Single-position ligand modifications tune CB2R activity by targeting the toggle switch
Ganzoni, Rudolf L. Z.; Kosar, Miroslav; Han, Yongqi; Vitale, Rosa Maria; Amodeo, Pietro; Li, Xiaoting; Zha, Zhonghua; Patej, Kacper J.; Kicin, Bilal; Strunden, Taddäus E. N.; Reichert, Lisa; Gómez-Bouzó, Uxía; Perera, Themiya P.; Atz, Kenneth; Guba, Wolfgang; Bartelmus, Christian; Bigler, Raphael; Tosatti, Paolo; Bachmann, Stephan; Hua, Tian; Sykes, David A.; Veprintsev, Dmitry B.; Grether, Uwe; Carreira, Erick M.; Chemical Science  (2026) –; doi:10.1039/D6SC00062B

data_1576944
_publ_section_title
;
 Single-position ligand modifications tune CB<sub>2</sub>R activity by
 targeting the toggle switch.
;
_journal_issue                   18
_journal_name_full               'Chemical science'
_journal_page_first              8976
_journal_page_last               8988
_journal_paper_doi               10.1039/d6sc00062b
_journal_volume                  17
_journal_year                    2026
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C37 H32 F3 N3 O12'
_chemical_formula_sum            'C37 H32 F3 N3 O12'
_chemical_formula_weight         767.65
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-09-10
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-05-13 deposited with the CCDC.	2026-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                109.9170(10)
_cell_angle_beta                 99.2180(10)
_cell_angle_gamma                92.2350(10)
_cell_formula_units_Z            2
_cell_length_a                   7.01380(10)
_cell_length_b                   14.10450(10)
_cell_length_c                   19.1791(2)
_cell_measurement_reflns_used    36911
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      73.4780
_cell_measurement_theta_min      3.3130
_cell_volume                     1751.82(4)
_computing_cell_refinement       'CrysAlisPro 1.171.43.120a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.134a 64-bit (release 09-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.120a (Rigaku OD, 2024)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     36.00  61.00   0.50    0.15    --   68.02-125.00 150.00   50
  2  \w     67.00  92.00   0.50    0.15    --   68.02-125.00 150.00   50
  3  \w     26.00  65.00   0.50    0.15    --   68.02-125.00  90.00   78
  4  \w     31.00  83.00   0.50    0.15    --   68.02-125.00  30.00  104
  5  \w     26.00  58.00   0.50    0.15    --   68.02-125.00 -90.00   64
  6  \w     63.00  94.00   0.50    0.15    --   68.02-125.00 -90.00   62
  7  \w     37.00  96.00   0.50    0.15    --   70.58-125.00-150.00  118
  8  \w     36.00  64.00   0.50    0.15    --   70.58-125.00-120.00   56
  9  \w     38.00 104.00   0.50    0.60    --   77.99-125.00 -60.00  132
 10  \w     80.00 105.00   0.50    0.60    --   77.99-125.00 -90.00   50
 11  \w     41.00  67.00   0.50    0.60    --   77.99-125.00 -90.00   52
 12  \w     40.00 103.00   0.50    0.60    --   77.99-125.00   0.00  126
 13  \w     75.00 105.00   0.50    0.60    --   77.99-125.00  60.00   60
 14  \w     48.00  75.00   0.50    0.60    --   77.99-125.00  90.00   54
