#------------------------------------------------------------------------------
#$Date: 2025-11-29 20:02:29 +0100 (Sat 29 de Nov de 2025) $
#$Revision: 303673 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/10/7251047.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_7251047
loop_
_publ_author_name
'Madu, Shadrack J.'
'Wang, Ke'
'Fábián, László'
'Li, Mingzhong'
_publ_section_title
;
 Novel multicomponent crystal forms of artesunate
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              7146
_journal_page_last               7169
_journal_paper_doi               10.1039/D5CE00279F
_journal_volume                  27
_journal_year                    2025
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C19 H28 O8, C7 H7 N O2'
_chemical_formula_sum            'C26 H35 N O10'
_chemical_formula_weight         521.55
_chemical_name_common            'artesunate 4-aminobenzoic acid'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-09-11
_audit_creation_method
; 
Olex2 1.5 
(compiled 2025.07.13 svn.rb7424ae for OlexSys, GUI svn.r7314) 
;
_audit_update_record
;
2025-10-07 deposited with the CCDC.	2025-10-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.1350(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.69290(10)
_cell_length_b                   17.0162(2)
_cell_length_c                   13.4451(2)
_cell_measurement_reflns_used    10715
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      76.4160
_cell_measurement_theta_min      3.2700
_cell_volume                     1294.99(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.84a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00 -20.00   0.50    0.66    --  -91.75  45.00  30.00   62
  2  ω    -51.00 -22.00   0.50    0.66    --  -91.75  61.00 -30.00   58
  3  ω    -50.00 -21.00   0.50    0.66    --  -91.75  45.00 -90.00   58
  4  ω    -62.00  23.00   0.50    0.16    --  -47.29  57.00-180.00  170
  5  ω    -50.00 -21.00   0.50    0.66    --  -91.75  45.00-180.00   58
  6  ω    -49.00 -20.00   0.50    0.66    --  -91.75  45.00 -60.00   58
  7  ω    -51.00 -22.00   0.50    0.66    --  -91.75  45.00  90.00   58
  8  ω    -48.00 -21.00   0.50    0.66    --  -91.75  45.00 150.00   54
  9  ω     -6.00  26.00   0.50    0.16    --  -47.29  37.00  60.00   64
 10  ω    121.00 177.00   0.50    0.66    --  106.64  61.00 -90.00  112
 11  ω    130.00 167.00   0.50    0.66    --  106.64  61.00-120.00   74
 12  ω     96.00 176.00   0.50    0.66    --  106.64 125.00 -60.00  160
 13  ω    146.00 172.00   0.50    0.66    --  106.64  83.00 -31.00   52
 14  ω    101.00 133.00   0.50    0.66    --  106.64  83.00 -31.00   64
 15  ω    101.00 131.00   0.50    0.66    --  106.64  15.00 -90.00   60
 16  ω     41.00  66.00   0.50    0.66    --  106.64 -61.00  60.00   50
 17  ω     44.00  71.00   0.50    0.66    --  106.64 -61.00 120.00   54
 18  ω     35.00  71.00   0.50    0.66    --  106.64 -61.00 -30.00   72
 19  ω    -27.00  19.00   0.50    0.16    --   47.29 -19.00 -90.00   92
 20  ω    -15.00  18.00   0.50    0.16    --   47.29 -19.00 -60.00   66
 21  ω     50.00 101.00   0.50    0.66    --  106.64 -83.00-151.00  102
 22  ω     44.00 105.00   0.50    0.66    --  106.64 -94.00-150.00  122
 23  ω     66.00 107.00   0.50    0.66    --  106.64-125.00  30.00   82
 24  ω     39.00  73.00   0.50    0.66    --  106.64-125.00 -30.00   68
 25  ω      2.00  32.00   0.50    0.16    --   47.29 -83.00-151.00   60
 26  ω    -72.00   7.00   0.50    0.16    --  -47.29  83.00 -31.00  158
 27  ω    -68.00 -21.00   0.50    0.66    --  -91.75  83.00 -31.00   94
 28  ω   -113.00 -37.00   0.50    0.16    --  -47.29 -37.00 120.00  152
 29  ω   -161.00-115.00   0.50    0.66    --  -91.75 -61.00 150.00   92
 30  ω   -161.00-103.00   0.50    0.66    --  -91.75 -61.00 120.00  116
 31  ω   -163.00-111.00   0.50    0.66    --  -91.75 -77.00  90.00  104
 32  ω   -162.00-126.00   0.50    0.66    --  -91.75 -45.00  60.00   72
 33  ω   -124.00 -78.00   0.50    0.66    --  -91.75 -15.00  90.00   92
 34  ω   -106.00 -79.00   0.50    0.66    --  -91.75 -45.00  60.00   54
 35  ω   -111.00 -84.00   0.50    0.66    --  -91.75 -15.00  30.00   54
 36  ω   -164.00-138.00   0.50    0.66    --  -91.75 -15.00  30.00   52
 37  ω   -123.00 -82.00   0.50    0.66    --  -91.75 -45.00 -90.00   82
 38  ω   -132.00 -80.00   0.50    0.66    --  -91.75 -45.00-120.00  104
 39  ω   -145.00-120.00   0.50    0.66    --  -91.75 -83.00-151.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0432758000
_diffrn_orient_matrix_UB_12      0.0020506000
_diffrn_orient_matrix_UB_13      0.1111480000
_diffrn_orient_matrix_UB_21      0.1299539000
_diffrn_orient_matrix_UB_22      0.0793893000
_diffrn_orient_matrix_UB_23      0.0124077000
_diffrn_orient_matrix_UB_31      -0.2351915000
_diffrn_orient_matrix_UB_32      0.0434452000
_diffrn_orient_matrix_UB_33      -0.0278804000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14940
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.419
_diffrn_reflns_theta_min         3.306
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.861
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.42.84a (Rigaku Oxford Diffraction, 2023) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_description       block
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details
; 
 Flack x determined using 2118 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.09(8)
_refine_ls_extinction_coef       0.0027(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   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         5007
_refine_ls_number_restraints     243
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0339
_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)+(0.0345P)²+0.3023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0847
_reflns_Friedel_coverage         0.870
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.880
_reflns_number_gt                4810
_reflns_number_total             5007
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00279f2.cif
_cod_data_source_block           rev2
_cod_depositor_comments
'Adding full bibliography for 7251047--7251052.cif.'
