Azacalixquinarenes: From Canonical to (Poly-)Zwitterionic Macrocycles.
Pascal, Simon; Lavaud, Lucien; Azarias, Cloé; Varlot, Alexandre; Canard, Gabriel; Giorgi, Michel; Jacquemin, Denis; Siri, Olivier; The Journal of organic chemistry 84 (2019) 1387–1397; doi:10.1021/acs.joc.8b02847

data_4037565
_publ_section_title
;
 Azacalixquinarenes: From Canonical to (Poly-)Zwitterionic Macrocycles.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1387
_journal_page_last               1397
_journal_paper_doi               10.1021/acs.joc.8b02847
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C84 H120 N18 O12'
_chemical_formula_sum            'C84 H120 N18 O12'
_chemical_formula_weight         1573.97
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-07-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                107.004(2)
_cell_angle_beta                 100.1461(18)
_cell_angle_gamma                107.036(2)
_cell_formula_units_Z            4
_cell_length_a                   19.8342(4)
_cell_length_b                   20.3805(5)
_cell_length_c                   24.4985(5)
_cell_measurement_reflns_used    20481
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      66.3440
_cell_measurement_theta_min      3.7200
_cell_volume                     8675.4(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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    -70.00 -19.00   1.00    6.12    --   -9.26 140.00  15.00   51
  2  \w    -25.00  60.00   1.00    6.12    --   -9.26  38.00 -90.00   85
  3  \w    -83.00  19.00   1.00    6.12    --   -9.26 -19.00  90.00  102
  4  \w    -78.00 -52.00   1.00    6.12    --    9.26-178.00 -60.00   26
  5  \w     36.00  81.00   1.00    6.12    --    9.26  77.00-180.00   45
  6  \w      5.00  42.00   1.00    6.12    --    9.26 -99.00  30.00   37
  7  \w     17.00  44.00   1.00    6.12    --    9.26 -99.00-150.00   27
  8  \w    -23.00   3.00   1.00    6.12    --    9.26  77.00-180.00   26
  9  \w    -77.00 -41.00   1.00    6.12    --    9.26-178.00-180.00   36
 10  \w     27.00 108.00   1.00   24.47    --   92.90 -61.00-180.00   81
 11  \w     80.00 109.00   1.00   24.47    --   92.90-125.00 -30.00   29
 12  \w     27.00  54.00   1.00   24.47    --   92.90-125.00 -30.00   27
 13  \w     25.00 113.00   1.00   24.47    --   92.90 -30.00 -60.00   88
 14  \w     28.00 123.00   1.00   24.47    --   92.90 -77.00 -60.00   95
 15  \w     42.00 112.00   1.00   24.47    --   92.90 -45.00  60.00   70
 16  \w    103.00 165.00   1.00   24.47    --   92.90 125.00-150.00   62
 17  \w     78.00 166.00   1.00   24.47    --   92.90  45.00 120.00   88
 18  \w     71.00 117.00   1.00   24.47    --   92.90-129.00 129.00   46
 19  \w     47.00 108.00   1.00   24.47    --   92.90 -94.00 150.00   61
 20  \w     15.00 144.00   1.00   24.47    --   92.90 -15.00 120.00  129
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0176502000
_diffrn_orient_matrix_UB_12      0.0451787000
_diffrn_orient_matrix_UB_13      0.0667513000
_diffrn_orient_matrix_UB_21      -0.0323398000
_diffrn_orient_matrix_UB_22      0.0543649000
_diffrn_orient_matrix_UB_23      -0.0159580000
_diffrn_orient_matrix_UB_31      -0.0763641000
_diffrn_orient_matrix_UB_32      -0.0470927000
_diffrn_orient_matrix_UB_33      0.0003641000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            58161
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        66.861
_diffrn_reflns_theta_max         66.861
_diffrn_reflns_theta_min         3.487
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.664
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.18b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       prism
_exptl_crystal_F_000             3384
