#------------------------------------------------------------------------------
#$Date: 2020-09-26 01:55:47 +0300 (Sat, 26 Sep 2020) $
#$Revision: 256771 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/92/1559200.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_1559200
loop_
_publ_author_name
'Fang, Zhuangjie'
'Jiang, Xiaodong'
'Zhang, Qingbo'
'Zhang, Liping'
'Zhang, Wenjun'
'Yang, Chunfang'
'Zhang, Haibo'
'Zhu, Yiguang'
'Zhang, Changsheng'
_publ_section_title
;
 S-Bridged Thioether and Structure-Diversified Angucyclinone
 Derivatives from the South China Sea-Derived Micromonospora
 echinospora SCSIO 04089.
;
_journal_name_full               'Journal of natural products'
_journal_paper_doi               10.1021/acs.jnatprod.0c00719
_journal_year                    2020
_chemical_formula_moiety         'C19 H13 N O5'
_chemical_formula_sum            'C19 H13 N O5'
_chemical_formula_weight         335.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-04-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.5224(15)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.75529(18)
_cell_length_b                   11.25315(16)
_cell_length_c                   23.4783(4)
_cell_measurement_reflns_used    2640
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.0470
_cell_measurement_theta_min      5.7080
_cell_volume                     2823.21(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -32.00  34.00   0.50   10.00    --   -2.00 -82.00  60.00  132
  2  ω    -32.00  34.00   0.50   10.00    --   -2.00 -82.00 -90.00  132
  3  ω    -15.00  10.00   0.50   10.00    --    2.00  38.00  30.00   50
  4  ω    -32.00  -3.00   0.50   10.00    --    2.00 -82.00  30.00   58
  5  ω     31.00  91.00   0.50   10.00    --    2.00  38.00  30.00  120
  6  ω     36.00  71.00   0.50   20.00    --  101.20 -61.00 120.00   70
  7  ω     13.00 110.00   0.50   20.00    --  101.20 -45.00 120.00  194
  8  ω     96.00 191.00   0.50   20.00    --  101.20  15.00 -90.00  190
  9  ω     14.00 132.00   0.50   20.00    --  101.20 -30.00 -60.00  236
 10  ω     49.00  90.00   0.50   20.00    --  101.20  15.00 -90.00   82
 11  ω     78.00 131.00   0.50   20.00    --  101.20 -61.00 120.00  106
 12  ω    133.00 171.00   0.50   20.00    --  101.20   0.00  30.00   76
 13  ω     51.00 120.00   0.50   20.00    --  101.20   0.00  30.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1198656000
_diffrn_orient_matrix_UB_12      -0.0677252000
_diffrn_orient_matrix_UB_13      0.0228817000
_diffrn_orient_matrix_UB_21      0.0290502000
_diffrn_orient_matrix_UB_22      -0.0215623000
_diffrn_orient_matrix_UB_23      -0.0619169000
_diffrn_orient_matrix_UB_31      0.0746269000
_diffrn_orient_matrix_UB_32      0.1170437000
_diffrn_orient_matrix_UB_33      0.0018576000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            6758
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.819
_diffrn_reflns_theta_min         3.790
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.966
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_description       plate
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         2825
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0507
_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)+(0.0844P)²+2.1532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1494
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2175
_reflns_number_total             2825
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np0c00719_si_004.cif
_cod_data_source_block           fangzhuangjie_29t-4
_cod_database_code               1559200
_shelx_shelxl_version_number     2018/1
_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.
;
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 N18(H18), C15(H15), C13(H13), C7(H7), C6(H6), C5(H5)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
2.d Idealised tetrahedral OH refined as rotating group:
 O19(H19), O25(H25)
;
_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 1.482
_oxdiff_exptl_absorpt_empirical_full_min 0.598
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
O20 O 0.13543(15) 0.42331(13) 0.10859(6) 0.0316(4) Uani 1 1 d . . . . .
O19 O 0.06956(16) 0.87224(13) -0.03373(7) 0.0343(4) Uani 1 1 d . . . . .