 15  \w     37.00 102.00   0.50    0.60    --   77.99-125.00 120.00  130
 16  \w     79.00 105.00   0.50    0.60    --   77.99-125.00  90.00   52
 17  \w     38.00  63.00   0.50    0.60    --   77.99-125.00  60.00   50
 18  \w     38.00 105.00   0.50    0.60    --   77.99-125.00 -30.00  134
 19  \w     80.00 105.00   0.50    0.60    --   77.99-125.00-180.00   50
 20  \w     38.00  64.00   0.50    0.60    --   77.99-125.00-180.00   52
 21  \w     30.00  74.00   0.50    0.15    --   68.02 -95.00-150.00   88
 22  \w     48.00 115.00   0.50    0.60    --   77.99   0.00 -60.00  134
 23  \w     75.00 100.00   0.50    0.15    --   70.00  75.00 -87.31   50
 24  \w     79.00 109.00   0.50    0.60    --   75.06  77.00 -30.68   60
 25  \w     60.00  85.00   0.50    0.15    --   54.00  72.00 -15.90   50
 26  \w     74.00 102.00   0.50    0.15    --   70.00  76.00  -0.71   56
 27  \w     69.00  94.00   0.50    0.15    --   62.00  71.00  54.71   50
 28  \w     69.00  94.00   0.50    0.15    --   62.00  70.00  74.08   50
 29  \w     66.00  91.00   0.50    0.15    --   58.00  69.00  13.38   50
 30  \w     66.00  91.00   0.50    0.15    --   58.00  69.00  51.96   50
 31  \w     69.00  94.00   0.50    0.15    --   62.00  71.00 127.84   50
 32  \w     68.00  93.00   0.50    0.15    --   62.00  72.00 152.09   50
 33  \w     61.00  86.00   0.50    0.15    --   54.00  70.00 169.22   50
 34  \w     72.00  97.00   0.50    0.15    --   62.00  61.00 106.52   50
 35  \w     78.00 122.00   0.50    0.60    --   77.99  15.00 150.00   88
 36  \w     31.00 103.00   0.50    0.15    --   68.02   0.00   0.00  144
 37  \w     68.00 103.00   0.50    0.60    --   77.99   0.00   0.00   70
 38  \w     41.00 105.00   0.50    0.60    --   77.99   0.00  60.00  128
 39  \w     46.00 109.00   0.50    0.60    --   77.99   0.00 120.00  126
 40  \w     67.00 117.00   0.50    0.60    --   75.06  25.00 -54.91  100
 41  \w     45.00 105.00   0.50    0.15    --   70.58   0.00 -90.00  120
 42  \w     64.00 106.00   0.50    0.15    --   68.02   0.00-150.00   84
 43  \w     34.00  93.00   0.50    0.15    --   70.58   0.00-180.00  118
 44  \w     41.00 104.00   0.50    0.60    --   77.99   0.00-120.00  126
 45  \w     50.00  75.00   0.50    0.15    --   42.00  69.00  -3.77   50
 46  \w     38.00  63.00   0.50    0.15    --   34.00  76.00 104.03   50
 47  \w     25.00  50.00   0.50    0.15    --   22.00  77.00  64.66   50
 48  \w      7.00  32.00   0.50    0.15    --    2.00  75.00 134.24   50
 49  \w     31.00  56.00   0.50    0.15    --   26.00  75.00 124.39   50
 50  \w     39.00  64.00   0.50    0.15    --   34.00  75.00  66.23   50
 51  \w     38.00  63.00   0.50    0.15    --   34.00  76.00 -57.45   50
 52  \w     25.00  50.00   0.50    0.15    --   22.00  77.00-122.51   50
 53  \w     33.00  58.00   0.50    0.15    --   30.00  77.00 -89.63   50
 54  \w     31.00  56.00   0.50    0.15    --   26.00  75.00 -98.03   50
 55  \w     47.00  72.00   0.50    0.15    --   42.00  74.00 -58.89   50
 56  \w     40.00  65.00   0.50    0.15    --   34.00  72.00-166.46   50
 57  \w     44.00  69.00   0.50    0.15    --   38.00  73.00 -28.48   50
