . .
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
C24 O20 C21 109.67(11) . . ?
O13 N11 O12 123.62(14) . . ?
O13 N11 C4 118.92(12) . . ?
O12 N11 C4 117.45(14) . . ?
C30 C25 C23 119.50(13) . . ?
C30 C25 C26 118.46(14) . . ?
C26 C25 C23 122.01(13) . . ?
C2 C1 C7 122.32(12) . . ?
C2 C1 C6 118.35(14) . . ?
C6 C1 C7 119.16(13) . . ?
C25 C23 C24 124.96(13) . . ?
C22 C23 C25 128.46(14) . . ?
C22 C23 C24 106.57(13) . . ?
C15 C14 C9 122.70(14) . . ?
C15 C14 C19 119.09(14) . . ?
C19 C14 C9 118.21(14) . . ?
O10 C9 C14 120.62(14) . . ?
O10 C9 C8 120.84(13) . . ?
C14 C9 C8 118.54(13) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.07(13) . . ?
C3 C2 H2 119.5 . . ?
O20 C24 C23 108.67(12) . . ?
O31 C24 O20 120.46(13) . . ?
O31 C24 C23 130.86(13) . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C9 C8 C7 112.93(12) . . ?
H8A C8 H8B 107.8 . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
O20 C21 H21 110.0 . . ?
O20 C21 C7 108.34(11) . . ?
O20 C21 C22 103.71(11) . . ?
C7 C21 H21 110.0 . . ?
C22 C21 H21 110.0 . . ?
C22 C21 C7 114.46(12) . . ?
C1 C7 C8 114.08(12) . . ?
C1 C7 C21 109.07(11) . . ?
C1 C7 H7 107.9 . . ?
C8 C7 C21 109.87(11) . . ?
C8 C7 H7 107.9 . . ?
C21 C7 H7 107.9 . . ?
C23 C22 C21 111.11(13) . . ?
C23 C22 H22 124.4 . . ?
C21 C22 H22 124.4 . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C4 C5 C6 118.15(14) . . ?
C25 C30 H30 119.6 . . ?
C29 C30 C25 120.88(14) . . ?
C29 C30 H30 119.6 . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.65(14) . . ?
C5 C6 H6 119.2 . . ?
C5 C4 N11 118.53(13) . . ?
C5 C4 C3 122.26(14) . . ?
C3 C4 N11 119.21(14) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.49(14) . . ?
C4 C3 H3 120.8 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.59(15) . . ?
C16 C15 H15 119.7 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.21(15) . . ?
C27 C26 H26 119.9 . . ?
C30 C29 H29 119.9 . . ?
C30 C29 C28 120.23(15) . . ?
C28 C29 H29 119.9 . . ?
C29 C28 H28 120.3 . . ?
C27 C28 C29 119.39(15) . . ?
C27 C28 H28 120.3 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.82(15) . . ?
C28 C27 H27 119.6 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.11(16) . . ?
C18 C19 H19 119.9 . . ?
C19 C18 H18 119.9 . . ?
C17 C18 C19 120.26(16) . . ?
C17 C18 H18 119.9 . . ?
C18 C17 H17 119.8 . . ?
C18 C17 C16 120.37(16) . . ?
C16 C17 H17 119.8 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.58(17) . . ?
C17 C16 H16 120.2 . . ?
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
O20 C24 1.3637(17) . ?
O20 C21 1.4478(17) . ?
O31 C24 1.2082(18) . ?
O10 C9 1.2193(18) . ?
O13 N11 1.2235(18) . ?
O12 N11 1.2338(17) . ?
N11 C4 1.469(2) . ?
C25 C23 1.472(2) . ?
C25 C30 1.394(2) . ?
C25 C26 1.396(2) . ?
C1 C2 1.392(2) . ?
C1 C7 1.519(2) . ?
C1 C6 1.398(2) . ?
C23 C24 1.485(2) . ?
C23 C22 1.340(2) . ?
C14 C9 1.494(2) . ?
C14 C15 1.392(2) . ?
C14 C19 1.399(2) . ?
C9 C8 1.513(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.5256(19) . ?
C21 H21 0.9800 . ?
C21 C7 1.552(2) . ?
C21 C22 1.482(2) . ?
C7 H7 0.9800 . ?
C22 H22 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.383(2) . ?
C5 C4 1.380(2) . ?
C30 H30 0.9300 . ?