H19 H 0.081713 0.837120 -0.063191 0.051 Uiso 1 1 calc GR . . . .
N18 N 0.18568(16) 0.43433(16) 0.01805(7) 0.0261(4) Uani 1 1 d . . . . .
H18 H 0.216365 0.363760 0.021237 0.031 Uiso 1 1 calc R . . . .
O23 O 0.26777(15) 0.31024(13) -0.06318(7) 0.0310(4) Uani 1 1 d . . . . .
O24 O 0.11299(17) 0.75106(14) -0.11698(7) 0.0397(4) Uani 1 1 d . . . . .
C2 C 0.14366(19) 0.60502(18) -0.04266(9) 0.0250(4) Uani 1 1 d . . . . .
C1 C 0.18340(19) 0.48953(19) -0.03377(9) 0.0259(4) Uani 1 1 d . . . . .
C16 C 0.07129(19) 0.79410(19) 0.00958(9) 0.0283(5) Uani 1 1 d . . . . .
C15 C 0.0385(2) 0.84351(19) 0.06044(10) 0.0298(5) Uani 1 1 d . . . . .
H15 H 0.014426 0.922915 0.060184 0.036 Uiso 1 1 calc R . . . .
C12 C 0.10683(19) 0.60919(18) 0.05992(9) 0.0258(4) Uani 1 1 d . . . . .
C11 C 0.14248(19) 0.48356(19) 0.06527(9) 0.0268(4) Uani 1 1 d . . . . .
C17 C 0.10674(19) 0.67201(19) 0.00708(9) 0.0261(4) Uani 1 1 d . . . . .
C13 C 0.07351(19) 0.6614(2) 0.10979(9) 0.0282(5) Uani 1 1 d . . . . .
H13 H 0.073786 0.615809 0.142824 0.034 Uiso 1 1 calc R . . . .
C14 C 0.0399(2) 0.7806(2) 0.11105(10) 0.0295(5) Uani 1 1 d . . . . .
C3 C 0.1387(2) 0.64758(18) -0.10246(10) 0.0277(5) Uani 1 1 d . . . . .
C7 C 0.2273(2) 0.4203(2) -0.23800(10) 0.0318(5) Uani 1 1 d . . . . .
H7 H 0.247976 0.372787 -0.267949 0.038 Uiso 1 1 calc R . . . .
C10 C 0.22717(19) 0.40988(19) -0.07800(9) 0.0265(4) Uani 1 1 d . . . . .
C4 C 0.1670(2) 0.56564(19) -0.14897(9) 0.0269(5) Uani 1 1 d . . . . .
C9 C 0.21642(19) 0.45074(18) -0.13636(9) 0.0258(4) Uani 1 1 d . . . . .
C8 C 0.2487(2) 0.37904(19) -0.18170(9) 0.0278(5) Uani 1 1 d . . . . .
C6 C 0.1756(2) 0.5312(2) -0.24946(10) 0.0321(5) Uani 1 1 d . . . . .
H6 H 0.160117 0.557171 -0.287200 0.039 Uiso 1 1 calc R . . . .
C5 C 0.1465(2) 0.60455(19) -0.20509(9) 0.0304(5) Uani 1 1 d . . . . .
H5 H 0.113140 0.679718 -0.213219 0.037 Uiso 1 1 calc R . . . .
O25 O 0.30027(16) 0.27044(14) -0.17442(7) 0.0342(4) Uani 1 1 d . . . . .
H25 H 0.308202 0.253326 -0.140249 0.051 Uiso 1 1 calc GR . . . .
C22 C -0.0461(2) 0.9595(2) 0.16250(11) 0.0386(6) Uani 1 1 d . . . . .
H22A H -0.124503 0.957270 0.138473 0.058 Uiso 1 1 calc GR . . . .
H22B H 0.010135 1.012582 0.146235 0.058 Uiso 1 1 calc GR . . . .
H22C H -0.059608 0.986803 0.200036 0.058 Uiso 1 1 calc GR . . . .