_cod_database_code               7251047
_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. 
;
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups, All N(H,H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2. Restrained distances 
 O9B-H9B = O9C-H9B = O21-H21 
 0.84 with sigma of 0.02 
 C1B-C2B \\sim C1C-C2C 
 with sigma of 0.02 
 C1B-C6B \\sim C1C-C6C 
 with sigma of 0.02 
 C1B-C7B \\sim C1C-C7C 
 with sigma of 0.02 
 C2B-C3B \\sim C2C-C3C 
 with sigma of 0.02 
 C3B-C4B \\sim C3C-C4C 
 with sigma of 0.02 
 C4B-N4B \\sim C4C-N4C 
 with sigma of 0.02 
 C4B-C5B \\sim C4C-C5C 
 with sigma of 0.02 
 C5B-C6B \\sim C5C-C6C 
 with sigma of 0.02 
 C7B-O8B \\sim C7C-O8C 
 with sigma of 0.02 
 C7B-O9B \\sim C7C-O9C 
 with sigma of 0.02 
 C1B-C3B \\sim C1C-C3C 
 with sigma of 0.04 
 C1B-C5B \\sim C1C-C5C 
 with sigma of 0.04 
 C1B-O8B \\sim C1C-O8C 
 with sigma of 0.04 
 C1B-O9B \\sim C1C-O9C 
 with sigma of 0.04 
 C2B-C4B \\sim C2C-C4C 
 with sigma of 0.04 
 C2B-C6B \\sim C2C-C6C 
 with sigma of 0.04 
 C2B-C7B \\sim C2C-C7C 
 with sigma of 0.04 
 C3B-N4B \\sim C3C-N4C 
 with sigma of 0.04 
 C3B-C5B \\sim C3C-C5C 
 with sigma of 0.04 
 C4B-C6B \\sim C4C-C6C 
 with sigma of 0.04 
 N4B-C5B \\sim N4C-C5C 
 with sigma of 0.04 
 C6B-C7B \\sim C6C-C7C 
 with sigma of 0.04 
 O8B-O9B \\sim O8C-O9C 
 with sigma of 0.04 
 C6-C7 \\sim C6-C7D 
 with sigma of 0.02 
 C7-C8 \\sim C7D-C8D 
 with sigma of 0.02 
 C8-C8A \\sim C8D-C8E 
 with sigma of 0.02 
 C8A-C9 \\sim C8E-C9D 
 with sigma of 0.02 
 C8A-C12A \\sim C8E-C12A 
 with sigma of 0.02 
 C9-C9M \\sim C9D-C9N 
 with sigma of 0.02 
 C9-C10 \\sim C9D-C10 
 with sigma of 0.02 
 C6-C8 \\sim C6-C8D 
 with sigma of 0.04 
 C7-C8A \\sim C7D-C8E 
 with sigma of 0.04 
 C8-C9 \\sim C8D-C9D 
 with sigma of 0.04 
 C8-C12A \\sim C8D-C12A 
 with sigma of 0.04 
 C8A-C9M \\sim C8E-C9N 
 with sigma of 0.04 
 C8A-C10 \\sim C8E-C10 
 with sigma of 0.04 
 C9-C12A \\sim C9D-C12A 
 with sigma of 0.04 
 C9M-C10 \\sim C9N-C10 
 with sigma of 0.04 
3. Uiso/Uaniso restraints and constraints 
Uanis(C1B) = Uanis(C1C) 
Uanis(C2B) = Uanis(C2C) 
Uanis(C6B) = Uanis(C6C) 
Uanis(C7B) = Uanis(C7C) 
Uanis(C3B) = Uanis(C3C) 
Uanis(N4B) = Uanis(N4C) 
Uanis(C4B) = Uanis(C4C) 
Uanis(C5B) = Uanis(C5C) 
Uanis(O8B) = Uanis(O8C) 
Uanis(O9B) = Uanis(O9C) 
4. Rigid body (RIGU) restrains 
 C7C, C1C, C2C, C6C, C3C, C5C, O8C, O9C, C4C, N4C 
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 
 C6B, C1B, C2B, C7B, C3B, C5B, O8B, O9B, C4B, N4B 
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 
 C9, C9M, C8A, C12A, C8, C7, C6 
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 
 C6, C7D, C8D, C8E, C9D, C10 
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001 
5. Others 
 Sof(C1C)=Sof(C2C)=Sof(H2C)=Sof(C3C)=Sof(H3C)=Sof(C4C)=Sof(N4C)=Sof(H4CA)= 
 Sof(H4CB)=Sof(C5C)=Sof(H5C)=Sof(C6C)=Sof(H6C)=Sof(C7C)=Sof(O8C)=Sof(O9C)=1- 
 FVAR(1) 
 Sof(C1B)=Sof(C2B)=Sof(H2B)=Sof(C3B)=Sof(H3B)=Sof(C4B)=Sof(N4B)=Sof(H4BA)= 
 Sof(H4BB)=Sof(C5B)=Sof(H5BA)=Sof(C6B)=Sof(H6BA)=Sof(C7B)=Sof(O8B)=Sof(O9B)= 
 FVAR(1) 
 Sof(H6B)=Sof(H10A)=Sof(C9D)=Sof(H9D)=Sof(C9N)=Sof(H9NA)=Sof(H9NB)=Sof(H9NC)= 
 Sof(C8E)=Sof(H8E)=Sof(C8D)=Sof(H8DA)=Sof(H8DB)=Sof(C7D)=Sof(H7DA)=Sof(H7DB)=1- 
 FVAR(2) 
 Sof(H6A)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C8A)= 
 Sof(H8AA)=Sof(C9)=Sof(H9)=Sof(C9M)=Sof(H9MA)=Sof(H9MB)=Sof(H9MC)=Sof(H10)= 
 FVAR(2) 
6.a Ternary CH refined with riding coordinates: 
 C5A(H5AA), C6(H6A), C6(H6B), C8A(H8AA), C9(H9), C10(H10), C10(H10A), C12(H12), 
  C9D(H9D), C8E(H8E) 
6.b Secondary CH2 refined with riding coordinates: 
 C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B), C17(H17A,H17B), C18(H18A, 
 H18B), C8D(H8DA,H8DB), C7D(H7DA,H7DB) 
6.c Aromatic/amide H refined with riding coordinates: 
 C2B(H2B), C3B(H3B), C5B(H5BA), C6B(H6BA), C2C(H2C), C3C(H3C), C5C(H5C), 
 C6C(H6C) 
6.d X=CH2 refined with riding coordinates: 
 N4B(H4BA,H4BB), N4C(H4CA,H4CB) 
6.e Idealised Me refined as rotating group: 
 C3M(H3MA,H3MB,H3MC), C6M(H6MA,H6MB,H6MC), C9M(H9MA,H9MB,H9MC), C9N(H9NA,H9NB, 
 H9NC) 
;
_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 1.255
_oxdiff_exptl_absorpt_empirical_full_min 0.793
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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 1.0236(3) 0.62563(14) 0.72107(16) 0.0490(6) Uani 1 1 d . . . . .
