#------------------------------------------------------------------------------
#$Date: 2024-05-05 04:02:57 +0300 (Sun, 05 May 2024) $
#$Revision: 291533 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/27/7132771.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_7132771
loop_
_publ_author_name
'Kang, Xiang'
'Zhang, Mingtao'
'Tang, Weiwei'
'Gong, Junbo'
_publ_section_title
;
 Growth "self-inhibition" of irbesartan desmotrope: surface intra-annular
 tautomer inter-conversion is the culprit.
;
_journal_issue                   26
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3511
_journal_page_last               3514
_journal_paper_doi               10.1039/d3cc06170a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C25 H28 N6 O, 0.562(C3 H8 O)'
_chemical_formula_sum            'C26.68 H32.49 N6 O1.56'
_chemical_formula_weight         462.29
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-11-08
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-02-16 deposited with the CCDC.	2024-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   37.3204(19)
_cell_length_b                   37.3204(19)
_cell_length_c                   9.7227(6)
_cell_measurement_reflns_used    1386
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      50.6830
_cell_measurement_theta_min      5.3030
_cell_volume                     11727.6(11)
_computing_cell_refinement       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 42.100a 64-bit (release 16-08-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.95a (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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -122.00 -76.00   0.50   12.00    --  -56.61-165.00 -10.00   92
  2  ω   -132.00 -70.00   0.50   12.00    --  -56.61 -19.00-134.00  124
  3  ω     48.00  73.00   0.50    3.00    --   -0.55  37.00 -90.00   50
  4  ω     14.00  40.00   0.50    3.00    --   -0.55  37.00 -90.00   52
  5  ω    -17.00   9.00   0.50   12.00    --   55.51 -19.00  90.00   52
  6  ω    -20.00  16.00   0.50   12.00    --   55.51 -19.00 120.00   72
  7  ω    -98.00 -65.00   0.50   12.00    --  -56.61 125.00-150.00   66
  8  ω    -91.00 -48.00   0.50   12.00    --  -56.61 125.00  30.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0470131000
_diffrn_orient_matrix_UB_12      0.0239014000
_diffrn_orient_matrix_UB_13      -0.0253938000
_diffrn_orient_matrix_UB_21      0.0010226000
_diffrn_orient_matrix_UB_22      0.0410195000
_diffrn_orient_matrix_UB_23      0.0308070000
_diffrn_orient_matrix_UB_31      0.0074714000
_diffrn_orient_matrix_UB_32      -0.0042925000
_diffrn_orient_matrix_UB_33      0.1534212000
_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  0.0374
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            6490
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        51.431
_diffrn_reflns_theta_max         51.431
_diffrn_reflns_theta_min         2.368
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
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    1.178
_exptl_crystal_description       needle
_exptl_crystal_F_000             4448
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.00017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         2734
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0615
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0978P)²+25.0494P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1628
_refine_ls_wR_factor_ref         0.1719
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2197
_reflns_number_total             2734
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc06170a2.cif
_cod_data_source_block           exp_1053_1108_1
_cod_depositor_comments          'Adding full bibliography for 7132771.cif.'
