# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 05:25:27 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: N-cycloheptyl-1-[(2,4,6-trimethylphenyl)sulfonyl]piperidine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(C)c(c(C)c1)[S](=O)(=O)N2CCC(CC2)C(=O)NC3CCCCCC3
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 I23  I23  N-cycloheptyl-1-[(2,4,6-trimethylphenyl)sulfonyl]piperidine-4-carboxamide  ligand  62  28  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_I23
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 I23  O28  O  O     0  -0.501   3.1469   1.7081   1.2439
 I23  C9   C  C     0   0.582   2.6705   0.8337   0.5314
 I23  N8   N  NH1   0  -0.641   3.4167  -0.0588  -0.1371
 I23  C7   C  CH1   0  -0.055   4.8684  -0.1177  -0.0959
 I23  C6   C  CH2   0  -0.430   5.4827   0.7341  -1.2114
 I23  C5   C  CH2   0  -0.452   6.9764   0.9890  -1.0145
 I23  C4   C  CH2   0  -0.424   7.9195  -0.0709  -1.5846
 I23  C3   C  CH2   0  -0.442   7.4829  -1.5271  -1.4088
 I23  C2   C  CH2   0  -0.442   6.7843  -1.8592  -0.0899
 I23  C1   C  CH2   0  -0.439   5.2817  -1.5860  -0.0993
 I23  C10  C  CH1   0  -0.416   1.1712   0.6400   0.3763
 I23  C27  C  CH2   0  -0.408   0.3959   1.9222   0.6360
 I23  C26  C  CH2   0  -0.323  -1.1028   1.6882   0.5347
 I23  N13  N  N     0  -0.557  -1.5131   0.6337   1.4640
 I23  C12  C  CH2   0  -0.319  -0.8232  -0.6351   1.2276
 I23  C11  C  CH2   0  -0.412   0.6801  -0.4429   1.3401
 I23  S14  S  S     0   1.358  -3.1290   0.5485   1.8433
 I23  O15  O  OS    0  -0.648  -3.2551  -0.4646   2.8776
 I23  O25  O  OS    0  -0.647  -3.5472   1.8978   2.1838
 I23  C16  C  CR6   0  -0.363  -3.9836   0.0078   0.3619
 I23  C23  C  CR6   0   0.184  -4.1429  -1.3736   0.1133
 I23  C24  C  CH3   0  -0.726  -3.8295  -2.5020   1.0629
 I23  C22  C  CR16  0  -0.376  -4.6922  -1.7564  -1.1062
 I23  C20  C  CR6   0   0.161  -5.0931  -0.8445  -2.0704
 I23  C21  C  CH3   0  -0.724  -5.6865  -1.3064  -3.3660
 I23  C19  C  CR16  0  -0.381  -4.9574   0.5025  -1.7783
 I23  C17  C  CR6   0   0.185  -4.4178   0.9645  -0.5806
 I23  C18  C  CH3   0  -0.727  -4.4151   2.4627  -0.4100
 I23  H1   H  HNH1  0   0.393   2.9448  -0.7200  -0.7348
 I23  H2   H  HCH1  0   0.232   5.1772   0.3209   0.8573
 I23  H3   H  HCH2  0   0.218   5.2820   0.2819  -2.1888
 I23  H4   H  HCH2  0   0.237   4.9610   1.6941  -1.2090
 I23  H5   H  HCH2  0   0.234   7.2397   1.9490  -1.4645
 I23  H6   H  HCH2  0   0.217   7.1634   1.1156   0.0566
 I23  H7   H  HCH2  0   0.218   8.0628   0.1154  -2.6525
 I23  H8   H  HCH2  0   0.218   8.9022   0.0718  -1.1264
 I23  H9   H  HCH2  0   0.214   6.8157  -1.8144  -2.2277
 I23  H10  H  HCH2  0   0.230   8.3656  -2.1614  -1.5204