O2 O 1.0455(3) 0.69023(15) 0.65026(19) 0.0540(6) Uani 1 1 d . . . . .
C3 C 0.9063(5) 0.75337(19) 0.6772(3) 0.0504(8) Uani 1 1 d . . . . .
C3M C 0.9726(9) 0.8189(2) 0.6098(4) 0.0837(15) Uani 1 1 d . . . . .
H3MA H 0.978959 0.798464 0.542000 0.126 Uiso 1 1 calc R U . . .
H3MB H 1.127706 0.839883 0.635323 0.126 Uiso 1 1 calc R U . . .
H3MC H 0.854205 0.860765 0.608411 0.126 Uiso 1 1 calc R U . . .
C4 C 0.9435(6) 0.7733(2) 0.7887(3) 0.0585(10) Uani 1 1 d . . . . .
H4A H 1.104785 0.757021 0.815591 0.070 Uiso 1 1 calc R U . . .
H4B H 0.933108 0.831045 0.796559 0.070 Uiso 1 1 calc R U . . .
C5 C 0.7670(5) 0.73469(17) 0.8505(2) 0.0418(6) Uani 1 1 d . . . . .
H5A H 0.607748 0.755340 0.827733 0.050 Uiso 1 1 calc R U . . .
H5B H 0.805366 0.750670 0.921146 0.050 Uiso 1 1 calc R U . . .
C5A C 0.7575(5) 0.64487(16) 0.84606(19) 0.0352(6) Uani 1 1 d . . . . .
H5AA H 0.899330 0.625527 0.889431 0.042 Uiso 1 1 calc R U . . .
C6 C 0.5422(5) 0.61392(15) 0.89223(18) 0.0348(6) Uani 1 1 d D . . . .
H6A H 0.393792 0.631057 0.851466 0.042 Uiso 0.49(3) 1 calc R U P A 1
H6B H 0.402418 0.639741 0.854244 0.042 Uiso 0.51(3) 1 calc R U P A 2
C6M C 0.5403(6) 0.64070(17) 1.0011(2) 0.0467(7) Uani 1 1 d . . . . .
H6MA H 0.689126 0.625507 1.039693 0.070 Uiso 1 1 calc R U . . .
H6MB H 0.408012 0.615747 1.029947 0.070 Uiso 1 1 calc R U . . .
H6MC H 0.522488 0.697939 1.003124 0.070 Uiso 1 1 calc R U . . .
C7 C 0.570(2) 0.5242(5) 0.8861(8) 0.0283(19) Uani 0.49(3) 1 d D . P A 1
H7A H 0.718980 0.508855 0.925852 0.034 Uiso 0.49(3) 1 calc R U P A 1
H7B H 0.438409 0.499148 0.917033 0.034 Uiso 0.49(3) 1 calc R U P A 1
C8 C 0.571(2) 0.4921(6) 0.7799(7) 0.0259(18) Uani 0.49(3) 1 d D . P A 1
H8A H 0.582298 0.434069 0.782440 0.031 Uiso 0.49(3) 1 calc R U P A 1
H8B H 0.421409 0.506259 0.739748 0.031 Uiso 0.49(3) 1 calc R U P A 1
C8A C 0.778(3) 0.5248(7) 0.7296(9) 0.0291(19) Uani 0.49(3) 1 d D . P A 1
H8AA H 0.925485 0.505280 0.768958 0.035 Uiso 0.49(3) 1 calc R U P A 1
C9 C 0.790(2) 0.4986(7) 0.6212(8) 0.029(2) Uani 0.49(3) 1 d D . P A 1
H9 H 0.940961 0.517761 0.598203 0.035 Uiso 0.49(3) 1 calc R U P A 1
C9M C 0.780(3) 0.4089(4) 0.6126(6) 0.036(2) Uani 0.49(3) 1 d D . P A 1
H9MA H 0.881948 0.385517 0.668244 0.055 Uiso 0.49(3) 1 calc R U P A 1
H9MB H 0.834967 0.392703 0.549098 0.055 Uiso 0.49(3) 1 calc R U P A 1
H9MC H 0.617168 0.390993 0.615107 0.055 Uiso 0.49(3) 1 calc R U P A 1
C10 C 0.5806(4) 0.53834(15) 0.55797(16) 0.0287(5) Uani 1 1 d D . . . .