 58  \w     53.00  78.00   0.50    0.15    --   46.00  71.00  46.67   50
 59  \w     52.00  77.00   0.50    0.15    --   46.00  72.00 126.17   50
 60  \w     48.00  73.00   0.50    0.15    --   42.00  73.00 159.62   50
 61  \w     28.00  53.00   0.50    0.15    --   22.00  73.00 174.33   50
 62  \w     39.00  64.00   0.50    0.15    --   34.00  74.00 139.29   50
 63  \w     45.00  70.00   0.50    0.15    --   38.00  70.00-126.26   50
 64  \w      2.00  27.00   0.50    0.15    --   10.00  95.00 -22.28   50
 65  \w     15.00  40.00   0.50    0.15    --   18.00  87.00 -54.37   50
 66  \w      7.00  32.00   0.50    0.15    --   14.00  93.00-126.88   50
 67  \w     16.00  42.00   0.50    0.15    --   18.00  85.00  23.90   52
 68  \w     13.00  38.00   0.50    0.15    --   18.00  90.00 144.11   50
 69  \w    -68.00 -34.00   0.50    0.60    --  -75.06 141.00  92.78   68
 70  \w    -84.00 -24.00   0.50    0.15    --  -66.13 125.00  30.00  120
 71  \w   -112.00 -72.00   0.50    0.60    --  -75.06 141.00  92.78   80
 72  \w    -65.00 -39.00   0.50    0.60    --  -75.06 139.00 -55.45   52
 73  \w    -93.00 -60.00   0.50    0.15    --  -66.13 125.00 -90.00   66
 74  \w   -111.00 -72.00   0.50    0.60    --  -75.06 139.00 -55.45   78
 75  \w    -91.00 -40.00   0.50    0.15    --  -66.13 125.00-150.00  102
 76  \w    -57.00 -26.00   0.50    0.15    --  -66.13 125.00-120.00   62
 77  \w    -52.00 -24.00   0.50    0.15    --  -66.13 125.00 -90.00   56
 78  \w    -82.00 -43.00   0.50    0.15    --  -66.13 125.00  60.00   78
 79  \w    -47.00 -22.00   0.50    0.15    --  -10.00 142.00 -61.15   50
 80  \w    -30.00  -2.00   0.50    0.15    --  -22.00 104.00-158.33   56
 81  \w    -93.00 -42.00   0.50    0.15    --  -66.13   0.00 -30.00  102
 82  \w   -107.00 -37.00   0.50    0.15    --  -69.29   0.00 -90.00  140
 83  \w    -59.00 -33.00   0.50    0.15    --  -30.00 -77.00 -61.53   52
 84  \w    -60.00 -34.00   0.50    0.15    --  -30.00 -76.00  -2.93   52
 85  \w    -72.00 -47.00   0.50    0.15    --  -42.00 -74.00-164.95   50
 86  \w    -72.00 -47.00   0.50    0.15    --  -42.00 -73.00-130.93   50
 87  \w    -71.00 -45.00   0.50    0.15    --  -42.00 -77.00   0.25   52
 88  \w    -84.00 -58.00   0.50    0.15    --  -50.00 -70.00 -95.42   52
 89  \w    -81.00 -56.00   0.50    0.15    --  -50.00 -72.00  -8.29   50
 90  \w    -75.00 -50.00   0.50    0.15    --  -42.00 -67.00  51.81   50
 91  \w    -82.00 -56.00   0.50    0.15    --  -50.00 -72.00  69.16   52
 92  \w    -69.00 -43.00   0.50    0.15    --  -38.00 -74.00 177.75   52
 93  \w    -81.00 -55.00   0.50    0.15    --  -46.00 -64.00 112.71   52
 94  \w   -119.00 -92.00   0.50    0.60    --  -75.06 -44.00 -71.66   54
 95  \w   -103.00 -78.00   0.50    0.15    --  -74.00 -76.00-170.03   50
 96  \w   -102.00 -77.00   0.50    0.15    --  -74.00 -77.00-176.47   50
 97  \w   -110.00 -80.00   0.50    0.60    --  -75.06 -75.00-112.28   60
 98  \w   -101.00 -74.00   0.50    0.15    --  -70.00 -77.00 -96.22   54
 99  \w    -97.00 -71.00   0.50    0.15    --  -66.00 -74.00 -81.44   52
100  \w   -103.00 -74.00   0.50    0.15    --  -70.00 -76.00 -43.89   58