 I23  H11  H  HCH2  0   0.234   6.9143  -2.9248   0.1131
 I23  H12  H  HCH2  0   0.220   7.2624  -1.3398   0.7470
 I23  H13  H  HCH2  0   0.237   4.8252  -2.0616   0.7733
 I23  H14  H  HCH2  0   0.216   4.8511  -2.0782  -0.9805
 I23  H15  H  HCH1  0   0.260   0.9652   0.3011  -0.6466
 I23  H16  H  HCH2  0   0.239   0.6326   2.3068   1.6297
 I23  H17  H  HCH2  0   0.255   0.6657   2.6951  -0.0863
 I23  H18  H  HCH2  0   0.276  -1.6147   2.6127   0.7906
 I23  H19  H  HCH2  0   0.233  -1.3685   1.4215  -0.4971
 I23  H20  H  HCH2  0   0.278  -1.1364  -1.3650   1.9706
 I23  H21  H  HCH2  0   0.235  -1.0712  -1.0307   0.2332
 I23  H22  H  HCH2  0   0.257   1.1596  -1.4004   1.1280
 I23  H23  H  HCH2  0   0.244   0.9350  -0.1669   2.3668
 I23  H24  H  HCH3  0   0.258  -4.4449  -2.4540   1.9589
 I23  H25  H  HCH3  0   0.249  -4.0406  -3.4479   0.5688
 I23  H26  H  HCH3  0   0.252  -2.7921  -2.5342   1.3829
 I23  H27  H  HCR6  0   0.255  -4.8121  -2.8148  -1.3059
 I23  H28  H  HCH3  0   0.257  -6.7451  -1.5427  -3.2414
 I23  H29  H  HCH3  0   0.249  -5.6092  -0.5427  -4.1382
 I23  H30  H  HCH3  0   0.250  -5.1943  -2.2093  -3.7259
 I23  H31  H  HCR6  0   0.254  -5.2846   1.2342  -2.5074
 I23  H32  H  HCH3  0   0.258  -5.0728   2.7741   0.3988
 I23  H33  H  HCH3  0   0.253  -3.4339   2.8833  -0.2102
 I23  H34  H  HCH3  0   0.249  -4.7785   2.9228  -1.3267

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 I23  C21  C20  single    1.498  0.020  1.498
 I23  C19  C20  aromatic  1.385  0.020  1.385
 I23  C19  C17  aromatic  1.393  0.020  1.393
 I23  C20  C22  aromatic  1.386  0.020  1.386
 I23  C18  C17  single    1.508  0.020  1.508
 I23  C17  C16  aromatic  1.411  0.020  1.411
 I23  C22  C23  aromatic  1.391  0.020  1.391
 I23  C23  C16  aromatic  1.413  0.020  1.413
 I23  C23  C24  single    1.508  0.020  1.508
 I23  C16  S14  single    1.794  0.020  1.794
 I23  O15  S14  double    1.453  0.020  1.453
 I23  S14  O25  double    1.453  0.020  1.453
 I23  S14  N13  single    1.662  0.020  1.662
 I23  C12  N13  single    1.463  0.020  1.463
 I23  C12  C11  single    1.520  0.020  1.520
 I23  N13  C26  single    1.464  0.020  1.464
 I23  C26  C27  single    1.520  0.020  1.520
 I23  C11  C10  single    1.531  0.020  1.531
 I23  C27  C10  single    1.521  0.020  1.521
 I23  C10  C9   single    1.520  0.020  1.520
 I23  C9   N8   single    1.342  0.020  1.342
 I23  C9   O28  double    1.224  0.020  1.224
 I23  N8   C7   single    1.453  0.020  1.453
 I23  C7   C1   single    1.525  0.020  1.525
 I23  C7   C6   single    1.532  0.020  1.532
 I23  C1   C2   single    1.527  0.020  1.527
 I23  C6   C5   single    1.528  0.020  1.528
 I23  C5   C4   single    1.529  0.020  1.529