H10 H 0.423566 0.524079 0.579794 0.034 Uiso 0.49(3) 1 calc R U P A 1
H10A H 0.412868 0.529471 0.570896 0.034 Uiso 0.51(3) 1 calc R U P A 2
O11 O 0.6255(3) 0.61978(10) 0.56157(12) 0.0272(4) Uani 1 1 d . . . . .
C12 C 0.6128(4) 0.65385(14) 0.65877(17) 0.0252(5) Uani 1 1 d . . . . .
H12 H 0.447267 0.648433 0.676408 0.030 Uiso 1 1 calc R U . . .
C12A C 0.7795(4) 0.61281(15) 0.73943(18) 0.0308(5) Uani 1 1 d D . . . .
O13 O 0.6624(3) 0.73378(10) 0.64844(14) 0.0370(4) Uani 1 1 d . . . . .
O14 O 0.6051(3) 0.51566(11) 0.45754(12) 0.0324(4) Uani 1 1 d . . . . .
C15 C 0.4086(4) 0.51556(14) 0.39217(17) 0.0279(5) Uani 1 1 d . . . . .
O16 O 0.2181(3) 0.53487(12) 0.41311(13) 0.0385(4) Uani 1 1 d . . . . .
C17 C 0.4573(4) 0.48372(18) 0.29208(18) 0.0344(6) Uani 1 1 d . . . . .
H17A H 0.324856 0.498857 0.241967 0.041 Uiso 1 1 calc R U . . .
H17B H 0.459535 0.425620 0.295928 0.041 Uiso 1 1 calc R U . . .
C18 C 0.6878(4) 0.51117(16) 0.25484(17) 0.0314(5) Uani 1 1 d . . . . .
H18A H 0.675611 0.567859 0.238539 0.038 Uiso 1 1 calc R U . . .
H18B H 0.818557 0.504285 0.308869 0.038 Uiso 1 1 calc R U . . .
C19 C 0.7438(4) 0.46665(15) 0.16415(17) 0.0276(5) Uani 1 1 d . . . . .
O20 O 0.6060(3) 0.41486(11) 0.12743(13) 0.0341(4) Uani 1 1 d . . . . .
O21 O 0.9377(3) 0.48469(13) 0.12982(13) 0.0402(5) Uani 1 1 d D . . . .
C1B C 0.966(3) 0.3082(9) -0.1470(15) 0.0244(18) Uani 0.456(5) 1 d D . P B 1
C2B C 0.8534(15) 0.2384(6) -0.1720(7) 0.0278(13) Uani 0.456(5) 1 d D . P B 1
H2B H 0.735131 0.219747 -0.133118 0.033 Uiso 0.456(5) 1 calc R U P B 1
C3B C 0.9092(15) 0.1957(5) -0.2517(6) 0.0326(14) Uani 0.456(5) 1 d D . P B 1
H3B H 0.823549 0.149107 -0.270308 0.039 Uiso 0.456(5) 1 calc R U P B 1
C4B C 1.094(3) 0.2202(11) -0.3072(12) 0.0345(11) Uani 0.456(5) 1 d D . P B 1
N4B N 1.156(3) 0.1758(11) -0.3850(9) 0.045(2) Uani 0.456(5) 1 d D . P B 1
H4BA H 1.270344 0.191401 -0.419353 0.054 Uiso 0.456(5) 1 calc R U P B 1
H4BB H 1.080784 0.131531 -0.400699 0.054 Uiso 0.456(5) 1 calc R U P B 1
C5B C 1.2074(15) 0.2909(4) -0.2791(6) 0.0370(12) Uani 0.456(5) 1 d D . P B 1
H5BA H 1.323369 0.310905 -0.318170 0.044 Uiso 0.456(5) 1 calc R U P B 1
C6B C 1.1555(13) 0.3322(5) -0.1963(6) 0.0338(11) Uani 0.456(5) 1 d D . P B 1
H6BA H 1.247779 0.376430 -0.173265 0.041 Uiso 0.456(5) 1 calc R U P B 1
C7B C 0.895(4) 0.350(2) -0.060(2) 0.0280(19) Uani 0.456(5) 1 d D . P B 1
O8B O 1.062(2) 0.3884(5) -0.0150(11) 0.0416(17) Uani 0.456(5) 1 d D . P B 1
O9B O 0.692(3) 0.3337(19) -0.030(2) 0.033(2) Uani 0.456(5) 1 d D . P B 1
C1C C 0.969(3) 0.2937(7) -0.1413(12) 0.0244(18) Uani 0.544(5) 1 d D . P B 2
C2C C 0.7937(12) 0.2457(5) -0.1956(5) 0.0278(13) Uani 0.544(5) 1 d D . P B 2
H2C H 0.641764 0.241290 -0.172953 0.033 Uiso 0.544(5) 1 calc R U P B 2
C3C C 0.8410(12) 0.2059(4) -0.2798(5) 0.0326(14) Uani 0.544(5) 1 d D . P B 2
H3C H 0.724024 0.172004 -0.312060 0.039 Uiso 0.544(5) 1 calc R U P B 2
C4C C 1.056(2) 0.2139(9) -0.3194(10) 0.0345(11) Uani 0.544(5) 1 d D . P B 2
N4C N 1.091(2) 0.1784(9) -0.4067(8) 0.045(2) Uani 0.544(5) 1 d D . P B 2
H4CA H 0.977856 0.150035 -0.438680 0.054 Uiso 0.544(5) 1 calc R U P B 2
H4CB H 1.227339 0.183598 -0.431372 0.054 Uiso 0.544(5) 1 calc R U P B 2
C5C C 1.2339(12) 0.2608(4) -0.2654(5) 0.0370(12) Uani 0.544(5) 1 d D . P B 2
H5C H 1.386245 0.264786 -0.287720 0.044 Uiso 0.544(5) 1 calc R U P B 2
C6C C 1.1846(11) 0.3004(4) -0.1809(5) 0.0338(11) Uani 0.544(5) 1 d D . P B 2