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.541
_refine_diff_density_min         -1.392
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.462
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2273
_refine_ls_number_reflns         30022
_refine_ls_number_restraints     2027
_refine_ls_restrained_S_all      2.500
_refine_ls_R_factor_all          0.1857
_refine_ls_R_factor_gt           0.1508
_refine_ls_shift/su_max          0.069
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+5.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3620
_refine_ls_wR_factor_ref         0.3775
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20656
_reflns_number_total             30022
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b02847_si_003.cif
_cod_data_source_block           sp128acetonfr
_cod_depositor_comments
;

2025-10-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C168 H240 N36 O24'
_cod_original_formula_weight         3147.95
_cod_original_formula_moiety         '2(C84 H120 N18 O12)'
_cod_original_formula_units_Z            2
_cod_database_code               4037565
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'c69 h68 n12 o12'
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     62.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C118-C119
 1.45 with sigma of 0.01
 C119-C120
 1.45 with sigma of 0.01
 C120-C121
 1.45 with sigma of 0.01
 C121-C122
 1.45 with sigma of 0.01
 C111-C118
 1.45 with sigma of 0.01
 C122-C117
 1.54 with sigma of 0.01
 C166-C167
 1.45 with sigma of 0.01
 C167-C171
 1.45 with sigma of 0.01
 C184-C300
 1.45 with sigma of 0.02
 C300-C301
 1.45 with sigma of 0.01
 C301-C186
 1.45 with sigma of 0.01
 C184-C301
 2.5 with sigma of 0.02
 C301-C187
 2.5 with sigma of 0.02
 C300-C186
 2.5 with sigma of 0.02
 C1C-C189
 1.54 with sigma of 0.02
 C301-C1A
 1.45 with sigma of 0.02
 C1A-C1B
 1.45 with sigma of 0.02
 C1B-C1C
 1.45 with sigma of 0.02
 C106-C109
 3.2 with sigma of 0.02
 C73-C74
 1.45 with sigma of 0.01
 C74-C75
 1.45 with sigma of 0.01
 C75-C76
 1.45 with sigma of 0.01
 C76-C77
 1.45 with sigma of 0.01
 C77-C78
 1.45 with sigma of 0.01
 C78-C79
 1.45 with sigma of 0.01
 C79-C80
 1.54 with sigma of 0.01
 C77-C614
 2.5 with sigma of 0.01
 C78-C615
 2.5 with sigma of 0.01
 C78-C614
 1.45 with sigma of 0.01
 C614-C615
 1.54 with sigma of 0.01
 C125-C608
 1.45 with sigma of 0.01
 C125-C609
 2.5 with sigma of 0.01
 C101-C161_$3
 3.5 with sigma of 0.01
 C101-C162_$3
 3.5 with sigma of 0.01
 C113-C181_$4
 3.8 with sigma of 0.01
 C120-C139_$1
 3.7 with sigma of 0.01
 C133-C143_$5
 3.8 with sigma of 0.01
 C300-C1A
 2.5 with sigma of 0.02
 C301-C1B
 2.5 with sigma of 0.02
 C1A-C1C
 2.5 with sigma of 0.02
 C1B-C189
 2.5 with sigma of 0.02
 C147_$2-C180
 3.2 with sigma of 0.02
 C73-C75
 2.55 with sigma of 0.02
 C74-C76
 2.55 with sigma of 0.02
 C75-C77
 2.55 with sigma of 0.02
 C76-C78
 2.55 with sigma of 0.02
 C77-C79
 2.55 with sigma of 0.02
 C78-C80
 2.55 with sigma of 0.02
 C301-C131_$6
 3.65 with sigma of 0.01
 C177-C162_$6
 3.65 with sigma of 0.01
 C138-C161
 3.65 with sigma of 0.01
 C159-C604_$5
 3.65 with sigma of 0.01
 C160-C603_$5
 3.65 with sigma of 0.01
 C80_$7-C139
 3.8 with sigma of 0.01
 C179-C181
 2.6 with sigma of 0.005
 C1C-C180
 3.65 with sigma of 0.001
 C181_$2-C147
 3.65 with sigma of 0.01
3. Rigid bond restraints
 C172, C173
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C95 \\sim C99: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C100 \\sim C101: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C118 \\sim C119: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C119 \\sim C120: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C120 \\sim C121: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C121 \\sim C122: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C122: within 1.7A with sigma of 0.001 and sigma for terminal atoms of 0.001