 I23  C2   C3   single    1.529  0.020  1.529
 I23  C3   C4   single    1.530  0.020  1.530
 I23  N8   H1   single    0.860  0.020  1.020
 I23  C7   H2   single    0.970  0.020  1.090
 I23  C6   H3   single    0.970  0.020  1.090
 I23  C6   H4   single    0.970  0.020  1.090
 I23  C5   H5   single    0.970  0.020  1.090
 I23  C5   H6   single    0.970  0.020  1.090
 I23  C4   H7   single    0.970  0.020  1.090
 I23  C4   H8   single    0.970  0.020  1.090
 I23  C3   H9   single    0.970  0.020  1.090
 I23  C3   H10  single    0.970  0.020  1.090
 I23  C2   H11  single    0.970  0.020  1.090
 I23  C2   H12  single    0.970  0.020  1.090
 I23  C1   H13  single    0.970  0.020  1.090
 I23  C1   H14  single    0.970  0.020  1.090
 I23  C10  H15  single    0.970  0.020  1.090
 I23  C27  H16  single    0.970  0.020  1.090
 I23  C27  H17  single    0.970  0.020  1.090
 I23  C26  H18  single    0.970  0.020  1.090
 I23  C26  H19  single    0.970  0.020  1.090
 I23  C12  H20  single    0.970  0.020  1.090
 I23  C12  H21  single    0.970  0.020  1.090
 I23  C11  H22  single    0.970  0.020  1.090
 I23  C11  H23  single    0.970  0.020  1.090
 I23  C24  H24  single    0.970  0.020  1.090
 I23  C24  H25  single    0.970  0.020  1.090
 I23  C24  H26  single    0.970  0.020  1.090
 I23  C22  H27  single    0.930  0.020  1.080
 I23  C21  H28  single    0.970  0.020  1.090
 I23  C21  H29  single    0.970  0.020  1.090
 I23  C21  H30  single    0.970  0.020  1.090
 I23  C19  H31  single    0.930  0.020  1.080
 I23  C18  H32  single    0.970  0.020  1.090
 I23  C18  H33  single    0.970  0.020  1.090
 I23  C18  H34  single    0.970  0.020  1.090

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 I23  C10  C9   N8   114.39  3.000
 I23  N8   C9   O28  123.27  3.000
 I23  C10  C9   O28  122.30  3.000
 I23  H1   N8   C7   117.23  3.000
 I23  H1   N8   C9   118.11  3.000
 I23  C7   N8   C9   124.63  3.000
 I23  H2   C7   C1   108.15  3.000
 I23  H2   C7   C6   107.36  3.000
 I23  C1   C7   C6   115.15  3.000
 I23  H2   C7   N8   106.88  3.000
 I23  C6   C7   N8   110.94  3.000
 I23  C1   C7   N8   108.04  3.000
 I23  H4   C6   H3   106.09  3.000
 I23  H4   C6   C5   108.66  3.000
 I23  H3   C6   C5   111.28  3.000
 I23  H4   C6   C7   107.19  3.000
 I23  H3   C6   C7   110.28  3.000
 I23  C5   C6   C7   113.01  3.000
 I23  H6   C5   H5   105.09  3.000
 I23  H6   C5   C4   109.85  3.000
 I23  H5   C5   C4   107.88  3.000
 I23  H6   C5   C6   108.20  3.000
 I23  H5   C5   C6   109.21  3.000
 I23  C4   C5   C6   116.06  3.000
 I23  H8   C4   H7   105.61  3.000
 I23  H8   C4   C3   109.42  3.000
 I23  H7   C4   C3   108.16  3.000
 I23  H8   C4   C5   107.91  3.000
 I23  H7   C4   C5   109.08  3.000