H6C H 1.302534 0.333573 -0.147969 0.041 Uiso 0.544(5) 1 calc R U P B 2
C7C C 0.920(3) 0.3447(16) -0.0576(19) 0.0280(19) Uani 0.544(5) 1 d D . P B 2
O8C O 1.0283(19) 0.4093(4) -0.0268(9) 0.0416(17) Uani 0.544(5) 1 d D . P B 2
O9C O 0.728(2) 0.3299(16) -0.0198(16) 0.033(2) Uani 0.544(5) 1 d D . P B 2
C9D C 0.738(3) 0.4890(7) 0.6303(8) 0.032(2) Uani 0.51(3) 1 d D . P A 2
H9D H 0.903928 0.495086 0.613976 0.039 Uiso 0.51(3) 1 calc R U P A 2
C9N C 0.667(3) 0.4014(5) 0.6158(7) 0.040(2) Uani 0.51(3) 1 d D . P A 2
H9NA H 0.495521 0.396078 0.616029 0.059 Uiso 0.51(3) 1 calc R U P A 2
H9NB H 0.747317 0.370108 0.670438 0.059 Uiso 0.51(3) 1 calc R U P A 2
H9NC H 0.713102 0.382618 0.551803 0.059 Uiso 0.51(3) 1 calc R U P A 2
C8E C 0.724(3) 0.5206(6) 0.7379(8) 0.029(2) Uani 0.51(3) 1 d D . P A 2
H8E H 0.854979 0.494779 0.781745 0.035 Uiso 0.51(3) 1 calc R U P A 2
C8D C 0.494(3) 0.4985(6) 0.7794(7) 0.030(2) Uani 0.51(3) 1 d D . P A 2
H8DA H 0.473029 0.440733 0.775751 0.036 Uiso 0.51(3) 1 calc R U P A 2
H8DB H 0.359734 0.522859 0.737529 0.036 Uiso 0.51(3) 1 calc R U P A 2
C7D C 0.489(3) 0.5251(6) 0.8879(8) 0.034(2) Uani 0.51(3) 1 d D . P A 2
H7DA H 0.610109 0.496245 0.932150 0.040 Uiso 0.51(3) 1 calc R U P A 2
H7DB H 0.332540 0.514601 0.910438 0.040 Uiso 0.51(3) 1 calc R U P A 2
H9B H 0.671(10) 0.358(3) 0.026(3) 0.13(2) Uiso 1 1 d D . . . .
H21 H 0.973(11) 0.455(3) 0.082(4) 0.14(2) Uiso 1 1 d D . . . .
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
C12A O1 O2 111.79(18) . . ?
C3 O2 O1 108.4(2) . . ?
O2 C3 C3M 103.1(3) . . ?
O2 C3 C4 113.6(3) . . ?
O2 C3 O13 107.9(2) . . ?
C3M C3 C4 114.0(3) . . ?
O13 C3 C3M 107.8(3) . . ?
O13 C3 C4 110.0(2) . . ?
C3 C3M H3MA 109.5 . . ?
C3 C3M H3MB 109.5 . . ?
C3 C3M H3MC 109.5 . . ?
H3MA C3M H3MB 109.5 . . ?
H3MA C3M H3MC 109.5 . . ?
H3MB C3M H3MC 109.5 . . ?
C3 C4 H4A 108.7 . . ?
C3 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C5 C4 C3 114.2(2) . . ?
C5 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
C4 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
C4 C5 C5A 115.7(2) . . ?
H5A C5 H5B 107.4 . . ?
C5A C5 H5A 108.3 . . ?
C5A C5 H5B 108.3 . . ?
C5 C5A H5AA 106.4 . . ?
C5 C5A C12A 112.4(2) . . ?
C6 C5A C5 110.8(2) . . ?
C6 C5A H5AA 106.4 . . ?
C6 C5A C12A 113.7(2) . . ?
C12A C5A H5AA 106.4 . . ?
C5A C6 H6A 110.2 . . ?
C5A C6 H6B 105.7 . . ?
C5A C6 C6M 111.9(2) . . ?
C5A C6 C7 103.3(5) . . ?
C5A C6 C7D 119.0(6) . . ?
C6M C6 H6A 110.2 . . ?
C6M C6 H6B 105.7 . . ?
C6M C6 C7 110.9(4) . . ?
C6M C6 C7D 107.8(4) . . ?
C7 C6 H6A 110.2 . . ?
C7D C6 H6B 105.7 . . ?
C6 C6M H6MA 109.5 . . ?
C6 C6M H6MB 109.5 . . ?
C6 C6M H6MC 109.5 . . ?
H6MA C6M H6MB 109.5 . . ?
H6MA C6M H6MC 109.5 . . ?
H6MB C6M H6MC 109.5 . . ?
C6 C7 H7A 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 C6 114.6(8) . . ?
C8 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C8A C8 C7 111.5(7) . . ?
C8A C8 H8A 109.3 . . ?
C8A C8 H8B 109.3 . . ?
C8 C8A H8AA 106.7 . . ?
C8 C8A C9 115.5(8) . . ?
C9 C8A H8AA 106.7 . . ?
C12A C8A C8 108.8(8) . . ?
C12A C8A H8AA 106.7 . . ?
C12A C8A C9 111.9(9) . . ?
C8A C9 H9 109.0 . . ?
C8A C9 C9M 110.9(8) . . ?
C8A C9 C10 106.7(8) . . ?
C9M C9 H9 109.0 . . ?
C9M C9 C10 112.1(9) . . ?
C10 C9 H9 109.0 . . ?
C9 C9M H9MA 109.5 . . ?
C9 C9M H9MB 109.5 . . ?
C9 C9M H9MC 109.5 . . ?
H9MA C9M H9MB 109.5 . . ?
H9MA C9M H9MC 109.5 . . ?