C21 C 0.0103(2) 0.8357(2) 0.16684(10) 0.0349(5) Uani 1 1 d . . . . .
H21A H 0.086884 0.838750 0.192930 0.042 Uiso 1 1 calc R . . . .
H21B H -0.047300 0.783554 0.183776 0.042 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
C16 O19 H19 109.5 . . ?
C1 N18 H18 117.8 . . ?
C1 N18 C11 124.44(18) . . ?
C11 N18 H18 117.8 . . ?
C1 C2 C17 117.86(19) . . ?
C1 C2 C3 115.26(19) . . ?
C3 C2 C17 126.85(19) . . ?
N18 C1 C2 122.62(19) . . ?
N18 C1 C10 111.91(18) . . ?
C2 C1 C10 125.46(19) . . ?
O19 C16 C15 113.76(19) . . ?
O19 C16 C17 125.41(19) . . ?
C15 C16 C17 120.79(19) . . ?
C16 C15 H15 118.3 . . ?
C14 C15 C16 123.5(2) . . ?
C14 C15 H15 118.3 . . ?
C17 C12 C11 121.75(19) . . ?
C13 C12 C11 115.13(19) . . ?
C13 C12 C17 123.1(2) . . ?
O20 C11 N18 120.3(2) . . ?
O20 C11 C12 124.14(19) . . ?
N18 C11 C12 115.52(18) . . ?
C16 C17 C2 128.19(19) . . ?
C12 C17 C2 117.33(19) . . ?
C12 C17 C16 114.48(19) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.2(2) . . ?
C14 C13 H13 119.4 . . ?
C15 C14 C13 117.0(2) . . ?
C15 C14 C21 123.4(2) . . ?
C13 C14 C21 119.6(2) . . ?
O24 C3 C2 123.4(2) . . ?
O24 C3 C4 116.1(2) . . ?
C2 C3 C4 120.54(18) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.3(2) . . ?
O23 C10 C1 118.58(19) . . ?
O23 C10 C9 123.0(2) . . ?
C9 C10 C1 118.36(18) . . ?
C9 C4 C3 121.05(19) . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 C9 120.3(2) . . ?
C4 C9 C10 118.62(19) . . ?
C8 C9 C10 122.45(19) . . ?
C8 C9 C4 118.89(19) . . ?
C7 C8 C9 119.8(2) . . ?
O25 C8 C7 116.35(19) . . ?
O25 C8 C9 123.86(19) . . ?
C7 C6 H6 119.7 . . ?
C7 C6 C5 120.7(2) . . ?
C5 C6 H6 119.7 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C8 O25 H25 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
C14 C21 C22 116.0(2) . . ?
C14 C21 H21A 108.3 . . ?
C14 C21 H21B 108.3 . . ?
C22 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
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 C11 1.232(3) . ?
O19 H19 0.8200 . ?
O19 C16 1.343(3) . ?
N18 H18 0.8600 . ?
N18 C1 1.364(3) . ?
N18 C11 1.367(3) . ?
O23 C10 1.239(3) . ?
O24 C3 1.236(3) . ?
C2 C1 1.377(3) . ?
C2 C17 1.482(3) . ?
C2 C3 1.479(3) . ?
C1 C10 1.488(3) . ?
C16 C15 1.398(3) . ?
C16 C17 1.429(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.382(3) . ?
C12 C11 1.466(3) . ?
C12 C17 1.428(3) . ?
C12 C13 1.393(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(3) . ?
C14 C21 1.515(3) . ?
C3 C4 1.487(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.395(3) . ?
C7 C6 1.380(3) . ?
C10 C9 1.437(3) . ?
C4 C9 1.416(3) . ?
C4 C5 1.382(3) . ?
C9 C8 1.410(3) . ?
C8 O25 1.345(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.393(3) . ?
C5 H5 0.9300 . ?
O25 H25 0.8200 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22 C21 1.518(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
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
O19 C16 C15 C14 -176.8(2) . . . . ?
O19 C16 C17 C2 -2.5(3) . . . . ?
