#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:46:28 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298193 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/96/7249683.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_7249683
loop_
_publ_author_name
'Shi, Linlin'
'Guo, Zhiqiang'
'Luo, Xiaofang'
'Hou, Lingli'
'Wu, Hongchang'
'De, Ruiyu'
'Huang, Xin'
'Wang, Ting'
'Hao, Hongxun'
'Wang, Na'
'Zhou, Lina'
_publ_section_title
;
 Chiral resolution of dl-leucine via salifying tartaric acid derivatives
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              155
_journal_page_last               163
_journal_paper_doi               10.1039/D4CE01043D
_journal_volume                  27
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C20 H17 O8), 2(C6 H14 N O2), H2 O'
_chemical_formula_sum            'C52 H64 N2 O21'
_chemical_formula_weight         1053.05
_chemical_name_systematic
'D-leucinium D-di-p-toluoyltartrate semihydrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-05-02
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-09-27 deposited with the CCDC.	2024-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.0490(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.9114(2)
_cell_length_b                   12.85360(10)
_cell_length_c                   15.90080(10)
_cell_measurement_reflns_used    41533
_cell_measurement_temperature    128.15
_cell_measurement_theta_max      78.7260
_cell_measurement_theta_min      3.2870
_cell_volume                     5482.27(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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_temperature      128.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  94.00   0.50    0.50    --    5.00  57.00 120.00  238
  2  ω    -28.00  94.00   0.50    0.50    --    5.00  38.00-120.00  244
  3  ω    -82.00  41.00   0.50    0.50    --  -48.80  38.00   0.00  246
  4  ω    -82.00  41.00   0.50    0.50    --  -48.80  70.00  35.83  246
  5  ω    -83.00  41.00   0.50    0.50    --  -48.80  72.00-120.00  248
  6  ω    -79.00  41.00   0.50    0.50    --  -48.80  57.00-150.00  240
  7  ω    -79.00  41.00   0.50    0.50    --  -48.80  57.00  90.00  240
  8  ω   -199.00 -80.00   0.50    0.50    -- -110.00 -50.00-167.12  238
  9  ω   -199.00 -75.00   0.50    0.50    -- -110.00 -36.00 105.63  248
 10  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00 120.00  246
 11  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00  60.00  246
 12  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00  30.00  246
 13  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00  90.00  246
 14  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00-180.00  246
 15  ω   -199.00 -80.00   0.50    0.50    -- -110.00 -57.00  30.00  238
 16  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00 -60.00  246
 17  ω   -112.00 -85.00   0.50    0.50    -- -110.00 -68.00 -81.40   54
 18  ω   -120.00 -94.00   0.50    0.50    -- -110.00  72.00 -30.00   52
 19  ω   -139.00 -22.00   0.50    0.50    -- -110.00  72.00 -90.00  234
 20  ω   -199.00-117.00   0.50    0.50    -- -110.00 -53.00 -47.71  164
 21  ω   -160.00-104.00   0.50    0.50    -- -110.00 -57.00-150.00  112
 22  ω    -79.00 -53.00   0.50    0.50    -- -110.00  72.00-120.00   52
 23  ω   -101.00 -75.00   0.50    0.50    -- -110.00  72.00   0.00   52
 24  ω   -198.00-138.00   0.50    0.50    -- -110.00 -72.00   0.00  120
 25  ω   -115.00 -89.00   0.50    0.50    -- -110.00 -72.00   0.00   52
 26  ω   -198.00-110.00   0.50    0.50    -- -110.00 -42.00  81.94  176
 27  ω   -141.00 -80.00   0.50    0.50    -- -110.00  72.00-120.00  122
 28  ω   -198.00-151.00   0.50    0.50    -- -110.00 -68.00 -81.40   94
 29  ω    -61.00 -35.00   0.50    0.50    -- -110.00  72.00-150.00   52
 30  ω   -196.00-146.00   0.50    0.50    -- -110.00 -28.00 -14.19  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0237827000
_diffrn_orient_matrix_UB_12      -0.0923706000
_diffrn_orient_matrix_UB_13      -0.0585032000
_diffrn_orient_matrix_UB_21      -0.0522645000
_diffrn_orient_matrix_UB_22      0.0441264000
_diffrn_orient_matrix_UB_23      -0.0066773000
_diffrn_orient_matrix_UB_31      0.0017022000
_diffrn_orient_matrix_UB_32      0.0623589000
_diffrn_orient_matrix_UB_33      -0.0817966000
_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  0.0213
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            48515
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.971
_diffrn_reflns_theta_min         2.892
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.835
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52304
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       block
_exptl_crystal_F_000             2232
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 5004 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(4)
_refine_ls_extinction_coef       0.00012(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   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     700
_refine_ls_number_reflns         11329
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0385
_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)+(0.0652P)²+3.0644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1081
_reflns_Friedel_coverage         0.841
_reflns_Friedel_fraction_full    0.960
_reflns_Friedel_fraction_max     0.914
_reflns_number_gt                11216
_reflns_number_total             11329
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce01043d2.cif
_cod_data_source_block           p20240501c
_cod_depositor_comments
'Adding full bibliography for 7249682--7249683.cif.'