C89 \\sim C90: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.001
C87 \\sim C88: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.001
C141 \\sim C142: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C142 \\sim C143: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C143 \\sim C144: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C144 \\sim C145: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C145 \\sim C146: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C146 \\sim C147: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C157 \\sim C158: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C158 \\sim C159: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C159 \\sim C160: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C160 \\sim C161: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C161 \\sim C162: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C183 \\sim C184: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C184 \\sim C185: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C185 \\sim C186: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C186 \\sim C187: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C187 \\sim C188: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C188 \\sim C189: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C174 \\sim C175: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C175 \\sim C176: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C176 \\sim C177: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C177 \\sim C178: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C178 \\sim C179: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C179 \\sim C180: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C180 \\sim C181: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C110 \\sim C111: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C111 \\sim C118: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C111 \\sim C112: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C112 \\sim C113: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C113 \\sim C114: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C114 \\sim C115: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C115 \\sim C116: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C116 \\sim C117: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C169 \\sim C170: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C167 \\sim C168: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C168 \\sim C169: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C167 \\sim C171: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C171 \\sim C172: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C172 \\sim C173: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C133 \\sim C134: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C134 \\sim C135: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C135 \\sim C136: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C136 \\sim C137: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C137 \\sim C138: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C138 \\sim C139: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C140 \\sim C141: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C140 \\sim C148: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C186 \\sim C301: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C300 \\sim C301: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C184 \\sim C300: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C1A \\sim