101  \w   -105.00 -76.00   0.50    0.15    --  -70.00 -74.00-137.12   58
102  \w    -89.00 -63.00   0.50    0.15    --  -58.00 -74.00-160.86   52
103  \w   -105.00 -75.00   0.50    0.15    --  -70.00 -74.00  -1.67   60
104  \w   -103.00 -78.00   0.50    0.15    --  -74.00 -75.00  71.89   50
105  \w    -97.00 -71.00   0.50    0.15    --  -66.00 -74.00  40.00   52
106  \w   -109.00 -83.00   0.50    0.60    --  -75.06 -73.00 123.58   52
107  \w   -107.00 -80.00   0.50    0.60    --  -75.06 -75.00 175.67   54
108  \w    -96.00 -70.00   0.50    0.15    --  -66.00 -76.00 146.26   52
109  \w    -86.00 -60.00   0.50    0.15    --  -54.00 -72.00 178.03   52
110  \w    -84.00 -59.00   0.50    0.15    --  -54.00 -73.00 169.34   50
111  \w    -87.00 -61.00   0.50    0.15    --  -54.00 -71.00 157.44   52
112  \w    -90.00 -65.00   0.50    0.15    --  -58.00 -71.00  92.61   50
113  \w   -110.00 -80.00   0.50    0.15    --  -70.00 -66.00  19.90   60
114  \w    -85.00 -60.00   0.50    0.15    --  -54.00 -72.00-112.94   50
115  \w    -87.00 -61.00   0.50    0.15    --  -54.00 -72.00-135.95   52
116  \w   -109.00 -84.00   0.50    0.60    --  -75.06 -65.00-176.64   50
117  \w    -92.00 -67.00   0.50    0.15    --  -62.00 -73.00-153.70   50
118  \w   -102.00 -76.00   0.50    0.15    --  -66.00 -67.00-127.93   52
119  \w    -93.00 -67.00   0.50    0.15    --  -58.00 -64.00 -86.88   52
120  \w    -88.00 -62.00   0.50    0.15    --  -54.00 -65.00 -56.71   52
121  \w   -106.00 -81.00   0.50    0.15    --  -70.00 -64.00 -37.91   50
122  \w   -113.00 -82.00   0.50    0.15    --  -74.00 -65.00  47.89   62
123  \w   -111.00 -86.00   0.50    0.15    --  -70.00 -62.00 136.26   50
124  \w   -113.00 -84.00   0.50    0.60    --  -75.06 -64.00  84.96   58
125  \w   -114.00 -85.00   0.50    0.60    --  -75.06 -60.00  91.91   58
126  \w   -109.00 -79.00   0.50    0.15    --  -70.00 -65.00  63.99   60
127  \w   -115.00 -87.00   0.50    0.60    --  -75.06 -58.00-174.44   56
128  \w   -110.00 -85.00   0.50    0.60    --  -75.06 -60.00-179.26   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1889222000
_diffrn_orient_matrix_UB_12      0.0150755000
_diffrn_orient_matrix_UB_13      -0.0466520000
_diffrn_orient_matrix_UB_21      0.0296814000
_diffrn_orient_matrix_UB_22      0.1143859000
_diffrn_orient_matrix_UB_23      0.0463060000
_diffrn_orient_matrix_UB_31      0.1159813000
_diffrn_orient_matrix_UB_32      0.0179885000
_diffrn_orient_matrix_UB_33      -0.0568873000
_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  0.0214
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13737
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.847
_diffrn_reflns_theta_min         3.350
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.028
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.120a (Rigaku Oxford Diffraction, 2024)
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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_description       block
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.031
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 5311 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1540