_cod_database_code               7249683
_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   0.878
_shelx_estimated_absorpt_t_min   0.818
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O6-H6 = O14-H14
 0.85 with sigma of 0.01
3.a Free rotating group:
 O21(H21D,H21E)
3.b Ternary CH refined with riding coordinates:
 C9(H9), C11(H11), C29(H29), C31(H31), C42(H42), C44(H44), C48(H48), C50(H50)
3.c Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C49(H49A,H49B)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6A), C7(H7), C15(H15), C16(H16), C18(H18), C19(H19),
 C23(H23), C24(H24), C26(H26), C27(H27), C35(H35), C36(H36), C38(H38), C39(H39)
3.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C40(H40A,H40B,
 H40C), N1(H1D,H1E,H1F), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), N2(H2A,H2B,
 H2C), C51(H51A,H51B,H51C), C52(H52A,H52B,H52C)
3.f Idealised tetrahedral OH refined as rotating group:
 O18(H18A), O20(H20)
;
_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 1.790
_oxdiff_exptl_absorpt_empirical_full_min 0.798
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, 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 0.59040(7) 0.27360(14) 0.48399(12) 0.0336(4) Uani 1 1 d . . . . .
O2 O 0.62210(5) 0.43110(13) 0.52978(10) 0.0237(3) Uani 1 1 d . . . . .
O3 O 0.58745(7) 0.46818(14) 0.35912(11) 0.0309(4) Uani 1 1 d . . . . .
O4 O 0.54613(6) 0.60753(14) 0.38704(10) 0.0298(4) Uani 1 1 d . . . . .
O5 O 0.54053(7) 0.43980(14) 0.64709(11) 0.0311(4) Uani 1 1 d . . . . .
O6 O 0.58582(7) 0.57338(14) 0.71806(10) 0.0289(4) Uani 1 1 d D . . . .
H6 H 0.5836(15) 0.549(3) 0.7673(16) 0.059(12) Uiso 1 1 d D . . . .
O7 O 0.61503(5) 0.62640(12) 0.57994(10) 0.0229(3) Uani 1 1 d . . . . .
O8 O 0.57131(7) 0.76879(15) 0.59511(12) 0.0343(4) Uani 1 1 d . . . . .
C1 C 0.83242(11) 0.1954(3) 0.5993(2) 0.0529(8) Uani 1 1 d . . . . .
H1A H 0.853370 0.251352 0.587023 0.079 Uiso 1 1 calc R U . . .
H1B H 0.835410 0.133818 0.564722 0.079 Uiso 1 1 calc R U . . .
H1C H 0.843317 0.178025 0.661696 0.079 Uiso 1 1 calc R U . . .
C2 C 0.77866(10) 0.2308(3) 0.57519(18) 0.0397(6) Uani 1 1 d . . . . .
C3 C 0.74001(11) 0.1599(2) 0.5526(2) 0.0437(7) Uani 1 1 d . . . . .
H3 H 0.747371 0.087865 0.551001 0.052 Uiso 1 1 calc R U . . .
C4 C 0.69056(10) 0.1920(2) 0.5322(2) 0.0406(6) Uani 1 1 d . . . . .
H4 H 0.664529 0.141951 0.516889 0.049 Uiso 1 1 calc R U . . .
C5 C 0.67912(9) 0.2967(2) 0.53423(15) 0.0297(5) Uani 1 1 d . . . . .
C6 C 0.71777(10) 0.3689(2) 0.55573(19) 0.0385(6) Uani 1 1 d . . . . .
H6A H 0.710336 0.440962 0.556665 0.046 Uiso 1 1 calc R U . . .
C7 C 0.76706(10) 0.3365(3) 0.5758(2) 0.0442(7) Uani 1 1 d . . . . .
H7 H 0.793104 0.386533 0.590090 0.053 Uiso 1 1 calc R U . . .
C8 C 0.62602(8) 0.32951(19) 0.51261(14) 0.0257(4) Uani 1 1 d . . . . .
C9 C 0.57418(8) 0.48030(18) 0.49921(13) 0.0214(4) Uani 1 1 d . . . . .
H9 H 0.547494 0.427436 0.496366 0.026 Uiso 1 1 calc R U . . .
C10 C 0.56836(8) 0.52466(18) 0.40758(14) 0.0229(4) Uani 1 1 d . . . . .
C11 C 0.57092(7) 0.56380(18) 0.56434(13) 0.0214(4) Uani 1 1 d . . . . .
H11 H 0.541359 0.608680 0.537683 0.026 Uiso 1 1 calc R U . . .
C12 C 0.56525(7) 0.51917(18) 0.64996(14) 0.0216(4) Uani 1 1 d . . . . .