_cod_original_cell_volume        11727.6(14)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7132771
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C25 H28 N6 O'
_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. Twinned data refinement
 Scales: 0.633(3)
 0.367(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Restrained distances
 C17-C65 \\sim C17-C74
 with sigma of 0.02
 C37-C71 \\sim C66-C58
 with sigma of 0.02
 C65-C71 \\sim C74-C58
 with sigma of 0.04
 C65-C37 \\sim C74-C66
 with sigma of 0.02
 C17-C37 \\sim C17-C66
 with sigma of 0.04
4. Rigid bond restraints
 C17, C74, C66, C58
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C17 \\sim C74 \\sim C66 \\sim C58: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
6. Rigid body (RIGU) restrains
 C65, C37, C71
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C74, C66, C58
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(H17C)=Sof(H17D)=Sof(C74)=Sof(H74A)=Sof(H74B)=Sof(C66)=Sof(H66A)=Sof(H66B)=
 Sof(C58)=Sof(H58A)=Sof(H58B)=Sof(H58C)=1-FVAR(1)
 Sof(H17A)=Sof(H17B)=Sof(C65)=Sof(H65A)=Sof(H65B)=Sof(C37)=Sof(H37A)=Sof(H37B)=
 Sof(C71)=Sof(H71A)=Sof(H71B)=Sof(H71C)=FVAR(1)
 Sof(O68)=Sof(H68)=Sof(C52)=Sof(H52A)=Sof(H52B)=Sof(H52C)=Sof(C16)=Sof(H16)=
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(H10C)=FVAR(2)
8.a Ternary CH refined with riding coordinates:
 C16(H16)
8.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C41(H41A,H41B), C84(H84A,H84B), C83(H83A,H83B), C80(H80A,
 H80B), C17(H17A,H17B), C17(H17C,H17D), C65(H65A,H65B), C37(H37A,H37B),
 C74(H74A,H74B), C66(H66A,H66B)
8.c Aromatic/amide H refined with riding coordinates:
 C59(H59), C49(H49), C34(H34), C20(H20), C22(H22), C5(H5), C11(H11), C19(H19)
8.d Idealised Me refined as rotating group:
 C71(H71A,H71B,H71C), C58(H58A,H58B,H58C), C52(H52A,H52B,H52C), C10(H10A,H10B,
 H10C)
8.e Idealised tetrahedral OH refined as rotating group:
 O68(H68)
;
_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 1.473
_oxdiff_exptl_absorpt_empirical_full_min 0.721
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
O23 O 0.75515(10) 0.69582(10) 0.1371(3) 0.0369(9) Uani 1 1 d . . . . .
N55 N 0.76816(11) 0.75034(11) 0.2820(3) 0.0255(9) Uani 1 1 d . . . . .
N29 N 0.56466(12) 0.77001(12) 0.5561(4) 0.0369(10) Uani 1 1 d . . . . .
N7 N 0.58347(12) 0.79866(11) 0.3531(4) 0.0331(10) Uani 1 1 d . . . . .
N13 N 0.81636(11) 0.75192(12) 0.4247(4) 0.0315(10) Uani 1 1 d . . . . .
N57 N 0.57750(12) 0.76014(12) 0.3484(4) 0.0299(10) Uani 1 1 d . . . . .
N25 N 0.57575(12) 0.80470(12) 0.4795(4) 0.0368(11) Uani 1 1 d . . . . .
C59 C 0.64725(14) 0.73972(13) 0.4543(4) 0.0234(11) Uani 1 1 d . . . . .
H59 H 0.641078 0.753666 0.523990 0.028 Uiso 1 1 calc R U . . .
C53 C 0.55316(14) 0.69970(13) 0.5102(4) 0.0265(11) Uani 1 1 d . . . . .
C15 C 0.57514(13) 0.67946(13) 0.4769(4) 0.0225(11) Uani 1 1 d . . . . .
C27 C 0.61716(13) 0.70034(13) 0.4139(4) 0.0232(11) Uani 1 1 d . . . . .
C47 C 0.79467(14) 0.76861(14) 0.3956(4) 0.0275(12) Uani 1 1 d . . . . .
C3 C 0.56626(14) 0.74268(14) 0.4726(4) 0.0284(12) Uani 1 1 d . . . . .
C49 C 0.55673(14) 0.63719(13) 0.5095(4) 0.0279(12) Uani 1 1 d . . . . .
H49 H 0.570750 0.622632 0.486745 0.034 Uiso 1 1 calc R U . . .
C40 C 0.69653(13) 0.73889(13) 0.2933(4) 0.0235(11) Uani 1 1 d . . . . .
C32 C 0.73823(13) 0.76043(13) 0.2242(4) 0.0262(11) Uani 1 1 d . . . . .
H32A H 0.734506 0.753014 0.125360 0.031 Uiso 1 1 calc R U . . .
H32B H 0.749657 0.790699 0.230807 0.031 Uiso 1 1 calc R U . . .
C34 C 0.68616(14) 0.75899(14) 0.3947(4) 0.0260(11) Uani 1 1 d . . . . .
H34 H 0.706115 0.786172 0.422669 0.031 Uiso 1 1 calc R U . . .
C20 C 0.51853(14) 0.61631(14) 0.5741(4) 0.0292(12) Uani 1 1 d . . . . .
H20 H 0.506449 0.587621 0.593595 0.035 Uiso 1 1 calc R U . . .