_refine_ls_number_reflns         13737
_refine_ls_number_restraints     4082
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0428
_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/[\s^2^(Fo^2^)+(0.0776P)^2^+0.3767P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1206
_reflns_Friedel_coverage         0.899
_reflns_Friedel_fraction_full    0.938
_reflns_Friedel_fraction_max     0.864
_reflns_number_gt                12772
_reflns_number_total             13737
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 8.7453\% 
around [-0.50 -0.13 -0.86] (reciprocal) or [-0.94 -0.20 -0.29] (direct)
Component 3 rotated by 18.0469\% 
around [0.61 0.32 -0.72] (reciprocal) or [0.99 0.12 -0.07] (direct)
;
_cod_data_source_file            d6sc00062b2.cif
_cod_data_source_block           ca090924_2_1_twin1_hklf4
_cod_depositor_comments          'Adding full bibliography for 1576944.cif.'
_cod_database_code               1576944
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C37 H32 F3 N3 O12'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.978(4)
 0.013(3) 0.0094(18)
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
3. Restrained distances
 C21A-C12A = C21A-C10B
 1.51 with sigma of 0.01
 C8D-C13D \\sim C11D-C10D \\sim C8C-C13C \\sim C9D-C8D \\sim C11C-C10C \\sim
C12C-C11C \\sim C12D-C11D
 \\sim C13C-C12C \\sim C9C-C8C \\sim C13D-C12D \\sim C9C-C10C \\sim C9D-C10D
 with sigma of 0.02
 O5C-C14C \\sim O5D-C14D
 with sigma of 0.02
 O4C-C8C \\sim O4D-C12D
 with sigma of 0.02
 O4C-C7C \\sim O4D-C7D
 with sigma of 0.02
 C8C-C11C \\sim C9D-C12D \\sim C8D-C11D \\sim C9C-C12C \\sim C13C-C10C \\sim
C13D-C10D
 with sigma of 0.02
 O3D-C7D \\sim O3C-C7C
 with sigma of 0.02
 C15C-C14C \\sim C15D-C14D
 with sigma of 0.02
 C7C-C4C \\sim C7D-C4D
 with sigma of 0.02
 O5D-C10D \\sim O5C-C10C
 with sigma of 0.02
 C4D-C3D \\sim C2D-C1D \\sim C3C-C2C \\sim C5D-C4D \\sim C2C-C1C \\sim C4C-C3C
\\sim C6C-C5C \\sim C5C-C4C
 \\sim C6D-C1D \\sim C3D-C2D \\sim C6C-C1C \\sim C6D-C5D
 with sigma of 0.02
 N1C-C1C \\sim N1D-C1D
 with sigma of 0.02
 O1D-N1D \\sim O1C-N1C \\sim O2D-N1D \\sim O2C-N1C
 with sigma of 0.02
 C9D-C11D \\sim C9C-C11C \\sim C8D-C12D \\sim C8C-C12C
 with sigma of 0.02
 O1C-O2C \\sim O1D-O2D
 with sigma of 0.02
 O6C-C14C \\sim O6D-C14D
 with sigma of 0.02
 C14D-C10D \\sim C10C-C14C
 with sigma of 0.02
 C7D-C3D \\sim C7C-C3C \\sim C7D-C5D \\sim C7C-C5C
 with sigma of 0.02
 C16C-C15C \\sim C18C-C17C \\sim C20D-C19D \\sim C20C-C15C \\sim C19D-C18D
\\sim C20D-C15D \\sim C17D-
 C16D \\sim C16D-C15D \\sim C19C-C18C \\sim C17C-C16C \\sim C18D-C17D \\sim
C20C-C19C
 with sigma of 0.02
 C4D-C1D \\sim C5D-C2D \\sim C6D-C3D \\sim C6C-C3C \\sim C4C-C1C \\sim C5C-C2C
 with sigma of 0.02
 N3C-C18C \\sim N3D-C18D
 with sigma of 0.02
 O8D-N3D \\sim O8C-N3C \\sim O7C-N3C \\sim O7D-N3D
 with sigma of 0.02
 C9A-C10A \\sim C13B-C12B \\sim C11A-C10A \\sim C12B-C11B \\sim C12A-C11A \\sim
C11B-C10B \\sim C13A-
 C12A \\sim C9B-C10B \\sim C8A-C13A \\sim C9B-C8B \\sim C9A-C8A \\sim C8B-C13B
 with sigma of 0.02
 O7C-O8C \\sim O7D-O8D
 with sigma of 0.02
 C19D-C16D \\sim C20D-C17D \\sim C19C-C16C \\sim C20C-C17C \\sim C18C-C15C