C13 C 0.61100(8) 0.72743(18) 0.59993(14) 0.0247(4) Uani 1 1 d . . . . .
C14 C 0.66008(9) 0.77970(19) 0.62777(15) 0.0279(5) Uani 1 1 d . . . . .
C15 C 0.70409(10) 0.7269(2) 0.63540(19) 0.0381(6) Uani 1 1 d . . . . .
H15 H 0.703419 0.654461 0.623388 0.046 Uiso 1 1 calc R U . . .
C16 C 0.74932(11) 0.7790(3) 0.6605(2) 0.0467(7) Uani 1 1 d . . . . .
H16 H 0.779401 0.742341 0.664396 0.056 Uiso 1 1 calc R U . . .
C17 C 0.75090(11) 0.8847(2) 0.68002(18) 0.0412(6) Uani 1 1 d . . . . .
C18 C 0.70713(12) 0.9366(2) 0.6733(2) 0.0466(7) Uani 1 1 d . . . . .
H18 H 0.707937 1.008658 0.686839 0.056 Uiso 1 1 calc R U . . .
C19 C 0.66153(11) 0.8854(2) 0.6468(2) 0.0403(6) Uani 1 1 d . . . . .
H19 H 0.631450 0.922574 0.641768 0.048 Uiso 1 1 calc R U . . .
C20 C 0.80056(12) 0.9400(3) 0.7072(2) 0.0565(9) Uani 1 1 d . . . . .
H20A H 0.822611 0.904454 0.757728 0.085 Uiso 1 1 calc R U . . .
H20B H 0.795536 1.012100 0.722880 0.085 Uiso 1 1 calc R U . . .
H20C H 0.815749 0.939338 0.658480 0.085 Uiso 1 1 calc R U . . .
O9 O 0.57578(6) 0.28473(14) -0.05484(11) 0.0306(4) Uani 1 1 d . . . . .
O10 O 0.61744(5) 0.41970(12) 0.02241(10) 0.0228(3) Uani 1 1 d . . . . .
O11 O 0.58849(6) 0.49104(13) -0.14201(10) 0.0268(3) Uani 1 1 d . . . . .
O12 O 0.53731(7) 0.60813(15) -0.10818(11) 0.0324(4) Uani 1 1 d . . . . .
O13 O 0.54356(7) 0.42877(15) 0.14436(11) 0.0330(4) Uani 1 1 d . . . . .
O14 O 0.59164(6) 0.55302(14) 0.22383(10) 0.0275(3) Uani 1 1 d D . . . .
H14 H 0.591(2) 0.532(5) 0.275(2) 0.12(2) Uiso 1 1 d D . . . .
O15 O 0.62159(5) 0.61459(13) 0.08602(10) 0.0239(3) Uani 1 1 d . . . . .
O16 O 0.58661(6) 0.75892(13) 0.12433(11) 0.0295(3) Uani 1 1 d . . . . .
C21 C 0.79889(15) 0.0904(4) 0.0853(3) 0.0705(12) Uani 1 1 d . . . . .
H21A H 0.791367 0.016589 0.072737 0.106 Uiso 1 1 calc R U . . .
H21B H 0.815732 0.099114 0.147726 0.106 Uiso 1 1 calc R U . . .
H21C H 0.820655 0.115340 0.050675 0.106 Uiso 1 1 calc R U . . .
C22 C 0.75087(12) 0.1523(3) 0.0618(2) 0.0495(8) Uani 1 1 d . . . . .
C23 C 0.70856(13) 0.1127(3) 0.0031(3) 0.0566(9) Uani 1 1 d . . . . .
H23 H 0.709691 0.045790 -0.021625 0.068 Uiso 1 1 calc R U . . .
C24 C 0.66489(11) 0.1689(2) -0.0201(2) 0.0469(7) Uani 1 1 d . . . . .
H24 H 0.636241 0.140617 -0.060690 0.056 Uiso 1 1 calc R U . . .
C25 C 0.66258(9) 0.2670(2) 0.01575(16) 0.0306(5) Uani 1 1 d . . . . .
C26 C 0.70431(10) 0.3072(3) 0.0746(2) 0.0455(7) Uani 1 1 d . . . . .
H26 H 0.703224 0.374187 0.099310 0.055 Uiso 1 1 calc R U . . .
C27 C 0.74797(11) 0.2492(3) 0.0977(2) 0.0550(9) Uani 1 1 d . . . . .
H27 H 0.776486 0.276814 0.139075 0.066 Uiso 1 1 calc R U . . .
C28 C 0.61425(8) 0.32248(18) -0.01021(14) 0.0251(4) Uani 1 1 d . . . . .
C29 C 0.57285(8) 0.48155(17) -0.00271(13) 0.0211(4) Uani 1 1 d . . . . .
H29 H 0.543730 0.434590 -0.006841 0.025 Uiso 1 1 calc R U . . .
C30 C 0.56597(8) 0.53323(18) -0.09168(13) 0.0218(4) Uani 1 1 d . . . . .
