#------------------------------------------------------------------------------
#$Date: 2025-08-16 01:19:44 +0300 (Sat, 16 Aug 2025) $
#$Revision: 301757 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/54/1575475.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_1575475
_journal_paper_doi               10.1039/D5SC03813H
_chemical_formula_moiety         '2(I), C30 H38 N2 O6'
_chemical_formula_sum            'C30 H38 I2 N2 O6'
_chemical_formula_weight         776.42
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-11-04
_audit_creation_method
;
Olex2 1.5
(compiled 2021.07.19 svn.r715e62df for OlexSys, GUI svn.r6380)
;
_audit_update_record
;
2024-11-05 deposited with the CCDC.	2025-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                105.939(2)
_cell_angle_beta                 93.744(2)
_cell_angle_gamma                94.0170(10)
_cell_formula_units_Z            2
_cell_length_a                   8.94630(10)
_cell_length_b                   12.7534(3)
_cell_length_c                   17.3129(3)
_cell_measurement_reflns_used    15508
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      77.9620
_cell_measurement_theta_min      2.6600
_cell_volume                     1887.35(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00 -16.00   0.50    0.50    --  -87.58  57.00  30.00   74
  2  ω    -39.00 -14.00   0.50    0.50    --  -87.58  57.00 -30.00   50
  3  ω    -47.00 -13.00   0.50    0.50    --  -87.58  57.00 -90.00   68
  4  ω     -3.00  24.00   0.50    0.50    --  -51.70  19.00  60.00   54
  5  ω     -3.00  25.00   0.50    0.50    --  -51.70  19.00  30.00   56
  6  ω    -54.00 -13.00   0.50    0.50    --  -87.58  57.00-150.00   82
  7  ω     -3.00  25.00   0.50    0.50    --  -51.70  19.00-180.00   56
  8  ω     40.00 121.00   0.50    0.50    --   51.89-157.00-152.00  162
  9  ω     84.00 110.00   0.50    0.50    --  107.25-120.00-173.55   52
 10  ω     84.00 109.00   0.50    0.50    --  102.12-157.00-152.00   50
 11  ω     40.00  65.00   0.50    0.50    --  107.25-120.00-173.55   50
 12  ω     48.00  75.00   0.50    0.50    --  102.12-157.00-152.00   54
 13  ω     72.00 106.00   0.50    0.50    --  102.12 -99.00 -60.00   68
 14  ω     47.00  72.00   0.50    0.50    --  102.12-119.00   2.00   50
 15  ω     84.00 110.00   0.50    0.50    --  102.12-125.00 120.00   52
 16  ω     53.00  79.00   0.50    0.50    --  102.12-125.00 120.00   52
 17  ω     76.00 106.00   0.50    0.50    --  102.12 -99.00  60.00   60
 18  ω     33.00  58.00   0.50    0.50    --   51.89-119.00   2.00   50
 19  ω     77.00 106.00   0.50    0.50    --  102.12 -99.00  90.00   58
 20  ω     69.00 106.00   0.50    0.50    --  102.12 -99.00 -30.00   74
 21  ω     75.00 106.00   0.50    0.50    --  102.12 -99.00-120.00   62
 22  ω     50.00 106.00   0.50    0.50    --  102.12 -99.00-150.00  112
 23  ω     42.00 112.00   0.50    0.50    --  107.25 -87.00-122.16  140
 24  ω     99.00 126.00   0.50    0.50    --  107.25 -85.00 -53.36   54
 25  ω     44.00  74.00   0.50    0.50    --  107.25 -85.00 -53.36   60
 26  ω     42.00  68.00   0.50    0.50    --  107.25 -87.00  93.36   52
 27  ω     41.00  73.00   0.50    0.50    --  107.25 -85.00 123.06   64
 28  ω     42.00  90.00   0.50    0.50    --  107.25 -85.00 170.31   96
 29  ω     44.00  69.00   0.50    0.50    --  107.25 -83.00 172.70   50
 30  ω     98.00 125.00   0.50    0.50    --  107.25 -85.00 123.06   54
 31  ω    105.00 131.00   0.50    0.50    --  107.25 -84.00  25.49   52