C30 C29 1.387(2) . ?
C6 H6 0.9300 . ?
C4 C3 1.386(2) . ?
C3 H3 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.390(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.394(2) . ?
C29 H29 0.9300 . ?
C29 C28 1.389(2) . ?
C28 H28 0.9300 . ?
C28 C27 1.376(2) . ?
C27 H27 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.387(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.379(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.388(3) . ?
C16 H16 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
O20 C21 C7 C1 57.19(14) . . . . ?
O20 C21 C7 C8 -68.53(14) . . . . ?
O20 C21 C22 C23 -5.16(16) . . . . ?
O10 C9 C8 C7 -11.05(19) . . . . ?
O13 N11 C4 C5 174.86(14) . . . . ?
O13 N11 C4 C3 -4.6(2) . . . . ?
O12 N11 C4 C5 -5.7(2) . . . . ?
O12 N11 C4 C3 174.81(14) . . . . ?
N11 C4 C3 C2 -178.85(13) . . . . ?
C25 C23 C24 O20 178.49(12) . . . . ?
C25 C23 C24 O31 -1.7(2) . . . . ?
C25 C23 C22 C21 -175.15(14) . . . . ?
C25 C30 C29 C28 -0.4(2) . . . . ?
C25 C26 C27 C28 -0.2(3) . . . . ?
C1 C2 C3 C4 -0.4(2) . . . . ?
C23 C25 C30 C29 178.73(13) . . . . ?
C23 C25 C26 C27 -178.38(14) . . . . ?
C14 C9 C8 C7 168.74(12) . . . . ?
C14 C15 C16 C17 -0.3(2) . . . . ?
C14 C19 C18 C17 -0.6(3) . . . . ?
C9 C14 C15 C16 -178.72(14) . . . . ?
C9 C14 C19 C18 179.19(14) . . . . ?
C9 C8 C7 C1 169.22(11) . . . . ?
C9 C8 C7 C21 -67.96(15) . . . . ?
C2 C1 C7 C8 25.36(19) . . . . ?
C2 C1 C7 C21 -97.88(15) . . . . ?
C2 C1 C6 C5 1.7(2) . . . . ?
C24 O20 C21 C7 -116.96(12) . . . . ?
C24 O20 C21 C22 5.03(14) . . . . ?
C24 C23 C22 C21 3.28(16) . . . . ?
C21 O20 C24 O31 176.87(13) . . . . ?
C21 O20 C24 C23 -3.31(15) . . . . ?
C7 C1 C2 C3 173.91(13) . . . . ?
C7 C1 C6 C5 -173.64(13) . . . . ?
C7 C21 C22 C23 112.66(14) . . . . ?
C22 C23 C24 O20 -0.01(16) . . . . ?
C22 C23 C24 O31 179.78(15) . . . . ?
C22 C21 C7 C1 -57.96(15) . . . . ?
C22 C21 C7 C8 176.31(12) . . . . ?
C5 C4 C3 C2 1.7(2) . . . . ?
C30 C25 C23 C24 174.09(13) . . . . ?
C30 C25 C23 C22 -7.7(2) . . . . ?
C30 C25 C26 C27 -0.4(2) . . . . ?
C30 C29 C28 C27 -0.2(2) . . . . ?
C6 C1 C2 C3 -1.2(2) . . . . ?
C6 C1 C7 C8 -159.54(13) . . . . ?
C6 C1 C7 C21 77.21(15) . . . . ?
C6 C5 C4 N11 179.26(13) . . . . ?
C6 C5 C4 C3 -1.3(2) . . . . ?
C4 C5 C6 C1 -0.4(2) . . . . ?
C15 C14 C9 O10 -176.98(14) . . . . ?
C15 C14 C9 C8 3.2(2) . . . . ?
C15 C14 C19 C18 -0.2(2) . . . . ?
C26 C25 C23 C24 -7.9(2) . . . . ?
C26 C25 C23 C22 170.24(15) . . . . ?
C26 C25 C30 C29 0.7(2) . . . . ?
C29 C28 C27 C26 0.5(3) . . . . ?
C19 C14 C9 O10 3.7(2) . . . . ?
C19 C14 C9 C8 -176.12(13) . . . . ?
C19 C14 C15 C16 0.6(2) . . . . ?
C19 C18 C17 C16 1.0(3) . . . . ?
C18 C17 C16 C15 -0.5(3) . . . . ?