C31 C 0.57497(7) 0.55950(18) 0.06948(13) 0.0209(4) Uani 1 1 d . . . . .
H31 H 0.547083 0.610379 0.048803 0.025 Uiso 1 1 calc R U . . .
C32 C 0.56974(8) 0.50735(18) 0.15259(14) 0.0219(4) Uani 1 1 d . . . . .
C33 C 0.62315(8) 0.71180(18) 0.11915(14) 0.0247(4) Uani 1 1 d . . . . .
C34 C 0.67505(9) 0.7519(2) 0.14765(15) 0.0276(5) Uani 1 1 d . . . . .
C35 C 0.71618(10) 0.6878(2) 0.15400(19) 0.0384(6) Uani 1 1 d . . . . .
H35 H 0.711477 0.616774 0.137166 0.046 Uiso 1 1 calc R U . . .
C36 C 0.76391(10) 0.7277(3) 0.1849(2) 0.0427(6) Uani 1 1 d . . . . .
H36 H 0.791668 0.683087 0.189687 0.051 Uiso 1 1 calc R U . . .
C37 C 0.77217(10) 0.8312(2) 0.20885(17) 0.0371(6) Uani 1 1 d . . . . .
C38 C 0.73104(11) 0.8945(2) 0.2013(2) 0.0433(6) Uani 1 1 d . . . . .
H38 H 0.735890 0.965873 0.216789 0.052 Uiso 1 1 calc R U . . .
C39 C 0.68274(10) 0.8556(2) 0.17162(19) 0.0371(6) Uani 1 1 d . . . . .
H39 H 0.655043 0.900115 0.167747 0.045 Uiso 1 1 calc R U . . .
C40 C 0.82443(11) 0.8723(3) 0.2417(2) 0.0468(7) Uani 1 1 d . . . . .
H40A H 0.838378 0.883074 0.192168 0.070 Uiso 1 1 calc R U . . .
H40B H 0.845014 0.822117 0.282429 0.070 Uiso 1 1 calc R U . . .
H40C H 0.823972 0.938620 0.271910 0.070 Uiso 1 1 calc R U . . .
O17 O 0.42870(8) 0.8814(2) 0.64958(14) 0.0488(5) Uani 1 1 d . . . . .
O18 O 0.48819(8) 0.88404(17) 0.58343(13) 0.0418(4) Uani 1 1 d . . . . .
H18A H 0.517483 0.861652 0.593075 0.063 Uiso 1 1 calc R U . . .
N1 N 0.47810(7) 0.72488(16) 0.76130(13) 0.0269(4) Uani 1 1 d . . . . .
H1D H 0.462787 0.681093 0.717059 0.032 Uiso 1 1 calc R U . . .
H1E H 0.454777 0.756066 0.783018 0.032 Uiso 1 1 calc R U . . .
H1F H 0.499592 0.688096 0.804541 0.032 Uiso 1 1 calc R U . . .
C41 C 0.47016(10) 0.8585(2) 0.64979(16) 0.0316(5) Uani 1 1 d . . . . .
C42 C 0.50597(9) 0.80513(19) 0.72763(15) 0.0270(4) Uani 1 1 d . . . . .
H42 H 0.533925 0.772237 0.709201 0.032 Uiso 1 1 calc R U . . .
C43 C 0.52635(10) 0.8879(2) 0.79732(18) 0.0353(5) Uani 1 1 d . . . . .
H43A H 0.539478 0.946085 0.769464 0.042 Uiso 1 1 calc R U . . .
H43B H 0.498213 0.915366 0.817252 0.042 Uiso 1 1 calc R U . . .
C44 C 0.56718(12) 0.8534(2) 0.87760(19) 0.0439(7) Uani 1 1 d . . . . .
H44 H 0.554614 0.790564 0.901994 0.053 Uiso 1 1 calc R U . . .
C45 C 0.61447(15) 0.8230(6) 0.8571(3) 0.0952(18) Uani 1 1 d . . . . .
H45A H 0.607422 0.768495 0.812252 0.143 Uiso 1 1 calc R U . . .
H45B H 0.638364 0.796727 0.910238 0.143 Uiso 1 1 calc R U . . .
H45C H 0.628605 0.883784 0.835461 0.143 Uiso 1 1 calc R U . . .
C46 C 0.5752(2) 0.9388(3) 0.9468(3) 0.0798(14) Uani 1 1 d . . . . .
H46A H 0.585093 1.003289 0.923197 0.120 Uiso 1 1 calc R U . . .
H46B H 0.601503 0.917607 0.998731 0.120 Uiso 1 1 calc R U . . .
H46C H 0.544159 0.950490 0.962826 0.120 Uiso 1 1 calc R U . . .
O19 O 0.42347(7) 0.1971(2) 0.28480(16) 0.0532(6) Uani 1 1 d . . . . .
O20 O 0.48572(8) 0.1184(2) 0.38185(15) 0.0511(6) Uani 1 1 d . . . . .