 32  ω     53.00  78.00   0.50    0.50    --  107.25 -84.00  25.49   50
 33  ω     41.00  86.00   0.50    0.50    --  107.25 -83.00 -97.89   90
 34  ω     43.00  97.00   0.50    0.50    --  107.25 -83.00-163.39  108
 35  ω     25.00  50.00   0.50    0.50    --  102.12 -38.00-120.00   50
 36  ω     45.00  75.00   0.50    0.50    --  107.25 -79.00 -68.92   60
 37  ω     60.00  86.00   0.50    0.50    --  107.25 -79.00-109.44   52
 38  ω    102.00 128.00   0.50    0.50    --  107.25 -79.00-109.44   52
 39  ω     49.00  81.00   0.50    0.50    --  107.25 -77.00 -90.64   64
 40  ω     44.00  92.00   0.50    0.50    --  107.25 -78.00 -19.89   96
 41  ω     48.00  88.00   0.50    0.50    --  107.25 -77.00  33.75   80
 42  ω     56.00 106.00   0.50    0.50    --  107.25 -75.00  69.02  100
 43  ω     36.00  69.00   0.50    0.50    --  102.12 -77.00  60.00   66
 44  ω     38.00  64.00   0.50    0.50    --  107.25 -72.00  54.21   52
 45  ω     42.00  69.00   0.50    0.50    --  107.25 -77.00  93.35   54
 46  ω     42.00  74.00   0.50    0.50    --  107.25 -79.00 141.30   64
 47  ω     42.00  67.00   0.50    0.50    --  107.25 -76.00 107.59   50
 48  ω     45.00  99.00   0.50    0.50    --  107.25 -75.00 117.36  108
 49  ω     37.00  66.00   0.50    0.50    --  107.25 -69.00 -45.91   58
 50  ω     39.00  64.00   0.50    0.50    --  107.25 -68.00 -16.23   50
 51  ω     26.00  51.00   0.50    0.50    --  102.12 -38.00 120.00   50
 52  ω     57.00  82.00   0.50    0.50    --  107.25   3.00 109.69   50
 53  ω    106.00 131.00   0.50    0.50    --  107.25  71.00 164.09   50
 54  ω    150.00 175.00   0.50    0.50    --  107.25  71.00 164.09   50
 55  ω     94.00 121.00   0.50    0.50    --  102.12  38.00  30.00   54
 56  ω     65.00 149.00   0.50    0.50    --  107.25  18.00  50.67  168
 57  ω    144.00 175.00   0.50    0.50    --  102.12  38.00  30.00   62
 58  ω    127.00 170.00   0.50    0.50    --  107.25  16.00 -67.61   86
 59  ω    151.00 176.00   0.50    0.50    --  107.25  19.00-179.81   50
 60  ω     84.00 127.00   0.50    0.50    --  107.25  19.00-179.81   86
 61  ω     65.00 143.00   0.50    0.50    --  107.25  18.00-120.52  156
 62  ω     98.00 123.00   0.50    0.50    --  107.25  16.00 -67.61   50
 63  ω     76.00 101.00   0.50    0.50    --  107.25  16.00  23.00   50
 64  ω     70.00 167.00   0.50    0.50    --  107.25  16.00 -16.60  194
 65  ω    125.00 151.00   0.50    0.50    --  107.25  15.00 122.02   52
 66  ω    105.00 130.00   0.50    0.50    --  107.25  16.00 156.44   50
 67  ω     59.00  98.00   0.50    0.50    --  107.25  16.00 156.44   78
 68  ω     64.00  91.00   0.50    0.50    --  107.25  15.00 122.02   54
 69  ω     91.00 116.00   0.50    0.50    --  107.25  93.00 -16.12   50
 70  ω    120.00 146.00   0.50    0.50    --  102.12 119.00  87.00   52
 71  ω     84.00 116.00   0.50    0.50    --  102.12 125.00  60.00   64
 72  ω    141.00 166.00   0.50    0.50    --  107.25  93.00 -16.12   50
 73  ω     85.00 110.00   0.50    0.50    --  102.12 157.00-116.00   50
 74  ω     97.00 145.00   0.50    0.50    --  107.25 109.00-169.27   96
 75  ω    144.00 173.00   0.50    0.50    --  107.25 116.00-166.94   58
 76  ω     64.00  89.00   0.50    0.50    --   51.89 157.00-116.00   50
 77  ω   -102.00 -77.00   0.50    0.50    --  -51.70 157.00-116.00   50
 78  ω   -113.00 -81.00   0.50    0.50    --  -87.58 157.00-116.00   64
 79  ω    -74.00 -47.00   0.50    0.50    --  -87.58 119.00  87.00   54
 80  ω    -79.00 -54.00   0.50    0.50    --  -51.70 119.00  87.00   50