H9MB C9M H9MC 109.5 . . ?
C9 C10 H10 113.2 . . ?
O11 C10 C9 106.6(5) . . ?
O11 C10 H10 113.2 . . ?
O11 C10 H10A 108.4 . . ?
O11 C10 O14 105.24(18) . . ?
O11 C10 C9D 115.7(5) . . ?
O14 C10 C9 104.8(4) . . ?
O14 C10 H10 113.2 . . ?
O14 C10 H10A 108.4 . . ?
O14 C10 C9D 110.5(5) . . ?
C9D C10 H10A 108.4 . . ?
C10 O11 C12 113.63(17) . . ?
O11 C12 H12 108.6 . . ?
O11 C12 C12A 111.83(18) . . ?
C12A C12 H12 108.6 . . ?
O13 C12 O11 105.74(18) . . ?
O13 C12 H12 108.6 . . ?
O13 C12 C12A 113.4(2) . . ?
O1 C12A C5A 106.11(19) . . ?
O1 C12A C8A 97.5(6) . . ?
O1 C12A C12 110.1(2) . . ?
O1 C12A C8E 109.6(6) . . ?
C5A C12A C8E 108.8(4) . . ?
C8A C12A C5A 115.6(5) . . ?
C8A C12A C12 113.2(6) . . ?
C12 C12A C5A 112.87(19) . . ?
C12 C12A C8E 109.4(5) . . ?
C12 O13 C3 113.4(2) . . ?
C15 O14 C10 117.38(19) . . ?
O14 C15 C17 111.4(2) . . ?
O16 C15 O14 123.9(2) . . ?
O16 C15 C17 124.6(2) . . ?
C15 C17 H17A 108.4 . . ?
C15 C17 H17B 108.4 . . ?
C15 C17 C18 115.5(2) . . ?
H17A C17 H17B 107.5 . . ?
C18 C17 H17A 108.4 . . ?
C18 C17 H17B 108.4 . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 C17 112.2(2) . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
O20 C19 C18 120.0(2) . . ?
O20 C19 O21 123.9(2) . . ?
O21 C19 C18 116.1(2) . . ?
C19 O21 H21 114(4) . . ?
C2B C1B C6B 120.3(9) . . ?
C2B C1B C7B 116.9(12) . . ?
C6B C1B C7B 122.3(10) . . ?
C1B C2B H2B 119.6 . . ?
C3B C2B C1B 120.8(9) . . ?
C3B C2B H2B 119.6 . . ?
C2B C3B H3B 119.8 . . ?
C2B C3B C4B 120.5(9) . . ?
C4B C3B H3B 119.8 . . ?
N4B C4B C3B 120.4(11) . . ?
N4B C4B C5B 122.4(11) . . ?
C5B C4B C3B 117.2(9) . . ?
C4B N4B H4BA 120.0 . . ?
C4B N4B H4BB 120.0 . . ?
H4BA N4B H4BB 120.0 . . ?
C4B C5B H5BA 119.1 . . ?
C6B C5B C4B 121.8(8) . . ?
C6B C5B H5BA 119.1 . . ?
C1B C6B H6BA 120.6 . . ?
C5B C6B C1B 118.7(7) . . ?
C5B C6B H6BA 120.6 . . ?
O8B C7B C1B 112.4(14) . . ?
O8B C7B O9B 128.2(16) . . ?
O9B C7B C1B 118.5(13) . . ?
C7B O9B H9B 112(4) . . ?
C2C C1C C7C 123.5(10) . . ?
C6C C1C C2C 116.5(8) . . ?
C6C C1C C7C 119.3(9) . . ?
C1C C2C H2C 119.4 . . ?
C3C C2C C1C 121.2(7) . . ?
C3C C2C H2C 119.4 . . ?
C2C C3C H3C 119.1 . . ?
C2C C3C C4C 121.7(7) . . ?
C4C C3C H3C 119.1 . . ?
C3C C4C C5C 117.8(7) . . ?
N4C C4C C3C 120.3(9) . . ?
N4C C4C C5C 121.9(9) . . ?
C4C N4C H4CA 120.0 . . ?
C4C N4C H4CB 120.0 . . ?
H4CA N4C H4CB 120.0 . . ?
C4C C5C H5C 120.1 . . ?
C6C C5C C4C 119.9(6) . . ?
C6C C5C H5C 120.1 . . ?
C1C C6C H6C 118.6 . . ?
C5C C6C C1C 122.8(7) . . ?
C5C C6C H6C 118.6 . . ?
O8C C7C C1C 128.2(13) . . ?
O9C C7C C1C 115.2(11) . . ?
O9C C7C O8C 115.7(13) . . ?
C7C O9C H9B 125(5) . . ?
C10 C9D H9D 108.1 . . ?
C10 C9D C9N 109.0(8) . . ?
C10 C9D C8E 108.9(8) . . ?
C9N C9D H9D 108.1 . . ?
C9N C9D C8E 114.3(7) . . ?
C8E C9D H9D 108.1 . . ?
C9D C9N H9NA 109.5 . . ?
C9D C9N H9NB 109.5 . . ?
C9D C9N H9NC 109.5 . . ?
H9NA C9N H9NB 109.5 . . ?
H9NA C9N H9NC 109.5 . . ?
H9NB C9N H9NC 109.5 . . ?
C12A C8E H8E 106.9 . . ?
C9D C8E C12A 108.8(7) . . ?
C9D C8E H8E 106.9 . . ?
C8D C8E C12A 114.3(8) . . ?
C8D C8E C9D 112.6(8) . . ?
C8D C8E H8E 106.9 . . ?
C8E C8D H8DA 109.2 . . ?
C8E C8D H8DB 109.2 . . ?
C8E C8D C7D 112.2(7) . . ?
H8DA C8D H8DB 107.9 . . ?
C7D C8D H8DA 109.2 . . ?
C7D C8D H8DB 109.2 . . ?