H20 H 0.462640 0.092599 0.399659 0.077 Uiso 1 1 calc R U . . .
N2 N 0.48621(7) 0.32206(16) 0.22945(13) 0.0254(4) Uani 1 1 d . . . . .
H2A H 0.460638 0.302531 0.182914 0.031 Uiso 1 1 calc R U . . .
H2B H 0.510322 0.353546 0.209952 0.031 Uiso 1 1 calc R U . . .
H2C H 0.474738 0.367259 0.263449 0.031 Uiso 1 1 calc R U . . .
C47 C 0.46679(9) 0.1818(2) 0.31665(16) 0.0319(5) Uani 1 1 d . . . . .
C48 C 0.50723(8) 0.22923(19) 0.28149(16) 0.0268(4) Uani 1 1 d . . . . .
H48 H 0.536065 0.250407 0.331485 0.032 Uiso 1 1 calc R U . . .
C49 C 0.52448(10) 0.1482(2) 0.22574(19) 0.0348(5) Uani 1 1 d . . . . .
H49A H 0.533387 0.083971 0.260983 0.042 Uiso 1 1 calc R U . . .
H49B H 0.495860 0.131200 0.175025 0.042 Uiso 1 1 calc R U . . .
C50 C 0.56822(13) 0.1775(2) 0.1914(3) 0.0512(8) Uani 1 1 d . . . . .
H50 H 0.559276 0.242918 0.156548 0.061 Uiso 1 1 calc R U . . .
C51 C 0.61413(16) 0.1975(7) 0.2619(5) 0.127(3) Uani 1 1 d . . . . .
H51A H 0.609856 0.260508 0.293741 0.190 Uiso 1 1 calc R U . . .
H51B H 0.642095 0.207064 0.236550 0.190 Uiso 1 1 calc R U . . .
H51C H 0.620964 0.138240 0.302213 0.190 Uiso 1 1 calc R U . . .
C52 C 0.57612(19) 0.0927(3) 0.1299(3) 0.0743(13) Uani 1 1 d . . . . .
H52A H 0.587082 0.028711 0.163241 0.112 Uiso 1 1 calc R U . . .
H52B H 0.601615 0.115019 0.102024 0.112 Uiso 1 1 calc R U . . .
H52C H 0.544758 0.079601 0.084915 0.112 Uiso 1 1 calc R U . . .
O21 O 0.57594(8) 0.05886(17) 0.52914(13) 0.0417(4) Uani 1 1 d G . . . .
H21D H 0.565482 0.011056 0.491612 0.063 Uiso 1 1 d G U . . .
H21E H 0.580174 0.111007 0.499137 0.063 Uiso 1 1 d G U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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
C8 O2 C9 118.62(17) . . ?
C12 O6 H6 116(3) . . ?
C13 O7 C11 117.22(17) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 121.0(3) . . ?
C3 C2 C7 118.5(2) . . ?
C7 C2 C1 120.4(3) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 C8 119.4(2) . . ?
C6 C5 C8 121.5(2) . . ?
C5 C6 H6A 119.7 . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6A 119.7 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.5(3) . . ?
C6 C7 H7 119.8 . . ?
O1 C8 O2 123.3(2) . . ?
O1 C8 C5 125.6(2) . . ?
O2 C8 C5 111.1(2) . . ?
O2 C9 H9 109.2 . . ?
O2 C9 C10 109.26(17) . . ?
O2 C9 C11 107.90(17) . . ?
C10 C9 H9 109.2 . . ?
C11 C9 H9 109.2 . . ?
C11 C9 C10 112.14(18) . . ?
O3 C10 C9 114.2(2) . . ?
O4 C10 O3 126.6(2) . . ?
O4 C10 C9 119.2(2) . . ?
O7 C11 C9 107.79(17) . . ?
O7 C11 H11 108.5 . . ?
O7 C11 C12 110.65(16) . . ?
C9 C11 H11 108.5 . . ?
C9 C11 C12 112.65(19) . . ?
C12 C11 H11 108.5 . . ?
O5 C12 O6 126.9(2) . . ?
O5 C12 C11 118.43(19) . . ?
O6 C12 C11 114.62(19) . . ?
O7 C13 C14 112.14(19) . . ?
O8 C13 O7 122.8(2) . . ?
O8 C13 C14 125.1(2) . . ?
C15 C14 C13 122.1(2) . . ?
C15 C14 C19 119.3(2) . . ?
C19 C14 C13 118.5(2) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C20 119.6(3) . . ?
C18 C17 C16 119.0(3) . . ?
C18 C17 C20 121.4(3) . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C14 C19 C18 119.8(3) . . ?
C14 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C28 O10 C29 116.51(16) . . ?
C32 O14 H14 125(5) . . ?
C33 O15 C31 117.11(17) . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
C23 C22 C21 120.3(3) . . ?
C27 C22 C21 121.4(4) . . ?
C27 C22 C23 118.3(3) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C28 117.6(2) . . ?