 81  ω   -164.00 -74.00   0.50    0.50    --  -87.58 -38.00  60.00  180
 82  ω   -133.00 -81.00   0.50    0.50    --  -87.58-119.00   2.00  104
 83  ω   -122.00 -80.00   0.50    0.50    --  -51.70-125.00 150.00   84
 84  ω   -126.00 -38.00   0.50    0.50    --  -51.70 -57.00 -90.00  176
 85  ω    -91.00 -63.00   0.50    0.50    --  -51.70-157.00-152.00   56
 86  ω   -112.00 -85.00   0.50    0.50    --  -87.58-157.00-152.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0318526000
_diffrn_orient_matrix_UB_12      -0.1036004000
_diffrn_orient_matrix_UB_13      -0.0650734000
_diffrn_orient_matrix_UB_21      -0.0238195000
_diffrn_orient_matrix_UB_22      0.0599134000
_diffrn_orient_matrix_UB_23      -0.0653039000
_diffrn_orient_matrix_UB_31      0.1686738000
_diffrn_orient_matrix_UB_32      0.0399115000
_diffrn_orient_matrix_UB_33      0.0114794000
_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  0.0946
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            42103
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.238
_diffrn_reflns_theta_min         3.847
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    13.383
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.682
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.301
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.028
_refine_diff_density_max         3.022
_refine_diff_density_min         -1.096
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         8064
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0697
_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)+(0.1251P)²+1.6552P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1966
_refine_ls_wR_factor_ref         0.2054
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6419
_reflns_number_total             8064
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc03813h2.cif
_cod_data_source_block           4
_cod_database_code               1575475
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C40H40N2O4Cl3
_chemical_oxdiff_usercomment     'ether, methanol, chloroform at rt, gas-phase'
_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   0.690
_shelx_estimated_absorpt_t_min   0.108
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H2-O2
 0.98 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(O1) = Uanis(C7)
4. Others
 Fixed Sof: I2(0.9) I2A(0.1)
5.a Riding coordinates:
 O1(H1A)
5.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C19(H19A,H19B), C30(H30A,H30B), C8(H8A,H8B), C18(H18A,H18B),
 C7(H7A,H7B)
5.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C25(H25), C28(H28), C29(H29), C26(H26), C1(H1)
5.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C6(H6A,H6B,H6C), C10(H10A,H10B,H10C), C22(H22A,H22B,
 H22C), C21(H21A,H21B,H21C), C11(H11A,H11B,H11C)
;
_smtbx_masks_void_probe_radius   1.0
_smtbx_masks_void_truncation_radius 1.0
_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 3.331
_oxdiff_exptl_absorpt_empirical_full_min 0.391
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.64529(4) -0.13525(3) 0.23966(3) 0.05662(16) Uani 1 1 d . . . . .
I2 I 0.77543(6) 0.72216(5) 0.64113(4) 0.05695(16) Uani 0.9 1 d . . P A 1
O6 O 0.8358(4) 0.3301(3) 0.9325(2) 0.0417(8) Uani 1 1 d . . . . .
O5 O 0.7214(5) 0.2866(4) 1.0381(3) 0.0474(9) Uani 1 1 d . . . . .
O3 O 0.7372(5) 0.5102(4) 0.4120(3) 0.0509(10) Uani 1 1 d . . . . .
N2 N 0.8541(5) 0.0901(4) 0.7715(3) 0.0405(10) Uani 1 1 d . . . . .
O4 O 0.8298(5) 0.5407(4) 0.2961(3) 0.0594(11) Uani 1 1 d . . . . .
N1 N 0.6654(5) 0.2246(4) 0.3869(3) 0.0457(11) Uani 1 1 d . . . . .