C36 C 0.77378(14) 0.71858(14) 0.2340(5) 0.0276(11) Uani 1 1 d . . . . .
C22 C 0.62773(15) 0.68033(14) 0.3134(4) 0.0289(12) Uani 1 1 d . . . . .
H22 H 0.607677 0.653286 0.284438 0.035 Uiso 1 1 calc R U . . .
C41 C 0.84546(13) 0.72667(14) 0.2448(4) 0.0292(11) Uani 1 1 d . . . . .
H41A H 0.863141 0.756459 0.223674 0.035 Uiso 1 1 calc R U . . .
H41B H 0.838050 0.710760 0.157866 0.035 Uiso 1 1 calc R U . . .
C84 C 0.83297(14) 0.67643(14) 0.4255(4) 0.0315(12) Uani 1 1 d . . . . .
H84A H 0.839057 0.680472 0.525210 0.038 Uiso 1 1 calc R U . . .
H84B H 0.830302 0.649667 0.397873 0.038 Uiso 1 1 calc R U . . .
C5 C 0.66656(14) 0.69908(13) 0.2560(4) 0.0259(11) Uani 1 1 d . . . . .
H5 H 0.673031 0.684527 0.189474 0.031 Uiso 1 1 calc R U . . .
C21 C 0.80662(13) 0.71864(13) 0.3239(4) 0.0266(11) Uani 1 1 d . . . . .
C11 C 0.49806(15) 0.63709(15) 0.6101(5) 0.0366(13) Uani 1 1 d . . . . .
H11 H 0.472312 0.622989 0.656988 0.044 Uiso 1 1 calc R U . . .
C83 C 0.79295(14) 0.67687(15) 0.3934(5) 0.0373(13) Uani 1 1 d . . . . .
H83A H 0.775061 0.653786 0.331027 0.045 Uiso 1 1 calc R U . . .
H83B H 0.777434 0.674227 0.478930 0.045 Uiso 1 1 calc R U . . .
C80 C 0.86744(14) 0.71188(15) 0.3436(4) 0.0330(12) Uani 1 1 d . . . . .
H80A H 0.883758 0.702101 0.291784 0.040 Uiso 1 1 calc R U . . .
H80B H 0.886256 0.734567 0.405713 0.040 Uiso 1 1 calc R U . . .
C19 C 0.51513(15) 0.67847(14) 0.5778(5) 0.0333(12) Uani 1 1 d . . . . .
H19 H 0.500833 0.692659 0.601813 0.040 Uiso 1 1 calc R U . . .
C17 C 0.79779(15) 0.80511(14) 0.4661(5) 0.0357(12) Uani 1 1 d D U . . .
H17A H 0.806952 0.805867 0.562191 0.043 Uiso 0.827(6) 1 calc R U P A 1
H17B H 0.770177 0.802762 0.468641 0.043 Uiso 0.827(6) 1 calc R U P A 1
H17C H 0.778124 0.794050 0.544059 0.043 Uiso 0.173(6) 1 calc R U P A 2
H17D H 0.786276 0.817169 0.401134 0.043 Uiso 0.173(6) 1 calc R U P A 2
C65 C 0.8277(2) 0.84441(17) 0.3948(6) 0.0436(18) Uani 0.827(6) 1 d D . P A 1
H65A H 0.816624 0.845105 0.302967 0.052 Uiso 0.827(6) 1 calc R U P A 1
H65B H 0.854204 0.844849 0.381308 0.052 Uiso 0.827(6) 1 calc R U P A 1
C37 C 0.8358(2) 0.88290(18) 0.4755(7) 0.052(2) Uani 0.827(6) 1 d D . P A 1
H37A H 0.808944 0.880661 0.499660 0.063 Uiso 0.827(6) 1 calc R U P A 1
H37B H 0.850190 0.884088 0.562305 0.063 Uiso 0.827(6) 1 calc R U P A 1
C71 C 0.8616(3) 0.9226(2) 0.3957(9) 0.083(3) Uani 0.827(6) 1 d D . P A 1
H71A H 0.846484 0.922590 0.313325 0.124 Uiso 0.827(6) 1 calc R U P A 1
H71B H 0.887800 0.924507 0.368584 0.124 Uiso 0.827(6) 1 calc R U P A 1