C26 C25 C24 119.5(3) . . ?
C26 C25 C28 122.9(2) . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.6(3) . . ?
C27 C26 H26 120.2 . . ?
C22 C27 C26 121.5(3) . . ?
C22 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
O9 C28 O10 123.4(2) . . ?
O9 C28 C25 124.2(2) . . ?
O10 C28 C25 112.44(19) . . ?
O10 C29 H29 108.1 . . ?
O10 C29 C30 112.08(17) . . ?
O10 C29 C31 107.84(16) . . ?
C30 C29 H29 108.1 . . ?
C31 C29 H29 108.1 . . ?
C31 C29 C30 112.56(18) . . ?
O11 C30 C29 116.20(19) . . ?
O12 C30 O11 127.3(2) . . ?
O12 C30 C29 116.44(19) . . ?
O15 C31 C29 107.93(16) . . ?
O15 C31 H31 108.7 . . ?
O15 C31 C32 110.86(16) . . ?
C29 C31 H31 108.7 . . ?
C29 C31 C32 111.94(19) . . ?
C32 C31 H31 108.7 . . ?
O13 C32 O14 126.7(2) . . ?
O13 C32 C31 117.68(19) . . ?
O14 C32 C31 115.56(19) . . ?
O15 C33 C34 111.29(19) . . ?
O16 C33 O15 123.6(2) . . ?
O16 C33 C34 125.1(2) . . ?
C35 C34 C33 122.1(2) . . ?
C39 C34 C33 118.7(2) . . ?
C39 C34 C35 119.1(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 119.9(3) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 119.2 . . ?
C35 C36 C37 121.6(3) . . ?
C37 C36 H36 119.2 . . ?
C36 C37 C40 120.3(3) . . ?
C38 C37 C36 118.0(2) . . ?
C38 C37 C40 121.7(3) . . ?
C37 C38 H38 119.3 . . ?
C37 C38 C39 121.3(3) . . ?
C39 C38 H38 119.3 . . ?
C34 C39 C38 120.0(3) . . ?
C34 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C41 O18 H18A 109.5 . . ?
H1D N1 H1E 109.5 . . ?
H1D N1 H1F 109.5 . . ?
H1E N1 H1F 109.5 . . ?
C42 N1 H1D 109.5 . . ?
C42 N1 H1E 109.5 . . ?
C42 N1 H1F 109.5 . . ?
O17 C41 O18 121.1(2) . . ?
O17 C41 C42 122.1(2) . . ?
O18 C41 C42 116.7(2) . . ?
N1 C42 C41 108.42(19) . . ?
N1 C42 H42 110.0 . . ?
N1 C42 C43 110.5(2) . . ?
C41 C42 H42 110.0 . . ?
C41 C42 C43 107.8(2) . . ?
C43 C42 H42 110.0 . . ?
C42 C43 H43A 108.1 . . ?
C42 C43 H43B 108.1 . . ?
H43A C43 H43B 107.3 . . ?
C44 C43 C42 116.6(2) . . ?
C44 C43 H43A 108.1 . . ?
C44 C43 H43B 108.1 . . ?
C43 C44 H44 107.4 . . ?
C43 C44 C46 108.7(3) . . ?
C45 C44 C43 113.2(3) . . ?
C45 C44 H44 107.4 . . ?
C45 C44 C46 112.5(4) . . ?
C46 C44 H44 107.4 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C44 C46 H46A 109.5 . . ?
C44 C46 H46B 109.5 . . ?
C44 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C47 O20 H20 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C48 N2 H2A 109.5 . . ?
C48 N2 H2B 109.5 . . ?
C48 N2 H2C 109.5 . . ?
O19 C47 O20 125.3(2) . . ?
O19 C47 C48 123.2(2) . . ?
O20 C47 C48 111.3(2) . . ?
N2 C48 C47 108.03(19) . . ?
N2 C48 H48 109.5 . . ?
N2 C48 C49 111.4(2) . . ?
C47 C48 H48 109.5 . . ?
C47 C48 C49 109.0(2) . . ?
C49 C48 H48 109.5 . . ?
C48 C49 H49A 108.1 . . ?
C48 C49 H49B 108.1 . . ?
H49A C49 H49B 107.3 . . ?
C50 C49 C48 117.0(2) . . ?
C50 C49 H49A 108.1 . . ?
C50 C49 H49B 108.1 . . ?
C49 C50 H50 107.8 . . ?
C49 C50 C52 109.1(3) . . ?
C51 C50 C49 112.7(4) . . ?
C51 C50 H50 107.8 . . ?
C51 C50 C52 111.4(4) . . ?
C52 C50 H50 107.8 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
H21D O21 H21E 104.5 . . ?
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 C8 1.209(3) . ?
O2 C8 1.345(3) . ?
O2 C9 1.437(2) . ?
O3 C10 1.277(3) . ?
O4 C10 1.231(3) . ?
O5 C12 1.225(3) . ?
O6 H6 0.861(14) . ?