O2 O 0.4470(5) -0.0144(5) 0.8971(4) 0.0675(14) Uani 1 1 d D . . . .
C16 C 0.8763(5) 0.1959(5) 0.8158(3) 0.0394(11) Uani 1 1 d . . . . .
C15 C 0.8076(6) 0.2244(5) 0.8888(3) 0.0401(11) Uani 1 1 d . . . . .
C14 C 0.7180(5) 0.1475(5) 0.9129(3) 0.0402(11) Uani 1 1 d . . . . .
C12 C 0.7664(6) 0.0144(5) 0.7926(4) 0.0441(12) Uani 1 1 d . . . . .
H12 H 0.753036 -0.058505 0.758332 0.053 Uiso 1 1 calc R U . . .
C24 C 0.8352(6) 0.0846(4) 0.6260(3) 0.0373(10) Uani 1 1 d . . . . .
C23 C 0.9229(6) 0.0526(5) 0.6934(4) 0.0438(12) Uani 1 1 d . . . . .
H23A H 0.924718 -0.027931 0.678574 0.053 Uiso 1 1 calc R U . . .
H23B H 1.028082 0.085704 0.699906 0.053 Uiso 1 1 calc R U . . .
C25 C 0.6817(6) 0.0982(5) 0.6265(4) 0.0473(13) Uani 1 1 d . . . . .
H25 H 0.630342 0.091208 0.671382 0.057 Uiso 1 1 calc R U . . .
C5 C 0.6712(6) 0.3341(5) 0.4210(4) 0.0436(12) Uani 1 1 d . . . . .
C4 C 0.7403(6) 0.4009(5) 0.3787(4) 0.0455(12) Uani 1 1 d . . . . .
C17 C 0.9702(6) 0.2778(5) 0.7880(4) 0.0439(12) Uani 1 1 d . . . . .
H17A H 1.075244 0.260624 0.789180 0.066 Uiso 1 1 calc R U . . .
H17B H 0.963127 0.351274 0.823698 0.066 Uiso 1 1 calc R U . . .
H17C H 0.933734 0.275114 0.732771 0.066 Uiso 1 1 calc R U . . .
C13 C 0.6949(6) 0.0403(5) 0.8635(4) 0.0445(12) Uani 1 1 d . . . . .
C27 C 0.6778(6) 0.1310(4) 0.4955(4) 0.0408(11) Uani 1 1 d . . . . .
C28 C 0.8309(6) 0.1192(5) 0.4960(4) 0.0451(12) Uani 1 1 d . . . . .
H28 H 0.883156 0.126401 0.451409 0.054 Uiso 1 1 calc R U . . .
C20 C 0.7309(6) 0.3654(5) 0.9935(4) 0.0460(13) Uani 1 1 d . . . . .
C29 C 0.9080(6) 0.0971(5) 0.5609(4) 0.0439(12) Uani 1 1 d . . . . .
H29 H 1.013068 0.090441 0.560548 0.053 Uiso 1 1 calc R U . . .
C6 C 0.6058(6) 0.3793(5) 0.4983(4) 0.0495(14) Uani 1 1 d . . . . .
H6A H 0.496044 0.374568 0.488781 0.074 Uiso 1 1 calc R U . . .
H6B H 0.644961 0.456113 0.521493 0.074 Uiso 1 1 calc R U . . .
H6C H 0.633131 0.337228 0.535905 0.074 Uiso 1 1 calc R U . . .
C26 C 0.6036(6) 0.1216(5) 0.5630(4) 0.0477(13) Uani 1 1 d . . . . .
H26 H 0.499461 0.131468 0.564720 0.057 Uiso 1 1 calc R U . . .
C2 C 0.8055(7) 0.2447(6) 0.2776(4) 0.0528(15) Uani 1 1 d . . . . .
C19 C 0.6527(7) 0.1839(5) 0.9920(4) 0.0479(13) Uani 1 1 d . . . . .
H19A H 0.543355 0.188459 0.982645 0.058 Uiso 1 1 calc R U . . .
H19B H 0.666943 0.129189 1.022240 0.058 Uiso 1 1 calc R U . . .