C6 C7D H7DA 110.2 . . ?
C6 C7D H7DB 110.2 . . ?
C8D C7D C6 107.7(7) . . ?
C8D C7D H7DA 110.2 . . ?
C8D C7D H7DB 110.2 . . ?
H7DA C7D H7DB 108.5 . . ?
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
O1 O2 1.468(4) . ?
O1 C12A 1.453(3) . ?
O2 C3 1.405(4) . ?
C3 C3M 1.509(5) . ?
C3 C4 1.530(5) . ?
C3 O13 1.440(4) . ?
C3M H3MA 0.9800 . ?
C3M H3MB 0.9800 . ?
C3M H3MC 0.9800 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.519(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C5A 1.530(4) . ?
C5A H5AA 1.0000 . ?
C5A C6 1.526(4) . ?
C5A C12A 1.552(3) . ?
C6 H6A 1.0000 . ?
C6 H6B 1.0000 . ?
C6 C6M 1.534(4) . ?
C6 C7 1.538(10) . ?
C6 C7D 1.540(10) . ?
C6M H6MA 0.9800 . ?
C6M H6MB 0.9800 . ?
C6M H6MC 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.529(10) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C8A 1.524(9) . ?
C8A H8AA 1.0000 . ?
C8A C9 1.532(11) . ?
C8A C12A 1.503(12) . ?
C9 H9 1.0000 . ?
C9 C9M 1.532(11) . ?
C9 C10 1.543(11) . ?
C9M H9MA 0.9800 . ?
C9M H9MB 0.9800 . ?
C9M H9MC 0.9800 . ?
C10 H10 1.0000 . ?
C10 H10A 1.0000 . ?
C10 O11 1.409(3) . ?
C10 O14 1.426(3) . ?
C10 C9D 1.505(12) . ?
O11 C12 1.439(3) . ?
C12 H12 1.0000 . ?
C12 C12A 1.531(3) . ?
C12 O13 1.399(3) . ?
C12A C8E 1.600(11) . ?
O14 C15 1.347(3) . ?
C15 O16 1.196(3) . ?
C15 C17 1.504(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.527(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.498(3) . ?
C19 O20 1.246(3) . ?
C19 O21 1.278(3) . ?
O21 H21 0.86(3) . ?
C1B C2B 1.374(12) . ?
C1B C6B 1.386(11) . ?
C1B C7B 1.461(13) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.360(10) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.417(12) . ?
C4B N4B 1.365(12) . ?
C4B C5B 1.398(12) . ?
N4B H4BA 0.8800 . ?
N4B H4BB 0.8800 . ?
C5B H5BA 0.9500 . ?
C5B C6B 1.375(9) . ?
C6B H6BA 0.9500 . ?
C7B O8B 1.254(17) . ?
C7B O9B 1.291(12) . ?
O9B H9B 0.88(3) . ?
C1C C2C 1.427(11) . ?
C1C C6C 1.395(10) . ?
C1C C7C 1.471(10) . ?
C2C H2C 0.9500 . ?
C2C C3C 1.371(8) . ?
C3C H3C 0.9500 . ?
C3C C4C 1.392(9) . ?
C4C N4C 1.354(9) . ?
C4C C5C 1.427(10) . ?
N4C H4CA 0.8800 . ?
N4C H4CB 0.8800 . ?
C5C H5C 0.9500 . ?
C5C C6C 1.375(8) . ?
C6C H6C 0.9500 . ?
C7C O8C 1.306(14) . ?
C7C O9C 1.279(11) . ?
O9C H9B 0.86(3) . ?
C9D H9D 1.0000 . ?
C9D C9N 1.551(11) . ?
C9D C8E 1.552(10) . ?
C9N H9NA 0.9800 . ?
C9N H9NB 0.9800 . ?
C9N H9NC 0.9800 . ?
C8E H8E 1.0000 . ?
C8E C8D 1.528(9) . ?
C8D H8DA 0.9900 . ?
C8D H8DB 0.9900 . ?
C8D C7D 1.530(9) . ?
C7D H7DA 0.9900 . ?
C7D H7DB 0.9900 . ?
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 O2 C3 C3M 171.7(3) . . . . ?
O1 O2 C3 C4 47.9(3) . . . . ?
O1 O2 C3 O13 -74.4(3) . . . . ?
O1 C12A C8E C9D -66.4(9) . . . . ?
O1 C12A C8E C8D 166.7(6) . . . . ?
O2 O1 C12A C5A -106.5(2) . . . . ?
O2 O1 C12A C8A 134.1(5) . . . . ?
O2 O1 C12A C12 15.9(3) . . . . ?
O2 O1 C12A C8E 136.2(5) . . . . ?
O2 C3 C4 C5 -94.8(3) . . . . ?
O2 C3 O13 C12 35.0(3) . . . . ?
C3 C4 C5 C5A 57.8(4) . . . . ?
C3M C3 C4 C5 147.5(3) . . . . ?
C3M C3 O13 C12 145.7(2) . . . . ?
C4 C3 O13 C12 -89.4(3) . . . . ?
C4 C5 C5A C6 -168.1(3) . . . . ?
C4 C5 C5A C12A -39.6(3) . . . . ?
C5 C5A C6 C6M -57.7(3) . . . . ?
C5 C5A C6 C7 -177.2(5) . . . . ?
C5 C5A C6 C7D 175.3(6) . . . . ?
C5 C5A C12A O1 71.6(3) . . . . ?
C5 C5A C12A C8A 178.5(6) . . . . ?
C5 C5A C12A C12 -49.0(3) . . . . ?
C5 C5A C12A C8E -170.6(6) . . . . ?
C5A C6 C7 C8 -60.4(7) . . . . ?
C5A C6 C7D C8D -50.7(8) . . . . ?
C5A C12A C8E C9D 178.0(7) . . . . ?
C5A C12A C8E C8D 51.1(9) . . . . ?
C6 C5A C12A O1 -161.4(2) . . . . ?