C301: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C1A \\sim C1B: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C1B \\sim C1C: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C1C \\sim C189: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C102 \\sim C103: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C103 \\sim C104: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C104 \\sim C105: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C105 \\sim C106: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C106 \\sim C107: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C107 \\sim C108: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
C108 \\sim C109: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.001
N35 \\sim C600: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
N35 \\sim C102: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C148 \\sim C149: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C149 \\sim C150: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C150 \\sim C151: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C151 \\sim C152: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C152 \\sim C153: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C153 \\sim C154: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C78 \\sim C614: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C614 \\sim C615: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C79 \\sim C80: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C126 \\sim C127: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C127 \\sim C128: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C128 \\sim C129: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C129 \\sim C130: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C130 \\sim C131: within 1.7A with sigma of 0.001 and sigma for terminal atoms
of 0.002
C174 \\sim N15: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
Uanis(C96) = Uanis(C99)
Uanis(C97) = Uanis(C100)
Uanis(C112) = Uanis(C118)
Uanis(C113) = Uanis(C119)
Uanis(C114) = Uanis(C120)
Uanis(C115) = Uanis(C121)
Uanis(C169) = Uanis(C172)
Uanis(C103) = Uanis(C601)
Uanis(C104) = Uanis(C602)
Uanis(C105) = Uanis(C603)
Uanis(C106) = Uanis(C604)
Uanis(C107) = Uanis(C605)
Uanis(C108) = Uanis(C606)
Uanis(C109) = Uanis(C607)
Uanis(C150) = Uanis(C143)
Uanis(C151) = Uanis(C144)
Uanis(C152) = Uanis(C145)
Uanis(C153) = Uanis(C146)
Uanis(C154) = Uanis(C147)
Uanis(C126) = Uanis(C608)
Uanis(C127) = Uanis(C609)
Uanis(C128) = Uanis(C610)
Uanis(C129) = Uanis(C611)
Uanis(C130) = Uanis(C612)
Uanis(C131) = Uanis(C613)
5. Rigid body (RIGU) restrains
 C83, C84, C85, C86, C87, C88
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C83, C84, C85, C86, C87, C88, C89, C90
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C92, C93, C94, C95, C96, C97, C98
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C92, C93, C94, C95, C96, C97, C98, C99, C100, C101
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C164, C165, C166, C167, C168
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Same fragment restrains
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C81, C82, C83, C84, C85, C86, C87, C88}
{C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C89, C90}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C91, C92, C93, C94, C95, C96, C97, C98}
{C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C99, C100, C101}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C163, C164, C165, C166, C167, C168, C169, C170}
{C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C171, C172, C173}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C174, C175, C176, C177, C178, C179, C180, C181}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C182, C183, C184, C185, C186, C187, C188, C189}