C1 C 0.7299(7) 0.1791(6) 0.3180(4) 0.0523(14) Uani 1 1 d . . . . .
H1 H 0.723531 0.101679 0.297066 0.063 Uiso 1 1 calc R U . . .
C30 C 0.5866(7) 0.1476(5) 0.4237(4) 0.0491(13) Uani 1 1 d . . . . .
H30A H 0.563077 0.075994 0.382674 0.059 Uiso 1 1 calc R U . . .
H30B H 0.490202 0.175590 0.441151 0.059 Uiso 1 1 calc R U . . .
C8 C 0.8781(8) 0.4348(7) 0.2658(5) 0.0597(16) Uani 1 1 d . . . . .
H8A H 0.988991 0.438123 0.274655 0.072 Uiso 1 1 calc R U . . .
H8B H 0.849198 0.407155 0.207095 0.072 Uiso 1 1 calc R U . . .
C3 C 0.8058(7) 0.3581(6) 0.3087(4) 0.0521(14) Uani 1 1 d . . . . .
C10 C 0.9943(7) 0.5875(6) 0.4190(5) 0.0568(16) Uani 1 1 d . . . . .
H10A H 0.993717 0.619573 0.477344 0.085 Uiso 1 1 calc R U . . .
H10B H 1.062863 0.633432 0.397386 0.085 Uiso 1 1 calc R U . . .
H10C H 1.028192 0.513815 0.408404 0.085 Uiso 1 1 calc R U . . .
C9 C 0.8383(7) 0.5808(6) 0.3792(4) 0.0526(14) Uani 1 1 d . . . . .
C18 C 0.5939(8) -0.0459(6) 0.8842(5) 0.0597(17) Uani 1 1 d . . . . .
H18A H 0.587771 -0.114628 0.839797 0.072 Uiso 1 1 calc R U . . .
H18B H 0.638803 -0.060751 0.933512 0.072 Uiso 1 1 calc R U . . .
C22 C 0.5826(7) 0.3759(6) 0.9529(5) 0.0548(15) Uani 1 1 d . . . . .
H22A H 0.591941 0.437905 0.929752 0.082 Uiso 1 1 calc R U . . .
H22B H 0.507412 0.388359 0.992332 0.082 Uiso 1 1 calc R U . . .
H22C H 0.551260 0.308521 0.909832 0.082 Uiso 1 1 calc R U . . .
C21 C 0.8048(7) 0.4697(5) 1.0500(4) 0.0531(15) Uani 1 1 d . . . . .
H21A H 0.900827 0.455670 1.074141 0.080 Uiso 1 1 calc R U . . .
H21B H 0.739092 0.497870 1.092669 0.080 Uiso 1 1 calc R U . . .
H21C H 0.822815 0.523851 1.020204 0.080 Uiso 1 1 calc R U . . .
C11 C 0.7691(8) 0.6893(6) 0.3981(6) 0.0639(19) Uani 1 1 d . . . . .
H11A H 0.662174 0.676759 0.378803 0.096 Uiso 1 1 calc R U . . .
H11B H 0.820638 0.737905 0.371200 0.096 Uiso 1 1 calc R U . . .
H11C H 0.779962 0.723248 0.456510 0.096 Uiso 1 1 calc R U . . .
C7 C 0.8797(14) 0.1921(10) 0.2019(7) 0.0974(17) Uani 1 1 d . . . . .
H7A H 0.814936 0.196029 0.154380 0.117 Uiso 1 1 calc R U . . .
H7B H 0.976851 0.234750 0.202640 0.117 Uiso 1 1 calc R U . . .
O1 O 0.9054(9) 0.0841(7) 0.1935(5) 0.0974(17) Uani 1 1 d . U . . .
H1A H 0.849024 0.024985 0.206260 0.146 Uiso 1 1 d R U . . .
I2A I 0.8239(8) 0.7559(6) 0.6141(5) 0.0860(18) Uani 0.1 1 d . . P B 2
H2 H 0.431(10) 0.015(7) 0.851(4) 0.08(3) 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'
I I -0.3257 6.8362 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 4 -11 0.0135
6 1 1 0.1435
-6 -2 0 0.1347
0 7 3 0.0217
0 -7 -3 0.0062
0 8 -5 0.0222
0 -2 11 0.0152
1 1 -11 0.0264
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
C15 O6 C20 113.8(4) . . ?