\\sim C18D-C15D
 with sigma of 0.02
 C21A-C12A \\sim C21A-C10B
 with sigma of 0.02
 O4A-C8A \\sim O4B-C8B
 with sigma of 0.02
 O5A-C10A \\sim O5B-C12B
 with sigma of 0.02
 O5A-C14A \\sim O5B-C14B
 with sigma of 0.02
 O4A-C7A \\sim O4B-C7B
 with sigma of 0.02
 O6A-C14A \\sim O6B-C14B
 with sigma of 0.02
 O3B-C7B \\sim O3A-C7A
 with sigma of 0.02
 C7B-C4B \\sim C7A-C4A
 with sigma of 0.02
 C15A-C14A \\sim C15B-C14B
 with sigma of 0.02
 C16A-C15A \\sim C18A-C17A \\sim C17B-C16B \\sim C20A-C15A \\sim C18B-C17B
\\sim C16B-C15B \\sim C20B-
 C19B \\sim C20B-C15B \\sim C19A-C18A \\sim C17A-C16A \\sim C19B-C18B \\sim
C20A-C19A
 with sigma of 0.02
 N1B-C1B \\sim N1A-C1A
 with sigma of 0.02
 N3B-C18B \\sim N3A-C18A
 with sigma of 0.02
 C4A-C3A \\sim C2A-C1A \\sim C3B-C2B \\sim C5A-C4A \\sim C2B-C1B \\sim C4B-C3B
\\sim C6B-C5B \\sim C5B-C4B
 \\sim C6A-C1A \\sim C3A-C2A \\sim C6B-C1B \\sim C6A-C5A
 with sigma of 0.02
 O7B-N3B \\sim O7A-N3A \\sim O8B-N3B \\sim O8A-N3A
 with sigma of 0.02
 O7A-O8A \\sim O7B-O8B
 with sigma of 0.02
 O1A-O2A \\sim O1B-O2B
 with sigma of 0.02
 O2A-N1A \\sim O1B-N1B \\sim O2B-N1B \\sim O1A-N1A
 with sigma of 0.02
 C9A-C13A \\sim C9B-C13B \\sim C12A-C10A \\sim C12B-C10B
 with sigma of 0.02
 C9A-C12A \\sim C8B-C11B \\sim C8A-C11A \\sim C9B-C12B \\sim C13A-C10A \\sim
C13B-C10B
 with sigma of 0.02
 N3B-C19B \\sim N3A-C19A \\sim N3A-C17A \\sim N3B-C17B
 with sigma of 0.02
 C20A-C14A \\sim C20B-C14B \\sim C16B-C14B \\sim C16A-C14A
 with sigma of 0.02
 C20B-C17B \\sim C20A-C17A \\sim C19A-C16A \\sim C19B-C16B \\sim C18A-C15A
\\sim C18B-C15B
 with sigma of 0.02
 N1D-C2D \\sim N1C-C2C \\sim N1D-C6D \\sim N1C-C6C
 with sigma of 0.02
 C27C-C26C \\sim C27D-C26C \\sim C28C-C27C \\sim C28D-C27D \\sim C29D-C28D
\\sim C29C-C28C \\sim C30D-
 C29D \\sim C30C-C29C
 with sigma of 0.02
 C26C-C28C \\sim C27C-C29C \\sim C28C-C30C \\sim C26C-C28D \\sim C27D-C29D
\\sim C28D-C30D
 with sigma of 0.02
 O9C-C30D \\sim O9C-C30C
 with sigma of 0.02
4. Restrained planarity
 O5D, C10D, C9D, C8D, C12D, C11D, C13D, O4D
 with sigma of 0.02
 O5C, C8C, C9C, C10C, C11C, C12C, C13C, O4C
 with sigma of 0.02
 C8A, C9A, C10A, C11A, C12A, C13A, O5A, O4A
 with sigma of 0.1
 C14C, O5C, C15C, O6C
 with sigma of 0.1
 C14D, O6D, O5D, C15D
 with sigma of 0.1
 N3C, C18C, C20C, C15C, C19C, C16C, C17C, C14C
 with sigma of 0.1
 C7C, C4C, O3C, O4C
 with sigma of 0.1
 C7C, C1C, C2C, C3C, C4C, C5C, C6C, N1C
 with sigma of 0.1
 N3D, C16D, C14D, C20D, C17D, C19D, C15D, C18D
 with sigma of 0.1
 C10B, C11B, C12B, C13B, C8B, C9B, O4B, O5B
 with sigma of 0.1
 C7D, O4D, O3D, C4D
 with sigma of 0.1
 C7D, C4D, C3D, C2D, C1D, C6D, C5D, N1D
 with sigma of 0.1
 C1A, C2A, C3A, C4A, C5A, C6A, C7A, N1A
 with sigma of 0.1
 N1B, C1B, C2B, C3B, C4B, C5B, C6B, C7B
 with sigma of 0.1
 O5A, C14A, O6A, C15A
 with sigma of 0.1
 O5B, C14B, O6B, C15B
 with sigma of 0.1
 C14A, C15A, C16A, C17A, C18A, C19A, C20A, N3A
 with sigma of 0.1
 C14B, C15B, C16B, C18B, C19B, C20B, C17B, N3B
 with sigma of 0.1
 C4B, C7B, O4B, O3B
 with sigma of 0.1
 C4A, C7A, O3A, O4A
 with sigma of 0.1
5. Uiso/Uaniso restraints and constraints