{C80, C73, C74, C75, C76, C77, C78, C79} sigma for 1-2: 0.01, 1-3: 0.01
as
{C300, C156, C157, C158, C159, C160, C161, C162}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C102, C103, C104, C105, C106, C107, C108, C109}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C110, C111, C112, C113, C114, C115, C116, C117}
{C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C118, C119, C120, C121, C122, C124}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C125, C126, C127, C128, C129, C130, C131, C132}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C133, C134, C135, C136, C137, C138, C139, C140}
{C73, C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C141, C142, C143, C144, C145, C146, C147, C148}
{C74, C75, C76, C77, C78, C79, C80} sigma for 1-2: 0.01, 1-3: 0.01
as
{C149, C150, C151, C152, C153, C154, C155}
{C102, C103, C104, C105, C106, C107, C108, C109} sigma for 1-2: 0.01, 1-3: 0.01
as
{C600, C601, C602, C603, C604, C605, C606, C607}
{C126, C127, C128, C129, C130, C131} sigma for 1-2: 0.01, 1-3: 0.01
as
{C608, C609, C610, C611, C612, C613}
7. Others
 Fixed Sof: C1A(0.5) H1AB(0.5) H1AC(0.5) C1B(0.5) H1BA(0.5) H1BB(0.5) C1C(0.5)
 H1CA(0.5) H1CB(0.5) H1CC(0.5) H78A(0.5) H78B(0.5) H78C(0.5) H78D(0.5) C79(0.5)
 H79A(0.5) H79B(0.5) C80(0.5) H80A(0.5) H80B(0.5) H80C(0.5) H86A(0.5) H86B(0.5)
 H86C(0.5) H86D(0.5) C87(0.5) H87A(0.5) H87B(0.5) C88(0.5) H88A(0.5) H88B(0.5)
 H88C(0.5) C89(0.5) H89A(0.5) H89B(0.5) C90(0.5) H90A(0.5) H90B(0.5) H90C(0.5)
 H95A(0.5) H95B(0.5) H95C(0.5) H95D(0.5) C96(0.5) H96A(0.5) H96B(0.5) C97(0.5)
 H97A(0.5) H97B(0.5) C98(0.5) H98A(0.5) H98B(0.5) H98C(0.5) C99(0.5) H99A(0.5)
 H99B(0.5) C100(0.5) H10R(0.5) H10S(0.5) C101(0.5) H10T(0.5) H10U(0.5)
 H10V(0.5) H16P(0.5) H16Q(0.5) H16R(0.5) H16S(0.5) C168(0.5) H16T(0.5)
 H16U(0.5) C169(0.5) H16V(0.5) H16W(0.5) C170(0.5) H17A(0.5) H17B(0.5)
 H17C(0.5) C171(0.5) H17D(0.5) H17E(0.5) C172(0.5) H17F(0.5) H17G(0.5)
 C173(0.5) H17H(0.5) H17I(0.5) H17J(0.5) H18J(0.5) H18K(0.5) H18L(0.5)
 H18M(0.5) C185(0.5) H18N(0.5) H18O(0.5) C186(0.5) H18P(0.5) H18Q(0.5)
 C187(0.5) H18R(0.5) H18S(0.5) C188(0.5) H18T(0.5) H18U(0.5) C189(0.5)
 H18V(0.5) H18W(0.5) H18X(0.5) C300(0.5) H30A(0.5) H30B(0.5) C301(0.5)
 H30C(0.5) H30D(0.5) C102(0.5) H10A(0.5) H10B(0.5) C103(0.5) H10C(0.5)
 H10D(0.5) C104(0.5) H10E(0.5) H10F(0.5) C105(0.5) H10G(0.5) H10H(0.5)
 C106(0.5) H10I(0.5) H10J(0.5) C107(0.5) H10K(0.5) H10L(0.5) C108(0.5)
 H10M(0.5) H10N(0.5) C109(0.5) H10O(0.5) H10P(0.5) H10Q(0.5) H11E(0.5)
 H11F(0.5) H11C(0.5) H11D(0.5) C112(0.5) H11G(0.5) H11H(0.5) C113(0.5)
 H11I(0.5) H11J(0.5) C114(0.5) H11K(0.5) H11L(0.5) C115(0.5) H11M(0.5)
 H11N(0.5) C116(0.5) H11O(0.5) H11P(0.5) H11U(0.5) H11T(0.5) H11V(0.5)
 H11Q(0.5) H11S(0.5) H11R(0.5) C118(0.5) H11W(0.5) H11X(0.5) C119(0.5)
 H11Y(0.5) H(0.5) C120(0.5) H12A(0.5) H12B(0.5) C121(0.5) H12C(0.5) H12D(0.5)
 C122(0.5) H12E(0.5) H12F(0.5) H12I(0.5) H12J(0.5) H12K(0.5) H12L(0.5)
 C126(0.5) H12M(0.5) H12N(0.5) C127(0.5) H12O(0.5) H12P(0.5) C128(0.5)
 H12Q(0.5) H12R(0.5) C129(0.5) H12S(0.5) H12T(0.5) C130(0.5) H13A(0.5)
 H13B(0.5) C131(0.5) H13C(0.5) H13D(0.5) H13E(0.5) H14A(0.5) H14B(0.5)
 H14C(0.5) H14D(0.5) C141(0.5) H14E(0.5) H14F(0.5) C142(0.5) H14G(0.5)
 H14H(0.5) C143(0.5) H14I(0.5) H14J(0.5) C144(0.5) H14K(0.5) H14L(0.5)
 C145(0.5) H14M(0.5) H14N(0.5) C146(0.5) H14O(0.5) H14P(0.5) C147(0.5)
 H14Q(0.5) H14R(0.5) H14S(0.5) C148(0.5) H14T(0.5) H14U(0.5) C149(0.5)
 H14V(0.5) H14W(0.5) C150(0.5) H15I(0.5) H15J(0.5) C151(0.5) H15K(0.5)
 H15L(0.5) C152(0.5) H15M(0.5) H15N(0.5) C153(0.5) H15O(0.5) H15P(0.5)
 C154(0.5) H15Q(0.5) H15R(0.5) H15S(0.5) C600(0.5) H60A(0.5) H60B(0.5)