C19 O5 C20 113.1(5) . . ?
C4 O3 C9 115.3(5) . . ?
C16 N2 C23 120.4(5) . . ?
C12 N2 C16 123.1(5) . . ?
C12 N2 C23 116.5(5) . . ?
C9 O4 C8 115.8(5) . . ?
C5 N1 C1 123.2(5) . . ?
C5 N1 C30 120.6(5) . . ?
C1 N1 C30 116.2(5) . . ?
C18 O2 H2 98(6) . . ?
N2 C16 C15 116.8(5) . . ?
N2 C16 C17 120.9(5) . . ?
C15 C16 C17 122.2(5) . . ?
O6 C15 C16 115.2(5) . . ?
O6 C15 C14 123.4(5) . . ?
C14 C15 C16 121.4(5) . . ?
C15 C14 C13 119.2(5) . . ?
C15 C14 C19 118.0(5) . . ?
C13 C14 C19 122.8(5) . . ?
N2 C12 H12 119.3 . . ?
N2 C12 C13 121.5(5) . . ?
C13 C12 H12 119.3 . . ?
C25 C24 C23 122.3(5) . . ?
C29 C24 C23 119.2(5) . . ?
C29 C24 C25 118.4(5) . . ?
N2 C23 C24 111.4(4) . . ?
N2 C23 H23A 109.4 . . ?
N2 C23 H23B 109.4 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.1(6) . . ?
C26 C25 H25 119.4 . . ?
N1 C5 C4 116.4(6) . . ?
N1 C5 C6 121.0(5) . . ?
C4 C5 C6 122.6(6) . . ?
O3 C4 C5 115.2(6) . . ?
O3 C4 C3 122.7(6) . . ?
C3 C4 C5 122.1(6) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C13 C18 121.9(6) . . ?
C12 C13 C14 118.0(5) . . ?
C12 C13 C18 120.1(6) . . ?
C28 C27 C26 118.5(6) . . ?
C28 C27 C30 122.5(5) . . ?
C26 C27 C30 119.0(5) . . ?
C27 C28 H28 119.7 . . ?
C29 C28 C27 120.5(5) . . ?
C29 C28 H28 119.7 . . ?
O6 C20 C22 109.0(5) . . ?
O6 C20 C21 105.5(4) . . ?
O5 C20 O6 107.6(4) . . ?
O5 C20 C22 112.6(5) . . ?
O5 C20 C21 107.0(5) . . ?
C22 C20 C21 114.6(6) . . ?
C24 C29 C28 121.2(5) . . ?
C24 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C25 C26 C27 120.1(5) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C1 C2 C3 117.4(6) . . ?
C1 C2 C7 119.9(8) . . ?
C3 C2 C7 122.7(7) . . ?
O5 C19 C14 111.1(4) . . ?
O5 C19 H19A 109.4 . . ?
O5 C19 H19B 109.4 . . ?
C14 C19 H19A 109.4 . . ?
C14 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
N1 C1 C2 120.8(6) . . ?
N1 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
N1 C30 C27 112.8(4) . . ?
N1 C30 H30A 109.0 . . ?
N1 C30 H30B 109.0 . . ?
C27 C30 H30A 109.0 . . ?
C27 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
O4 C8 H8A 109.8 . . ?
O4 C8 H8B 109.8 . . ?
O4 C8 C3 109.3(6) . . ?
H8A C8 H8B 108.3 . . ?
C3 C8 H8A 109.8 . . ?
C3 C8 H8B 109.8 . . ?
C4 C3 C2 120.0(6) . . ?
C4 C3 C8 119.4(6) . . ?
C2 C3 C8 120.6(6) . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
O3 C9 C10 108.6(5) . . ?
O3 C9 C11 104.0(5) . . ?
O4 C9 O3 109.5(5) . . ?
O4 C9 C10 113.4(6) . . ?
O4 C9 C11 106.9(6) . . ?
C10 C9 C11 113.9(6) . . ?
O2 C18 C13 112.7(6) . . ?