H71C H 0.867247 0.946333 0.453675 0.124 Uiso 0.827(6) 1 calc R U P A 1
C74 C 0.8361(6) 0.8408(6) 0.523(3) 0.032(5) Uani 0.173(6) 1 d D U P A 2
H74A H 0.856425 0.853206 0.446944 0.038 Uiso 0.173(6) 1 calc R U P A 2
H74B H 0.848027 0.830057 0.591311 0.038 Uiso 0.173(6) 1 calc R U P A 2
C66 C 0.8314(7) 0.8751(7) 0.591(3) 0.035(5) Uani 0.173(6) 1 d D U P A 2
H66A H 0.821528 0.887554 0.521029 0.042 Uiso 0.173(6) 1 calc R U P A 2
H66B H 0.810066 0.862822 0.663449 0.042 Uiso 0.173(6) 1 calc R U P A 2
C58 C 0.8712(8) 0.9089(7) 0.653(3) 0.045(7) Uani 0.173(6) 1 d D U P A 2
H58A H 0.878721 0.897775 0.732502 0.068 Uiso 0.173(6) 1 calc R U P A 2
H58B H 0.867264 0.931751 0.683362 0.068 Uiso 0.173(6) 1 calc R U P A 2
H58C H 0.893343 0.918980 0.584564 0.068 Uiso 0.173(6) 1 calc R U P A 2
O68 O 0.9159(5) 0.9476(5) 0.9803(11) 0.160(6) Uani 0.562(8) 1 d . . P B 3
H68 H 0.928406 0.934880 1.001136 0.241 Uiso 0.562(8) 1 calc R U P B 3
C52 C 0.9288(4) 0.9552(4) 0.7379(14) 0.099(5) Uani 0.562(8) 1 d . . P B 3
H52A H 0.938157 0.984892 0.737871 0.148 Uiso 0.562(8) 1 calc R U P B 3
H52B H 0.916542 0.943367 0.648275 0.148 Uiso 0.562(8) 1 calc R U P B 3
H52C H 0.952336 0.951144 0.755164 0.148 Uiso 0.562(8) 1 calc R U P B 3
C16 C 0.8975(4) 0.9346(4) 0.8465(12) 0.082(4) Uani 0.562(8) 1 d . . P B 3
H16 H 0.885063 0.903924 0.838055 0.098 Uiso 0.562(8) 1 calc R U P B 3
C10 C 0.8649(5) 0.9455(4) 0.8286(13) 0.094(5) Uani 0.562(8) 1 d . . P B 3
H10A H 0.844421 0.932852 0.902357 0.142 Uiso 0.562(8) 1 calc R U P B 3
H10B H 0.851356 0.935260 0.739432 0.142 Uiso 0.562(8) 1 calc R U P B 3
H10C H 0.877271 0.975636 0.832139 0.142 Uiso 0.562(8) 1 calc R U P B 3
H57 H 0.5808(13) 0.7509(14) 0.261(5) 0.033(13) Uiso 1 1 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
C47 N55 C32 128.3(4) . . ?
C36 N55 C47 107.9(4) . . ?
C36 N55 C32 123.7(4) . . ?
C3 N29 N25 106.6(3) . . ?
N25 N7 N57 106.5(4) . . ?
C47 N13 C21 108.3(3) . . ?
N7 N57 H57 116(3) . . ?
C3 N57 N7 109.6(4) . . ?
C3 N57 H57 134(3) . . ?
N7 N25 N29 109.7(3) . . ?
C27 C59 H59 119.5 . . ?
C34 C59 H59 119.5 . . ?
C34 C59 C27 121.0(4) . . ?
C15 C53 C3 124.4(4) . . ?
C19 C53 C15 120.3(4) . . ?
C19 C53 C3 115.2(4) . . ?
C53 C15 C27 124.0(4) . . ?
C53 C15 C49 117.6(4) . . ?
C49 C15 C27 118.4(4) . . ?
C59 C27 C15 121.3(4) . . ?
C59 C27 C22 117.9(4) . . ?
C22 C27 C15 120.8(4) . . ?
N55 C47 C17 121.5(4) . . ?
N13 C47 N55 113.6(4) . . ?
N13 C47 C17 124.8(4) . . ?
N29 C3 N57 107.6(4) . . ?
N29 C3 C53 124.6(4) . . ?