O19 C16 C17 C12 176.9(2) . . . . ?
N18 C1 C10 O23 -5.1(3) . . . . ?
N18 C1 C10 C9 172.90(17) . . . . ?
O23 C10 C9 C4 179.06(19) . . . . ?
O23 C10 C9 C8 1.6(3) . . . . ?
O24 C3 C4 C9 170.1(2) . . . . ?
O24 C3 C4 C5 -8.7(3) . . . . ?
C2 C1 C10 O23 175.52(19) . . . . ?
C2 C1 C10 C9 -6.5(3) . . . . ?
C2 C3 C4 C9 -9.1(3) . . . . ?
C2 C3 C4 C5 172.10(19) . . . . ?
C1 N18 C11 O20 172.13(19) . . . . ?
C1 N18 C11 C12 -7.9(3) . . . . ?
C1 C2 C17 C16 175.1(2) . . . . ?
C1 C2 C17 C12 -4.2(3) . . . . ?
C1 C2 C3 O24 -175.2(2) . . . . ?
C1 C2 C3 C4 4.0(3) . . . . ?
C1 C10 C9 C4 1.2(3) . . . . ?
C1 C10 C9 C8 -176.29(18) . . . . ?
C16 C15 C14 C13 -1.4(3) . . . . ?
C16 C15 C14 C21 177.0(2) . . . . ?
C15 C16 C17 C2 179.8(2) . . . . ?
C15 C16 C17 C12 -0.8(3) . . . . ?
C15 C14 C21 C22 11.5(3) . . . . ?
C12 C13 C14 C15 1.4(3) . . . . ?
C12 C13 C14 C21 -177.1(2) . . . . ?
C11 N18 C1 C2 4.2(3) . . . . ?
C11 N18 C1 C10 -175.30(18) . . . . ?
C11 C12 C17 C2 0.3(3) . . . . ?
C11 C12 C17 C16 -179.16(19) . . . . ?
C11 C12 C13 C14 178.84(19) . . . . ?
C17 C2 C1 N18 2.3(3) . . . . ?
C17 C2 C1 C10 -178.30(18) . . . . ?
C17 C2 C3 O24 7.0(3) . . . . ?
C17 C2 C3 C4 -173.82(19) . . . . ?
C17 C16 C15 C14 1.2(3) . . . . ?
C17 C12 C11 O20 -174.5(2) . . . . ?
C17 C12 C11 N18 5.5(3) . . . . ?
C17 C12 C13 C14 -1.2(3) . . . . ?
C13 C12 C11 O20 5.4(3) . . . . ?
C13 C12 C11 N18 -174.55(18) . . . . ?
C13 C12 C17 C2 -179.67(18) . . . . ?
C13 C12 C17 C16 0.9(3) . . . . ?
C13 C14 C21 C22 -170.2(2) . . . . ?
C3 C2 C1 N18 -175.73(18) . . . . ?
C3 C2 C1 C10 3.6(3) . . . . ?
C3 C2 C17 C16 -7.0(3) . . . . ?
C3 C2 C17 C12 173.59(19) . . . . ?
C3 C4 C9 C10 6.2(3) . . . . ?
C3 C4 C9 C8 -176.26(19) . . . . ?
C3 C4 C5 C6 178.05(19) . . . . ?
C7 C6 C5 C4 -1.2(3) . . . . ?
C10 C9 C8 C7 175.1(2) . . . . ?
C10 C9 C8 O25 -4.9(3) . . . . ?
C4 C9 C8 C7 -2.3(3) . . . . ?
C4 C9 C8 O25 177.56(19) . . . . ?
C9 C4 C5 C6 -0.7(3) . . . . ?
C8 C7 C6 C5 1.3(3) . . . . ?
C6 C7 C8 C9 0.5(3) . . . . ?
C6 C7 C8 O25 -179.5(2) . . . . ?
C5 C4 C9 C10 -175.11(19) . . . . ?
C5 C4 C9 C8 2.5(3) . . . . ?