O2 C18 H18A 109.1 . . ?
O2 C18 H18B 109.1 . . ?
C13 C18 H18A 109.1 . . ?
C13 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C2 C7 H7A 108.8 . . ?
C2 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
O1 C7 C2 113.8(10) . . ?
O1 C7 H7A 108.8 . . ?
O1 C7 H7B 108.8 . . ?
C7 O1 H1A 132.6 . . ?
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
O6 C15 1.349(7) . ?
O6 C20 1.459(6) . ?
O5 C20 1.426(8) . ?
O5 C19 1.407(8) . ?
O3 C4 1.357(8) . ?
O3 C9 1.477(7) . ?
N2 C16 1.350(7) . ?
N2 C12 1.344(8) . ?
N2 C23 1.493(7) . ?
O4 C8 1.418(10) . ?
O4 C9 1.383(9) . ?
N1 C5 1.354(8) . ?
N1 C1 1.360(9) . ?
N1 C30 1.476(8) . ?
O2 C18 1.415(9) . ?
O2 H2 0.982(10) . ?
C16 C15 1.410(8) . ?
C16 C17 1.495(8) . ?
C15 C14 1.393(8) . ?
C14 C13 1.393(9) . ?
C14 C19 1.491(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.391(9) . ?
C24 C23 1.527(8) . ?
C24 C25 1.396(7) . ?
C24 C29 1.379(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C25 H25 0.9500 . ?
C25 C26 1.376(9) . ?
C5 C4 1.405(8) . ?
C5 C6 1.480(9) . ?
C4 C3 1.373(9) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C13 C18 1.508(8) . ?
C27 C28 1.388(8) . ?
C27 C26 1.410(8) . ?
C27 C30 1.513(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.386(9) . ?
C20 C22 1.493(9) . ?
C20 C21 1.497(9) . ?
C29 H29 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C26 H26 0.9500 . ?
C2 C1 1.396(10) . ?
C2 C3 1.397(10) . ?
C2 C7 1.516(13) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C1 H1 0.9500 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C3 1.516(10) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 C9 1.503(10) . ?
C9 C11 1.517(10) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 O1 1.383(14) . ?
O1 H1A 0.9608 . ?
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
O6 C15 C14 C13 179.8(5) . . . . ?
O6 C15 C14 C19 -1.3(8) . . . . ?
O3 C4 C3 C2 179.9(6) . . . . ?
O3 C4 C3 C8 -0.1(9) . . . . ?
N2 C16 C15 O6 178.2(5) . . . . ?
N2 C16 C15 C14 -1.6(8) . . . . ?
N2 C12 C13 C14 -0.7(9) . . . . ?
N2 C12 C13 C18 178.3(6) . . . . ?
O4 C8 C3 C4 -15.3(9) . . . . ?
O4 C8 C3 C2 164.6(6) . . . . ?
N1 C5 C4 O3 176.5(5) . . . . ?
N1 C5 C4 C3 -3.4(8) . . . . ?
C16 N2 C12 C13 -1.6(9) . . . . ?
C16 N2 C23 C24 -77.8(6) . . . . ?
C16 C15 C14 C13 -0.5(8) . . . . ?
C16 C15 C14 C19 178.5(5) . . . . ?
C15 O6 C20 O5 49.7(6) . . . . ?
C15 O6 C20 C22 -72.7(6) . . . . ?
C15 O6 C20 C21 163.7(5) . . . . ?
C15 C14 C13 C12 1.6(8) . . . . ?
C15 C14 C13 C18 -177.3(6) . . . . ?
C15 C14 C19 O5 -13.3(8) . . . . ?
C14 C13 C18 O2 55.1(9) . . . . ?
C12 N2 C16 C15 2.6(8) . . . . ?
C12 N2 C16 C17 -177.6(5) . . . . ?
C12 N2 C23 C24 99.9(6) . . . . ?
C12 C13 C18 O2 -123.8(7) . . . . ?
C24 C25 C26 C27 0.8(9) . . . . ?
C23 N2 C16 C15 -179.9(5) . . . . ?
C23 N2 C16 C17 -0.1(8) . . . . ?
C23 N2 C12 C13 -179.2(5) . . . . ?