 I23  C3   C4   C5   116.16  3.000
 I23  H10  C3   H9   105.29  3.000
 I23  H10  C3   C2   109.34  3.000
 I23  H9   C3   C2   108.05  3.000
 I23  H10  C3   C4   108.07  3.000
 I23  H9   C3   C4   109.74  3.000
 I23  C2   C3   C4   115.85  3.000
 I23  H12  C2   H11  105.59  3.000
 I23  H12  C2   C1   110.46  3.000
 I23  H11  C2   C1   107.02  3.000
 I23  H12  C2   C3   110.91  3.000
 I23  H11  C2   C3   108.52  3.000
 I23  C1   C2   C3   113.91  3.000
 I23  H14  C1   H13  106.37  3.000
 I23  H14  C1   C2   108.11  3.000
 I23  H13  C1   C2   109.15  3.000
 I23  H14  C1   C7   109.10  3.000
 I23  H13  C1   C7   107.68  3.000
 I23  C2   C1   C7   116.03  3.000
 I23  H15  C10  C11  107.96  3.000
 I23  H15  C10  C27  108.90  3.000
 I23  C11  C10  C27  108.99  3.000
 I23  H15  C10  C9   108.65  3.000
 I23  C27  C10  C9   112.22  3.000
 I23  C11  C10  C9   110.03  3.000
 I23  H17  C27  H16  107.41  3.000
 I23  H17  C27  C26  107.98  3.000
 I23  H16  C27  C26  109.19  3.000
 I23  H17  C27  C10  110.97  3.000
 I23  H16  C27  C10  109.99  3.000
 I23  C26  C27  C10  111.19  3.000
 I23  H19  C26  H18  108.28  3.000
 I23  H19  C26  N13  110.71  3.000
 I23  H18  C26  N13  109.33  3.000
 I23  H19  C26  C27  109.78  3.000
 I23  H18  C26  C27  108.52  3.000
 I23  N13  C26  C27  110.17  3.000
 I23  S14  N13  C12  116.79  3.000
 I23  C12  N13  C26  112.94  3.000
 I23  S14  N13  C26  117.01  3.000
 I23  H21  C12  H20  108.16  3.000
 I23  H21  C12  C11  109.62  3.000
 I23  H20  C12  C11  108.61  3.000
 I23  H21  C12  N13  110.61  3.000
 I23  H20  C12  N13  109.62  3.000
 I23  C11  C12  N13  110.16  3.000
 I23  H23  C11  H22  107.55  3.000
 I23  H23  C11  C12  109.39  3.000
 I23  H22  C11  C12  108.01  3.000
 I23  H23  C11  C10  109.75  3.000
 I23  H22  C11  C10  110.93  3.000
 I23  C12  C11  C10  111.11  3.000
 I23  C16  S14  O25  109.65  3.000
 I23  O25  S14  O15  117.10  3.000
 I23  C16  S14  O15  109.65  3.000
 I23  O25  S14  N13  106.60  3.000
 I23  O15  S14  N13  106.41  3.000
 I23  C16  S14  N13  106.87  3.000
 I23  C17  C16  C23  120.71  3.000
 I23  C23  C16  S14  119.59  3.000
 I23  C17  C16  S14  119.59  3.000
 I23  C22  C23  C24  115.36  3.000
 I23  C24  C23  C16  126.70  3.000
 I23  C22  C23  C16  117.90  3.000
 I23  H26  C24  H25  107.06  3.000
 I23  H26  C24  H24  107.39  3.000
 I23  H25  C24  H24  107.62  3.000
 I23  H26  C24  C23  113.97  3.000
 I23  H25  C24  C23  108.92  3.000
 I23  H24  C24  C23  111.60  3.000
 I23  H27  C22  C20  118.83  3.000
 I23  H27  C22  C23  118.29  3.000
 I23  C20  C22  C23  122.88  3.000
 I23  C19  C20  C21  121.40  3.000
 I23  C19  C20  C22  117.69  3.000
 I23  C21  C20  C22  120.88  3.000
 I23  H30  C21  H29  108.35  3.000