O6 C12 1.282(3) . ?
O7 C11 1.434(2) . ?
O7 C13 1.349(3) . ?
O8 C13 1.212(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.512(4) . ?
C2 C3 1.382(5) . ?
C2 C7 1.397(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(4) . ?
C5 C6 1.392(4) . ?
C5 C8 1.487(3) . ?
C6 H6A 0.9500 . ?
C6 C7 1.388(4) . ?
C7 H7 0.9500 . ?
C9 H9 1.0000 . ?
C9 C10 1.531(3) . ?
C9 C11 1.512(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.525(3) . ?
C13 C14 1.479(3) . ?
C14 C15 1.379(4) . ?
C14 C19 1.390(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(5) . ?
C17 C18 1.370(5) . ?
C17 C20 1.511(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.390(4) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O9 C28 1.213(3) . ?
O10 C28 1.346(3) . ?
O10 C29 1.437(2) . ?
O11 C30 1.268(3) . ?
O12 C30 1.233(3) . ?
O13 C32 1.232(3) . ?
O14 H14 0.858(14) . ?
O14 C32 1.272(3) . ?
O15 C31 1.440(2) . ?
O15 C33 1.352(3) . ?
O16 C33 1.209(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 C22 1.514(4) . ?
C22 C23 1.384(5) . ?
C22 C27 1.382(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.376(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.393(4) . ?
C25 C26 1.378(4) . ?
C25 C28 1.480(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(4) . ?
C27 H27 0.9500 . ?
C29 H29 1.0000 . ?
C29 C30 1.526(3) . ?
C29 C31 1.512(3) . ?
C31 H31 1.0000 . ?
C31 C32 1.524(3) . ?
C33 C34 1.485(3) . ?
C34 C35 1.394(4) . ?
C34 C39 1.387(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.385(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.385(4) . ?
C37 C38 1.385(4) . ?
C37 C40 1.503(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.392(4) . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
O17 C41 1.193(3) . ?
O18 H18A 0.8400 . ?
O18 C41 1.330(3) . ?
N1 H1D 0.9100 . ?
N1 H1E 0.9100 . ?
N1 H1F 0.9100 . ?
N1 C42 1.478(3) . ?
C41 C42 1.522(3) . ?
C42 H42 1.0000 . ?
C42 C43 1.528(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.523(4) . ?
C44 H44 1.0000 . ?
C44 C45 1.496(6) . ?
C44 C46 1.527(5) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
O19 C47 1.191(3) . ?
O20 H20 0.8400 . ?
O20 C47 1.310(3) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
N2 C48 1.478(3) . ?
C47 C48 1.519(3) . ?
C48 H48 1.0000 . ?
C48 C49 1.529(3) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C50 1.516(4) . ?
C50 H50 1.0000 . ?
C50 C51 1.473(7) . ?
C50 C52 1.520(5) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
O21 H21D 0.8500 . ?
O21 H21E 0.8498 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C9 C10 O3 37.2(3) . . . . ?
O2 C9 C10 O4 -143.6(2) . . . . ?
O2 C9 C11 O7 50.2(2) . . . . ?
O2 C9 C11 C12 -72.1(2) . . . . ?
O7 C11 C12 O5 -156.29(19) . . . . ?
O7 C11 C12 O6 26.6(3) . . . . ?
O7 C13 C14 C15 -2.8(3) . . . . ?
O7 C13 C14 C19 177.3(2) . . . . ?
O8 C13 C14 C15 177.2(2) . . . . ?
O8 C13 C14 C19 -2.8(4) . . . . ?
C1 C2 C3 C4 178.6(3) . . . . ?
C1 C2 C7 C6 -178.5(3) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C3 C2 C7 C6 1.2(5) . . . . ?
C3 C4 C5 C6 0.8(4) . . . . ?
C3 C4 C5 C8 -179.7(2) . . . . ?
C4 C5 C6 C7 -0.7(4) . . . . ?
C4 C5 C8 O1 -8.2(4) . . . . ?
C4 C5 C8 O2 171.3(2) . . . . ?
C5 C6 C7 C2 -0.3(4) . . . . ?
C6 C5 C8 O1 171.2(3) . . . . ?
C6 C5 C8 O2 -9.3(3) . . . . ?
C7 C2 C3 C4 -1.0(5) . . . . ?
C8 O2 C9 C10 -90.3(2) . . . . ?
C8 O2 C9 C11 147.58(19) . . . . ?
C8 C5 C6 C7 179.9(3) . . . . ?
C9 O2 C8 O1 -11.0(3) . . . . ?
C9 O2 C8 C5 169.56(17) . . . . ?
C9 C11 C12 O5 -35.5(3) . . . . ?
C9 C11 C12 O6 147.34(19) . . . . ?
C10 C9 C11 O7 -70.2(2) . . . . ?
C10 C9 C11 C12 167.48(16) . . . . ?
C11 O7 C13 O8 -8.8(3) . . . . ?