C23 C24 C25 C26 -176.7(6) . . . . ?
C23 C24 C29 C28 175.9(5) . . . . ?
C25 C24 C23 N2 -27.6(7) . . . . ?
C25 C24 C29 C28 -2.0(8) . . . . ?
C5 N1 C1 C2 -0.9(9) . . . . ?
C5 N1 C30 C27 -78.2(7) . . . . ?
C5 C4 C3 C2 -0.2(9) . . . . ?
C5 C4 C3 C8 179.8(6) . . . . ?
C4 O3 C9 O4 43.1(7) . . . . ?
C4 O3 C9 C10 -81.3(7) . . . . ?
C4 O3 C9 C11 157.1(6) . . . . ?
C17 C16 C15 O6 -1.6(8) . . . . ?
C17 C16 C15 C14 178.7(5) . . . . ?
C13 C14 C19 O5 165.7(5) . . . . ?
C27 C28 C29 C24 1.0(9) . . . . ?
C28 C27 C26 C25 -1.8(9) . . . . ?
C28 C27 C30 N1 -42.1(8) . . . . ?
C20 O6 C15 C16 162.6(5) . . . . ?
C20 O6 C15 C14 -17.7(8) . . . . ?
C20 O5 C19 C14 48.1(6) . . . . ?
C29 C24 C23 N2 154.6(5) . . . . ?
C29 C24 C25 C26 1.1(9) . . . . ?
C6 C5 C4 O3 -2.7(8) . . . . ?
C6 C5 C4 C3 177.4(6) . . . . ?
C26 C27 C28 C29 1.0(9) . . . . ?
C26 C27 C30 N1 141.2(6) . . . . ?
C19 O5 C20 O6 -67.3(6) . . . . ?
C19 O5 C20 C22 52.8(6) . . . . ?
C19 O5 C20 C21 179.7(5) . . . . ?
C19 C14 C13 C12 -177.3(5) . . . . ?
C19 C14 C13 C18 3.8(9) . . . . ?
C1 N1 C5 C4 4.0(8) . . . . ?
C1 N1 C5 C6 -176.8(6) . . . . ?
C1 N1 C30 C27 101.8(6) . . . . ?
C1 C2 C3 C4 3.3(9) . . . . ?
C1 C2 C3 C8 -176.7(6) . . . . ?
C1 C2 C7 O1 -19.1(13) . . . . ?
C30 N1 C5 C4 -176.0(5) . . . . ?
C30 N1 C5 C6 3.2(8) . . . . ?
C30 N1 C1 C2 179.1(6) . . . . ?
C30 C27 C28 C29 -175.8(5) . . . . ?
C30 C27 C26 C25 175.0(6) . . . . ?
C8 O4 C9 O3 -63.0(7) . . . . ?
C8 O4 C9 C10 58.5(7) . . . . ?
C8 O4 C9 C11 -175.2(5) . . . . ?
C3 C2 C1 N1 -2.9(9) . . . . ?
C3 C2 C7 O1 162.5(8) . . . . ?
C9 O3 C4 C5 166.5(5) . . . . ?
C9 O3 C4 C3 -13.6(8) . . . . ?
C9 O4 C8 C3 48.2(7) . . . . ?
C7 C2 C1 N1 178.6(8) . . . . ?
C7 C2 C3 C4 -178.2(8) . . . . ?
C7 C2 C3 C8 1.8(11) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0069 4.0139 -11.0023 0.3003 0.9588 0.0351
6.0019 0.9961 0.9985 0.0230 -0.1485 1.0636
-6.0022 -1.9966 0.0011 0.0156 0.0233 -1.0921
-0.0055 6.9863 3.0081 -0.9197 0.2223 0.3124
0.0055 -6.9863 -3.0081 0.9197 -0.2223 -0.3124
0.0004 7.9987 -4.9953 -0.5036 0.8054 0.2620
-0.0078 -2.0163 11.0041 -0.5074 -0.8392 0.0445
1.0088 1.0174 -11.0056 0.6429 0.7556 0.0844
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.373 -0.373 0.000 485.7 158.5 ?
2 0.269 0.100 0.511 7.4 0.0 ?
3 0.731 0.900 0.489 7.4 0.0 ?