C12D \\sim C1C \\sim C5D \\sim F1C \\sim O7D \\sim C25C \\sim C6C \\sim C24C
\\sim N3D \\sim F2C \\sim C20C \\sim F3C \\sim O10C \\sim C21C \\sim C17D \\sim
C26C \\sim C36C \\sim C12C \\sim O1C \\sim C22C \\sim C31C \\sim C23C \\sim C5C
\\sim C8D \\sim C16D \\sim C27C \\sim C19C \\sim C11C \\sim C6D \\sim C13C
\\sim C37C \\sim C13D \\sim C18D \\sim C9D \\sim N1C \\sim C28C \\sim O7C \\sim
C10C \\sim O1D \\sim C8C \\sim N2C \\sim C10D \\sim C16C \\sim C29C \\sim C3C
\\sim C9C \\sim C3D \\sim O5C \\sim C20D \\sim O4C \\sim C32C \\sim C11D \\sim
C17C \\sim O4D \\sim C2C \\sim O5D \\sim C2D \\sim C30C \\sim C19D \\sim C14C
\\sim C33C \\sim C7C \\sim C18C \\sim C7D \\sim C1D \\sim C14D \\sim C34C \\sim
O9C \\sim N3C \\sim C15C \\sim N1D \\sim O6C \\sim C35C \\sim O3C \\sim O8C
\\sim C4C \\sim O2C \\sim O3D \\sim O2D \\sim C4D \\sim O8D \\sim O6D \\sim
O11C \\sim C15D \\sim O12C \\sim C27D \\sim C28D \\sim C29D \\sim C30D: within
2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
O1A \\sim C12A \\sim C18A \\sim O2A \\sim C14B \\sim N1A \\sim C17B \\sim C1A
\\sim C9B \\sim C2A \\sim N3A \\sim C3A \\sim C16B \\sim C4A \\sim C10A \\sim
C5A \\sim C13B \\sim C6A \\sim C11B \\sim O1B \\sim O7A \\sim O2B \\sim C16A
\\sim N1B \\sim C20A \\sim C1B \\sim C19B \\sim C2B \\sim O8B \\sim C3B \\sim
C11A \\sim C4B \\sim C13A \\sim C5B \\sim C10B \\sim C6B \\sim C12B \\sim O3A
\\sim O5B \\sim O4A \\sim O6B \\sim C7A \\sim O8A \\sim C8A \\sim C15A \\sim
C8B \\sim C17A \\sim O4B \\sim C19A \\sim O3B \\sim C15B \\sim C7B \\sim C18B
\\sim C21A \\sim C20B \\sim O5A \\sim N3B \\sim O6A \\sim O7B \\sim C9A \\sim
C14A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within
2A
Uanis(O3A) = Uanis(O3B)
Uanis(C20A) = Uanis(C20B)
Uanis(C28C) = Uanis(C28D)
Uanis(C27C) = Uanis(C27D)
Uanis(C29C) = Uanis(C29D)
Uanis(C30C) = Uanis(C30D)
6. Rigid body (RIGU) restrains
 C8D, C1D, C20D, C1C, O8D, C5D, C2D, F1C, C35C, O7D, C3C, C25C, C17C, C6C,
 C33C, C24C, N3C, N3D, O2C, F2C, C16C, C20C, C3D, F3C, C32C, O10C, C2C, C21C,
 C19D, C17D, C18C, C26C, C34C, C36C, N1D, C12C, O8C, O1C, O2D, C22C, O11C, C31C,
  C29C, C23C, C9C, C5C, O5C, C27C, O4C, C16D, C11D, C11C, O4D, C19C, O5D, C13C,
 C30C, C6D, C14C, C13D, C7C, C37C, C7D, C9D, C14D, C18D, O9C, C28C, C15C, N1C,
 O6C, C10C, O3C, O7C, C4C, C8C, O3D, O1D, C4D, C12D, O6D, N2C, C15D, C10D, O12C,
  C27D, C28D, C29D, C30D
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O1A, C12A, C18A, O2A, C14B, N1A, C17B, C1A, C9B, C2A, N3A, C3A, C16B, C4A,
 C10A, C5A, C13B, C6A, C11B, O1B, O7A, O2B, C16A, N1B, C20A, C1B, C19B, C2B,
 O8B, C3B, C11A, C4B, C13A, C5B, C10B, C6B, C12B, O3A, O5B, O4A, O6B, C7A, O8A,
 C8A, C15A, C8B, C17A, O4B, C19A, O3B, C15B, C7B, C18B, C21A, C20B, O5A, N3B,
 O6A, O7B, C9A, C14A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(O1B)=Sof(C13B)=Sof(H13B)=Sof(C8B)=Sof(O2B)=Sof(O4B)=Sof(N1B)=Sof(C10B)=
 Sof(C1B)=Sof(O3B)=Sof(C2B)=Sof(H2B)=Sof(C7B)=Sof(C3B)=Sof(H3B)=Sof(C9B)=
 Sof(H9B)=Sof(C4B)=Sof(C12B)=Sof(C5B)=Sof(H5B)=Sof(C6B)=Sof(H6B)=Sof(C11B)=
 Sof(H11B)=Sof(O5B)=Sof(C14B)=Sof(O6B)=Sof(C15B)=Sof(C16B)=Sof(H16B)=Sof(C18B)=