 C601(0.5) H60C(0.5) H60D(0.5) C602(0.5) H60E(0.5) H60F(0.5) C603(0.5)
 H60G(0.5) H60H(0.5) C604(0.5) H60I(0.5) H60J(0.5) C605(0.5) H60K(0.5)
 H60L(0.5) C606(0.5) H60M(0.5) H60N(0.5) C607(0.5) H60O(0.5) H60P(0.5)
 H60Q(0.5) C608(0.5) H60R(0.5) H60S(0.5) C609(0.5) H60T(0.5) H60U(0.5)
 C610(0.5) H61A(0.5) H61B(0.5) C611(0.5) H61C(0.5) H61D(0.5) C612(0.5)
 H61E(0.5) H61F(0.5) C613(0.5) H61G(0.5) H61H(0.5) H61I(0.5) C614(0.5)
 H61J(0.5) H61K(0.5) C615(0.5) H61L(0.5) H61M(0.5) H61N(0.5)
8.a Secondary CH2 refined with riding coordinates:
 C1A(H1AB,H1AC), C1B(H1BA,H1BB), C73(H73A,H73B), C74(H74A,H74B), C75(H75A,
 H75B), C76(H76A,H76B), C77(H77A,H77B), C78(H78A,H78B), C78(H78C,H78D),
 C79(H79A,H79B), C81(H81A,H81B), C82(H82A,H82B), C83(H83A,H83B), C84(H84A,H84B),
  C85(H85A,H85B), C86(H86A,H86B), C86(H86C,H86D), C87(H87A,H87B), C89(H89A,
 H89B), C91(H91A,H91B), C92(H92A,H92B), C93(H93A,H93B), C94(H94A,H94B),
 C95(H95A,H95B), C95(H95C,H95D), C96(H96A,H96B), C97(H97A,H97B), C99(H99A,H99B),
  C100(H10R,H10S), C163(H16H,H16I), C164(H16J,H16K), C165(H16L,H16M), C166(H16N,
 H16O), C167(H16P,H16Q), C167(H16R,H16S), C168(H16T,H16U), C169(H16V,H16W),
 C171(H17D,H17E), C172(H17F,H17G), C174(H17K,H17L), C175(H17M,H17N), C176(H17O,
 H17P), C177(H17Q,H17R), C178(H17S,H17T), C179(H17U,H17V), C180(H18A,H18B),
 C182(H18F,H18G), C183(H18H,H18I), C184(H18J,H18K), C184(H18L,H18M), C185(H18N,
 H18O), C186(H18P,H18Q), C187(H18R,H18S), C188(H18T,H18U), C300(H30A,H30B),
 C156(H15A,H15B), C157(H15C,H15D), C158(H15E,H15F), C159(H15G,H15H), C160(H16A,
 H16B), C161(H16C,H16D), C301(H30C,H30D), C102(H10A,H10B), C103(H10C,H10D),
 C104(H10E,H10F), C105(H10G,H10H), C106(H10I,H10J), C107(H10K,H10L), C108(H10M,
 H10N), C110(H11A,H11B), C111(H11E,H11F), C111(H11C,H11D), C112(H11G,H11H),
 C113(H11I,H11J), C114(H11K,H11L), C115(H11M,H11N), C116(H11O,H11P), C118(H11W,
 H11X), C119(H11Y,H), C120(H12A,H12B), C121(H12C,H12D), C122(H12E,H12F),
 C124(H12G,H12H), C125(H12I,H12J), C125(H12K,H12L), C126(H12M,H12N), C127(H12O,
 H12P), C128(H12Q,H12R), C129(H12S,H12T), C130(H13A,H13B), C132(H13F,H13G),
 C133(H13H,H13I), C134(H13J,H13K), C135(H13L,H13M), C136(H13N,H13O), C137(H13P,
 H13Q), C138(H13R,H13S), C140(H14A,H14B), C140(H14C,H14D), C141(H14E,H14F),
 C142(H14G,H14H), C143(H14I,H14J), C144(H14K,H14L), C145(H14M,H14N), C146(H14O,
 H14P), C148(H14T,H14U), C149(H14V,H14W), C150(H15I,H15J), C151(H15K,H15L),
 C152(H15M,H15N), C153(H15O,H15P), C155(H15T,H15U), C600(H60A,H60B), C601(H60C,
 H60D), C602(H60E,H60F), C603(H60G,H60H), C604(H60I,H60J), C605(H60K,H60L),
 C606(H60M,H60N), C608(H60R,H60S), C609(H60T,H60U), C610(H61A,H61B), C611(H61C,
 H61D), C612(H61E,H61F), C614(H61J,H61K)
8.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N6(H6), N13(H13), N15(H15), N16(H16), N18(H18), C2(H2), C5(H5),
 C9(H9), C12(H12), C14(H14), C17(H17), C21(H21A), C24(H24A), C27(H27), C30(H30),
  C33(H33), C36(H36A), N1AA(H1AA), N21(H21), N24(H24), N31(H31), N34(H34),
 N36(H36), C38(H38), C41(H41), C44(H44), C47(H47), C51(H51), C54(H54), C56(H56),
  C59(H59), C62(H62), C65(H65), C69(H69), C72(H72)
8.c Idealised Me refined with riding coordinates:
 C80(H80A,H80B,H80C), C88(H88A,H88B,H88C), C90(H90A,H90B,H90C), C98(H98A,H98B,
 H98C), C101(H10T,H10U,H10V), C170(H17A,H17B,H17C), C173(H17H,H17I,H17J),
 C181(H18C,H18D,H18E), C189(H18V,H18W,H18X), C162(H16E,H16F,H16G), C109(H10O,
 H10P,H10Q), C117(H11U,H11T,H11V), C117(H11Q,H11S,H11R), C131(H13C,H13D,H13E),
 C139(H13T,H13U,H13V), C147(H14Q,H14R,H14S), C154(H15Q,H15R,H15S), C607(H60O,
 H60P,H60Q), C613(H61G,H61H,H61I), C615(H61L,H61M,H61N)
8.d Idealised Me refined as rotating group:
 C1C(H1CA,H1CB,H1CC)
;
_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 1.545
_oxdiff_exptl_absorpt_empirical_full_min 0.676