C6 C5A C12A C8A -54.6(7) . . . . ?
C6 C5A C12A C12 78.0(3) . . . . ?
C6 C5A C12A C8E -43.6(6) . . . . ?
C6 C7 C8 C8A 61.6(10) . . . . ?
C6M C6 C7 C8 179.5(5) . . . . ?
C6M C6 C7D C8D -179.5(5) . . . . ?
C7 C8 C8A C9 -177.7(9) . . . . ?
C7 C8 C8A C12A -50.9(11) . . . . ?
C8 C8A C9 C9M -53.0(13) . . . . ?
C8 C8A C9 C10 69.3(11) . . . . ?
C8 C8A C12A O1 160.6(7) . . . . ?
C8 C8A C12A C5A 48.7(10) . . . . ?
C8 C8A C12A C12 -83.7(8) . . . . ?
C8A C9 C10 O11 65.9(8) . . . . ?
C8A C9 C10 O14 177.2(6) . . . . ?
C9 C8A C12A O1 -70.6(9) . . . . ?
C9 C8A C12A C5A 177.5(7) . . . . ?
C9 C8A C12A C12 45.1(10) . . . . ?
C9 C10 O11 C12 -68.1(5) . . . . ?
C9 C10 O14 C15 155.3(6) . . . . ?
C9M C9 C10 O11 -172.5(6) . . . . ?
C9M C9 C10 O14 -61.3(7) . . . . ?
C10 O11 C12 C12A 55.9(2) . . . . ?
C10 O11 C12 O13 179.78(18) . . . . ?
C10 O14 C15 O16 1.7(4) . . . . ?
C10 O14 C15 C17 -175.0(2) . . . . ?
C10 C9D C8E C12A -52.8(10) . . . . ?
C10 C9D C8E C8D 75.0(10) . . . . ?
O11 C10 O14 C15 -92.5(2) . . . . ?
O11 C10 C9D C9N -179.4(5) . . . . ?
O11 C10 C9D C8E 55.2(8) . . . . ?
O11 C12 C12A O1 65.4(2) . . . . ?
O11 C12 C12A C5A -176.3(2) . . . . ?
O11 C12 C12A C8A -42.6(6) . . . . ?
O11 C12 C12A C8E -55.1(5) . . . . ?
O11 C12 O13 C3 -95.7(2) . . . . ?
C12 C12A C8E C9D 54.3(9) . . . . ?
C12 C12A C8E C8D -72.6(8) . . . . ?
C12A O1 O2 C3 45.1(3) . . . . ?
C12A C5A C6 C6M 174.5(2) . . . . ?
C12A C5A C6 C7 55.1(5) . . . . ?
C12A C5A C6 C7D 47.5(6) . . . . ?
C12A C8A C9 C9M -178.2(9) . . . . ?
C12A C8A C9 C10 -55.9(10) . . . . ?
C12A C12 O13 C3 27.1(3) . . . . ?
C12A C8E C8D C7D -58.9(11) . . . . ?
O13 C3 C4 C5 26.3(4) . . . . ?
O13 C12 C12A O1 -54.1(3) . . . . ?
O13 C12 C12A C5A 64.3(3) . . . . ?
O13 C12 C12A C8A -162.0(5) . . . . ?
O13 C12 C12A C8E -174.5(5) . . . . ?
O14 C10 O11 C12 -179.04(17) . . . . ?
O14 C10 C9D C9N -60.0(8) . . . . ?
O14 C10 C9D C8E 174.6(6) . . . . ?
O14 C15 C17 C18 -41.8(3) . . . . ?
C15 C17 C18 C19 170.1(2) . . . . ?
O16 C15 C17 C18 141.6(3) . . . . ?
C17 C18 C19 O20 1.0(3) . . . . ?
C17 C18 C19 O21 -178.2(2) . . . . ?
C1B C2B C3B C4B 4(2) . . . . ?
C2B C1B C6B C5B 9(3) . . . . ?
C2B C1B C7B O8B 149(3) . . . . ?
C2B C1B C7B O9B -21(4) . . . . ?
C2B C3B C4B N4B 177.6(14) . . . . ?
C2B C3B C4B C5B -3(2) . . . . ?
C3B C4B C5B C6B 5(2) . . . . ?
C4B C5B C6B C1B -8(2) . . . . ?
N4B C4B C5B C6B -175.3(13) . . . . ?
C6B C1B C2B C3B -7(3) . . . . ?
C6B C1B C7B O8B -24(5) . . . . ?
C6B C1B C7B O9B 167(3) . . . . ?
C7B C1B C2B C3B -180(2) . . . . ?
C7B C1B C6B C5B -179(2) . . . . ?
C1C C2C C3C C4C -3.7(17) . . . . ?
C2C C1C C6C C5C -3(2) . . . . ?
C2C C1C C7C O8C -153(3) . . . . ?
C2C C1C C7C O9C 16(4) . . . . ?
C2C C3C C4C N4C -175.2(11) . . . . ?
C2C C3C C4C C5C 4.4(19) . . . . ?
C3C C4C C5C C6C -4.2(19) . . . . ?
C4C C5C C6C C1C 3.4(16) . . . . ?
N4C C4C C5C C6C 175.4(12) . . . . ?
C6C C1C C2C C3C 3(2) . . . . ?
C6C C1C C7C O8C 17(4) . . . . ?
C6C C1C C7C O9C -174(2) . . . . ?
C7C C1C C2C C3C 172.8(19) . . . . ?
C7C C1C C6C C5C -173.1(19) . . . . ?
C9D C10 O11 C12 -56.8(6) . . . . ?
C9D C10 O14 C15 141.9(6) . . . . ?
C9D C8E C8D C7D 176.2(9) . . . . ?
C9N C9D C8E C12A -175.1(9) . . . . ?
C9N C9D C8E C8D -47.2(12) . . . . ?
C8E C8D C7D C6 54.4(10) . . . . ?