N57 C3 C53 127.5(4) . . ?
C15 C49 H49 119.3 . . ?
C20 C49 C15 121.4(4) . . ?
C20 C49 H49 119.3 . . ?
C34 C40 C32 121.0(4) . . ?
C5 C40 C32 121.3(4) . . ?
C5 C40 C34 117.7(4) . . ?
N55 C32 C40 114.2(3) . . ?
N55 C32 H32A 108.7 . . ?
N55 C32 H32B 108.7 . . ?
C40 C32 H32A 108.7 . . ?
C40 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
C59 C34 C40 120.9(4) . . ?
C59 C34 H34 119.5 . . ?
C40 C34 H34 119.5 . . ?
C49 C20 H20 119.9 . . ?
C11 C20 C49 120.1(4) . . ?
C11 C20 H20 119.9 . . ?
O23 C36 N55 125.2(4) . . ?
O23 C36 C21 128.9(4) . . ?
N55 C36 C21 106.0(4) . . ?
C27 C22 H22 119.4 . . ?
C5 C22 C27 121.2(4) . . ?
C5 C22 H22 119.4 . . ?
H41A C41 H41B 109.0 . . ?
C21 C41 H41A 111.0 . . ?
C21 C41 H41B 111.0 . . ?
C21 C41 C80 103.9(3) . . ?
C80 C41 H41A 111.0 . . ?
C80 C41 H41B 111.0 . . ?
H84A C84 H84B 108.6 . . ?
C83 C84 H84A 110.4 . . ?
C83 C84 H84B 110.4 . . ?
C80 C84 H84A 110.4 . . ?
C80 C84 H84B 110.4 . . ?
C80 C84 C83 106.7(4) . . ?
C40 C5 H5 119.4 . . ?
C22 C5 C40 121.3(4) . . ?
C22 C5 H5 119.4 . . ?
N13 C21 C36 104.2(3) . . ?
N13 C21 C41 110.9(4) . . ?
N13 C21 C83 112.3(4) . . ?
C36 C21 C41 113.5(3) . . ?
C36 C21 C83 113.4(4) . . ?
C41 C21 C83 102.8(4) . . ?
C20 C11 H11 120.1 . . ?
C20 C11 C19 119.7(4) . . ?
C19 C11 H11 120.1 . . ?
C84 C83 H83A 110.6 . . ?
C84 C83 H83B 110.6 . . ?
C21 C83 C84 105.7(4) . . ?
C21 C83 H83A 110.6 . . ?
C21 C83 H83B 110.6 . . ?
H83A C83 H83B 108.7 . . ?
C41 C80 H80A 110.6 . . ?
C41 C80 H80B 110.6 . . ?
C84 C80 C41 105.5(4) . . ?
C84 C80 H80A 110.6 . . ?
C84 C80 H80B 110.6 . . ?
H80A C80 H80B 108.8 . . ?
C53 C19 H19 119.6 . . ?
C11 C19 C53 120.8(4) . . ?
C11 C19 H19 119.6 . . ?
C47 C17 H17A 109.3 . . ?
C47 C17 H17B 109.3 . . ?
C47 C17 H17C 105.7 . . ?
C47 C17 H17D 105.7 . . ?
C47 C17 C65 111.4(4) . . ?
C47 C17 C74 126.4(9) . . ?
H17A C17 H17B 108.0 . . ?
H17C C17 H17D 106.2 . . ?
C65 C17 H17A 109.3 . . ?
C65 C17 H17B 109.3 . . ?
C74 C17 H17C 105.7 . . ?
C74 C17 H17D 105.7 . . ?
C17 C65 H65A 109.1 . . ?
C17 C65 H65B 109.1 . . ?
C17 C65 C37 112.5(5) . . ?
H65A C65 H65B 107.8 . . ?
C37 C65 H65A 109.1 . . ?
C37 C65 H65B 109.1 . . ?
C65 C37 H37A 109.1 . . ?
C65 C37 H37B 109.1 . . ?
H37A C37 H37B 107.8 . . ?
C71 C37 C65 112.7(6) . . ?
C71 C37 H37A 109.1 . . ?
C71 C37 H37B 109.1 . . ?
C37 C71 H71A 109.5 . . ?
C37 C71 H71B 109.5 . . ?