C11 O7 C13 C14 171.20(17) . . . . ?
C11 C9 C10 O3 156.79(19) . . . . ?
C11 C9 C10 O4 -24.1(3) . . . . ?
C13 O7 C11 C9 149.54(18) . . . . ?
C13 O7 C11 C12 -86.9(2) . . . . ?
C13 C14 C15 C16 179.1(3) . . . . ?
C13 C14 C19 C18 179.9(3) . . . . ?
C14 C15 C16 C17 1.3(5) . . . . ?
C15 C14 C19 C18 0.0(4) . . . . ?
C15 C16 C17 C18 -0.6(5) . . . . ?
C15 C16 C17 C20 -179.9(3) . . . . ?
C16 C17 C18 C19 -0.4(5) . . . . ?
C17 C18 C19 C14 0.7(5) . . . . ?
C19 C14 C15 C16 -1.0(4) . . . . ?
C20 C17 C18 C19 178.9(3) . . . . ?
O10 C29 C30 O11 22.3(3) . . . . ?
O10 C29 C30 O12 -161.08(19) . . . . ?
O10 C29 C31 O15 53.2(2) . . . . ?
O10 C29 C31 C32 -69.1(2) . . . . ?
O15 C31 C32 O13 -152.83(19) . . . . ?
O15 C31 C32 O14 30.0(3) . . . . ?
O15 C33 C34 C35 -11.4(3) . . . . ?
O15 C33 C34 C39 170.9(2) . . . . ?
O16 C33 C34 C35 168.7(2) . . . . ?
O16 C33 C34 C39 -9.0(4) . . . . ?
C21 C22 C23 C24 -178.8(4) . . . . ?
C21 C22 C27 C26 178.4(3) . . . . ?
C22 C23 C24 C25 -0.2(5) . . . . ?
C23 C22 C27 C26 -1.3(5) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
C23 C24 C25 C28 -178.6(3) . . . . ?
C24 C25 C26 C27 -0.3(5) . . . . ?
C24 C25 C28 O9 6.2(4) . . . . ?
C24 C25 C28 O10 -174.7(2) . . . . ?
C25 C26 C27 C22 1.0(5) . . . . ?
C26 C25 C28 O9 -172.2(3) . . . . ?
C26 C25 C28 O10 6.8(3) . . . . ?
C27 C22 C23 C24 0.9(5) . . . . ?
C28 O10 C29 C30 -83.2(2) . . . . ?
C28 O10 C29 C31 152.41(18) . . . . ?
C28 C25 C26 C27 178.1(3) . . . . ?
C29 O10 C28 O9 -3.8(3) . . . . ?
C29 O10 C28 C25 177.13(18) . . . . ?
C29 C31 C32 O13 -32.2(3) . . . . ?
C29 C31 C32 O14 150.53(19) . . . . ?
C30 C29 C31 O15 -70.9(2) . . . . ?
C30 C29 C31 C32 166.79(16) . . . . ?
C31 O15 C33 O16 -10.2(3) . . . . ?
C31 O15 C33 C34 169.84(17) . . . . ?
C31 C29 C30 O11 144.05(19) . . . . ?
C31 C29 C30 O12 -39.3(3) . . . . ?
C33 O15 C31 C29 153.50(18) . . . . ?
C33 O15 C31 C32 -83.6(2) . . . . ?
C33 C34 C35 C36 -176.9(2) . . . . ?
C33 C34 C39 C38 177.9(3) . . . . ?
C34 C35 C36 C37 -0.9(5) . . . . ?
C35 C34 C39 C38 0.1(4) . . . . ?
C35 C36 C37 C38 0.1(4) . . . . ?
C35 C36 C37 C40 -179.7(3) . . . . ?
C36 C37 C38 C39 0.7(4) . . . . ?
C37 C38 C39 C34 -0.9(5) . . . . ?
C39 C34 C35 C36 0.7(4) . . . . ?
C40 C37 C38 C39 -179.4(3) . . . . ?
O17 C41 C42 N1 41.5(3) . . . . ?
O17 C41 C42 C43 -78.1(3) . . . . ?
O18 C41 C42 N1 -142.2(2) . . . . ?
O18 C41 C42 C43 98.1(3) . . . . ?
N1 C42 C43 C44 67.8(3) . . . . ?
C41 C42 C43 C44 -173.9(2) . . . . ?
C42 C43 C44 C45 65.4(4) . . . . ?
C42 C43 C44 C46 -168.8(3) . . . . ?
O19 C47 C48 N2 21.6(4) . . . . ?
O19 C47 C48 C49 -99.6(3) . . . . ?
O20 C47 C48 N2 -162.3(2) . . . . ?
O20 C47 C48 C49 76.5(3) . . . . ?
N2 C48 C49 C50 66.3(3) . . . . ?
C47 C48 C49 C50 -174.6(3) . . . . ?
C48 C49 C50 C51 61.8(5) . . . . ?
C48 C49 C50 C52 -173.9(3) . . . . ?