 Sof(C19B)=Sof(H19B)=Sof(C20B)=Sof(H20B)=Sof(C17B)=Sof(H17B)=Sof(N3B)=Sof(O8B)=
 Sof(O7B)=1-FVAR(1)
 Sof(O1A)=Sof(O2A)=Sof(O3A)=Sof(O4A)=Sof(O5A)=Sof(O6A)=Sof(O7A)=Sof(O8A)=
 Sof(N1A)=Sof(N3A)=Sof(C1A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=
 Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(H6A)=Sof(C7A)=Sof(C8A)=Sof(C9A)=Sof(H9A)=
 Sof(C10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=
 Sof(C15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(C19A)=
 Sof(H19A)=Sof(C20A)=Sof(H20A)=FVAR(1)
 Sof(O6D)=Sof(C13D)=Sof(H13D)=Sof(C9D)=Sof(H9D)=Sof(O7D)=Sof(C20D)=Sof(H20D)=
 Sof(O8D)=Sof(C8D)=Sof(N3D)=Sof(C19D)=Sof(H19D)=Sof(C14D)=Sof(O5D)=Sof(C15D)=
 Sof(C10D)=Sof(C16D)=Sof(H16D)=Sof(C12D)=Sof(C17D)=Sof(H17D)=Sof(C18D)=
 Sof(C11D)=Sof(H11D)=Sof(O4D)=Sof(C7D)=Sof(O3D)=Sof(C4D)=Sof(C3D)=Sof(H3D)=
 Sof(C2D)=Sof(H2D)=Sof(C1D)=Sof(N1D)=Sof(O1D)=Sof(O2D)=Sof(C6D)=Sof(H6D)=
 Sof(C5D)=Sof(H5D)=1-FVAR(2)
 Sof(O1C)=Sof(O2C)=Sof(O3C)=Sof(O4C)=Sof(O5C)=Sof(O6C)=Sof(O7C)=Sof(O8C)=
 Sof(N1C)=Sof(N3C)=Sof(C1C)=Sof(C2C)=Sof(H2C)=Sof(C3C)=Sof(H3C)=Sof(C4C)=
 Sof(C5C)=Sof(H5C)=Sof(C6C)=Sof(H6C)=Sof(C7C)=Sof(C8C)=Sof(C9C)=Sof(H9C)=
 Sof(C10C)=Sof(C11C)=Sof(H11C)=Sof(C12C)=Sof(C13C)=Sof(H13C)=Sof(C14C)=
 Sof(C15C)=Sof(C16C)=Sof(H16C)=Sof(C17C)=Sof(H17C)=Sof(C18C)=Sof(C19C)=
 Sof(H19C)=Sof(C20C)=Sof(H20C)=FVAR(2)
 Sof(H26C)=Sof(H26D)=Sof(C28D)=Sof(H28C)=Sof(H28D)=Sof(C27D)=Sof(H27C)=
 Sof(H27D)=Sof(C29D)=Sof(H29C)=Sof(H29D)=Sof(C30D)=Sof(H30C)=Sof(H30D)=1-FVAR(3)
 Sof(H26A)=Sof(H26B)=Sof(C27C)=Sof(H27A)=Sof(H27B)=Sof(C28C)=Sof(H28A)=
 Sof(H28B)=Sof(C29C)=Sof(H29A)=Sof(H29B)=Sof(C30C)=Sof(H30A)=Sof(H30B)=FVAR(3)
8.a Ternary CH refined with riding coordinates:
 C24A(H24A), C24C(H24C)
8.b Secondary CH2 refined with riding coordinates:
 C26A(H26E,H26F), C27A(H27E,H27F), C28A(H28E,H28F), C29A(H29E,H29F), C30A(H30E,
 H30F), C26C(H26A,H26B), C26C(H26C,H26D), C27C(H27A,H27B), C28C(H28A,H28B),
 C29C(H29A,H29B), C30C(H30A,H30B), C28D(H28C,H28D), C27D(H27C,H27D), C29D(H29C,
 H29D), C30D(H30C,H30D)
8.c Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C3A(H3A), C5A(H5A), C6A(H6A), C9A(H9A), C11A(H11A), C13A(H13A),
 C16A(H16A), C17A(H17A), C19A(H19A), C20A(H20A), C33A(H33A), C34A(H34A),
 C36A(H36A), C37A(H37A), C2C(H2C), C3C(H3C), C5C(H5C), C6C(H6C), C9C(H9C),
 C11C(H11C), C13C(H13C), C16C(H16C), C17C(H17C), C19C(H19C), C20C(H20C),
 C33C(H33C), C34C(H34C), C36C(H36C), C37C(H37C), C13B(H13B), C2B(H2B), C3B(H3B),
  C9B(H9B), C5B(H5B), C6B(H6B), C11B(H11B), C16B(H16B), C19B(H19B), C20B(H20B),
 C17B(H17B), C13D(H13D), C9D(H9D), C20D(H20D), C19D(H19D), C16D(H16D),
 C17D(H17D), C11D(H11D), C3D(H3D), C2D(H2D), C6D(H6D), C5D(H5D)
8.d Idealised Me refined as rotating group:
 C22A(H22D,H22E,H22F), C23A(H23D,H23E,H23F), C22C(H22A,H22B,H22C), C23C(H23A,
 H23B,H23C)
;
_shelx_res_checksum              5051
_olex2_date_sample_data_collection 2024-09-09
_olex2_date_sample_submission    2024-09-09
_olex2_submission_original_sample_id ca090924_2_1
_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 2.997
_oxdiff_exptl_absorpt_empirical_full_min 0.550
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               3