C37 C71 H71C 109.5 . . ?
H71A C71 H71B 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C17 C74 H74A 108.2 . . ?
C17 C74 H74B 108.2 . . ?
C17 C74 C66 116.5(16) . . ?
H74A C74 H74B 107.3 . . ?
C66 C74 H74A 108.2 . . ?
C66 C74 H74B 108.2 . . ?
C74 C66 H66A 108.9 . . ?
C74 C66 H66B 108.9 . . ?
H66A C66 H66B 107.7 . . ?
C58 C66 C74 113.3(18) . . ?
C58 C66 H66A 108.9 . . ?
C58 C66 H66B 108.9 . . ?
C66 C58 H58A 109.5 . . ?
C66 C58 H58B 109.5 . . ?
C66 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C16 O68 H68 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C16 C52 H52A 109.5 . . ?
C16 C52 H52B 109.5 . . ?
C16 C52 H52C 109.5 . . ?
O68 C16 C52 110.6(12) . . ?
O68 C16 H16 109.4 . . ?
O68 C16 C10 109.6(12) . . ?
C52 C16 H16 109.4 . . ?
C10 C16 C52 108.5(11) . . ?
C10 C16 H16 109.4 . . ?
C16 C10 H10A 109.5 . . ?
C16 C10 H10B 109.5 . . ?
C16 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
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
O23 C36 1.226(5) . ?
N55 C47 1.410(5) . ?
N55 C32 1.459(5) . ?
N55 C36 1.384(6) . ?
N29 N25 1.366(5) . ?
N29 C3 1.328(5) . ?
N7 N57 1.341(5) . ?
N7 N25 1.307(5) . ?
N13 C47 1.276(5) . ?
N13 C21 1.477(6) . ?
N57 C3 1.336(6) . ?
N57 H57 0.94(5) . ?
C59 H59 0.9500 . ?
C59 C27 1.388(6) . ?
C59 C34 1.385(6) . ?
C53 C15 1.403(6) . ?
C53 C3 1.470(6) . ?
C53 C19 1.396(6) . ?
C15 C27 1.490(6) . ?
C15 C49 1.406(6) . ?
C27 C22 1.401(6) . ?
C47 C17 1.477(6) . ?
C49 H49 0.9500 . ?
C49 C20 1.387(6) . ?
C40 C32 1.506(6) . ?
C40 C34 1.405(6) . ?
C40 C5 1.389(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C34 H34 0.9500 . ?
C20 H20 0.9500 . ?
C20 C11 1.378(6) . ?
C36 C21 1.504(6) . ?
C22 H22 0.9500 . ?
C22 C5 1.374(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C21 1.532(6) . ?
C41 C80 1.534(6) . ?
C84 H84A 0.9900 . ?
C84 H84B 0.9900 . ?
C84 C83 1.534(6) . ?
C84 C80 1.529(6) . ?
C5 H5 0.9500 . ?
C21 C83 1.533(6) . ?
C11 H11 0.9500 . ?
C11 C19 1.380(6) . ?
C83 H83A 0.9900 . ?
C83 H83B 0.9900 . ?
C80 H80A 0.9900 . ?
C80 H80B 0.9900 . ?
C19 H19 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 H17C 0.9900 . ?
C17 H17D 0.9900 . ?
C17 C65 1.497(7) . ?
C17 C74 1.489(17) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 C37 1.529(8) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C71 1.516(9) . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C74 C66 1.527(19) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C66 C58 1.51(2) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
O68 H68 0.8400 . ?
O68 C16 1.438(15) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C52 C16 1.474(17) . ?
C16 H16 1.0000 . ?
C16 C10 1.473(18) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
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
O23 C36 C21 N13 -178.3(4) . . . . ?
O23 C36 C21 C41 60.9(6) . . . . ?
O23 C36 C21 C83 -55.9(6) . . . . ?
N55 C47 C17 C65 -84.2(5) . . . . ?
N55 C47 C17 C74 -141.9(14) . . . . ?
N55 C36 C21 N13 1.9(4) . . . . ?
N55 C36 C21 C41 -118.9(4) . . . . ?
N55 C36 C21 C83 124.3(4) . . . . ?
N7 N57 C3 N29 0.6(5) . . . . ?
N7 N57 C3 C53 174.1(4) . . . . ?