 I23  H30  C21  H28  107.24  3.000
 I23  H29  C21  H28  107.55  3.000
 I23  H30  C21  C20  111.24  3.000
 I23  H29  C21  C20  111.65  3.000
 I23  H28  C21  C20  110.62  3.000
 I23  H31  C19  C17  118.15  3.000
 I23  H31  C19  C20  119.03  3.000
 I23  C17  C19  C20  122.82  3.000
 I23  C18  C17  C19  115.32  3.000
 I23  C18  C17  C16  126.68  3.000
 I23  C19  C17  C16  117.95  3.000
 I23  H34  C18  H33  107.04  3.000
 I23  H34  C18  H32  107.66  3.000
 I23  H33  C18  H32  107.37  3.000
 I23  H34  C18  C17  108.92  3.000
 I23  H33  C18  C17  114.03  3.000
 I23  H32  C18  C17  111.55  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 I23  CONST_01  C20  C19  C17  C16    0.00   0.0  0
 I23  CONST_02  C20  C22  C23  C16    0.00   0.0  0
 I23  CONST_03  C19  C20  C22  C23    0.00   0.0  0
 I23  CONST_04  C19  C17  C16  C23    0.00   0.0  0
 I23  CONST_05  C17  C19  C20  C22    0.00   0.0  0
 I23  CONST_06  C17  C16  C23  C22    0.00   0.0  0
 I23  CONST_07  C19  C17  C16  S14  180.00   0.0  0
 I23  CONST_08  C22  C23  C16  S14  180.00   0.0  0
 I23  CONST_09  C21  C20  C22  C23  180.00   0.0  0
 I23  CONST_10  C18  C17  C16  C23  180.00   0.0  0
 I23  CONST_11  C20  C22  C23  C24  180.00   0.0  0
 I23  CONST_12  C17  C16  C23  C24  180.00   0.0  0
 I23  CONST_13  C18  C17  C19  C20  180.00   0.0  0
 I23  CONST_14  C17  C19  C20  C21  180.00   0.0  0
 I23  CONST_15  H31  C19  C17  C16  180.00   0.0  0
 I23  CONST_16  H27  C22  C23  C16  180.00   0.0  0
 I23  CONST_17  C10  C9   N8   C7   180.00   0.0  0
 I23  CONST_18  C7   N8   C9   O28    0.00   0.0  0
 I23  CONST_19  H1   N8   C9   C10    0.00   0.0  0
 I23  Var_01    N13  C12  C11  C10  -56.40  30.0  1
 I23  Var_02    N13  C26  C27  C10   56.69  30.0  1
 I23  Var_03    C12  N13  C26  C27  -58.25  30.0  1
 I23  Var_04    C11  C12  N13  C26   58.19  30.0  1
 I23  Var_05    C16  S14  N13  C26   69.01  30.0  3
 I23  Var_06    C17  C16  S14  N13  -87.84  30.0  3
 I23  Var_07    H32  C18  C17  C16  -63.23  30.0  2
 I23  Var_08    H24  C24  C23  C16   62.50  30.0  2
 I23  Var_09    H28  C21  C20  C22   81.26  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 I23  chir_01  C7   N8  C1   C6   negativ
 I23  chir_02  C10  C9  C27  C11  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 I23  plan-1  S14  0.020
 I23  plan-1  C16  0.020
 I23  plan-1  C23  0.020
 I23  plan-1  C24  0.020
 I23  plan-1  C22  0.020
 I23  plan-1  C20  0.020
 I23  plan-1  C21  0.020
 I23  plan-1  C19  0.020
 I23  plan-1  C17  0.020
 I23  plan-1  C18  0.020
 I23  plan-1  H27  0.020
 I23  plan-1  H31  0.020
 I23  plan-2  O28  0.020
 I23  plan-2  C9   0.020
 I23  plan-2  N8   0.020
 I23  plan-2  C7   0.020
 I23  plan-2  C10  0.020
 I23  plan-2  H1   0.020