N13 C47 C17 C65 92.2(6) . . . . ?
N13 C47 C17 C74 34.5(15) . . . . ?
N13 C21 C83 C84 -86.1(4) . . . . ?
N57 N7 N25 N29 -0.2(5) . . . . ?
N25 N29 C3 N57 -0.7(5) . . . . ?
N25 N29 C3 C53 -174.5(4) . . . . ?
N25 N7 N57 C3 -0.2(5) . . . . ?
C59 C27 C22 C5 -0.3(6) . . . . ?
C53 C15 C27 C59 39.6(6) . . . . ?
C53 C15 C27 C22 -141.6(4) . . . . ?
C53 C15 C49 C20 -1.0(6) . . . . ?
C15 C53 C3 N29 -137.0(5) . . . . ?
C15 C53 C3 N57 50.5(7) . . . . ?
C15 C53 C19 C11 -1.5(7) . . . . ?
C15 C27 C22 C5 -179.1(4) . . . . ?
C15 C49 C20 C11 -1.2(6) . . . . ?
C27 C59 C34 C40 -1.2(6) . . . . ?
C27 C15 C49 C20 177.0(4) . . . . ?
C27 C22 C5 C40 -1.3(6) . . . . ?
C47 N55 C32 C40 -85.4(5) . . . . ?
C47 N55 C36 O23 179.0(4) . . . . ?
C47 N55 C36 C21 -1.2(4) . . . . ?
C47 N13 C21 C36 -2.0(4) . . . . ?
C47 N13 C21 C41 120.5(4) . . . . ?
C47 N13 C21 C83 -125.1(4) . . . . ?
C47 C17 C65 C37 -172.6(5) . . . . ?
C47 C17 C74 C66 179.6(17) . . . . ?
C3 N29 N25 N7 0.6(5) . . . . ?
C3 C53 C15 C27 7.7(7) . . . . ?
C3 C53 C15 C49 -174.4(4) . . . . ?
C3 C53 C19 C11 175.5(4) . . . . ?
C49 C15 C27 C59 -138.2(4) . . . . ?
C49 C15 C27 C22 40.6(5) . . . . ?
C49 C20 C11 C19 2.0(7) . . . . ?
C32 N55 C47 N13 177.5(4) . . . . ?
C32 N55 C47 C17 -5.8(6) . . . . ?
C32 N55 C36 O23 1.3(6) . . . . ?
C32 N55 C36 C21 -178.9(3) . . . . ?
C32 C40 C34 C59 177.5(4) . . . . ?
C32 C40 C5 C22 -176.2(4) . . . . ?
C34 C59 C27 C15 -179.6(4) . . . . ?
C34 C59 C27 C22 1.6(6) . . . . ?
C34 C40 C32 N55 97.8(4) . . . . ?
C34 C40 C5 C22 1.7(6) . . . . ?
C20 C11 C19 C53 -0.7(7) . . . . ?
C36 N55 C47 N13 -0.1(5) . . . . ?
C36 N55 C47 C17 176.7(4) . . . . ?
C36 N55 C32 C40 91.8(5) . . . . ?
C36 C21 C83 C84 156.1(4) . . . . ?
C41 C21 C83 C84 33.1(4) . . . . ?
C5 C40 C32 N55 -84.3(5) . . . . ?
C5 C40 C34 C59 -0.4(6) . . . . ?
C21 N13 C47 N55 1.3(5) . . . . ?
C21 N13 C47 C17 -175.3(4) . . . . ?
C21 C41 C80 C84 31.3(5) . . . . ?
C83 C84 C80 C41 -10.7(5) . . . . ?
C80 C41 C21 N13 80.5(4) . . . . ?
C80 C41 C21 C36 -162.6(4) . . . . ?
C80 C41 C21 C83 -39.7(4) . . . . ?
C80 C84 C83 C21 -14.0(5) . . . . ?
C19 C53 C15 C27 -175.5(4) . . . . ?
C19 C53 C15 C49 2.3(6) . . . . ?
C19 C53 C3 N29 46.1(6) . . . . ?
C19 C53 C3 N57 -126.3(5) . . . . ?
C17 C65 C37 C71 -172.6(6) . . . . ?
C17 C74 C66 C58 176(2) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.633(3)
2 0.367(3)
