# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 09:27:36 2021
#   Inital geometry file: a 109 line input string
#   Ligand name: (3~{a}~{R},4~{S},9~{b}~{S})-4-(2-chlorophenyl)-2,3,3~{a},4,5,9~{b}-hexahydro-1~{H}-cyclopenta[c]quinoline-8-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc2N[C@@H]([C@@H]3CCC[C@@H]3c2c1)c4ccccc4Cl
#
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
 LWT  LWT  (3~{a}~{R},4~{S},9~{b}~{S})-4-(2-chlorophenyl)-2,3,3~{a},4,5,9~{b}-hexahydro-1~{H}-cyclopenta[c]quinoline-8-sulfonamide  ligand  43  24  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LWT
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
 LWT  C4   C   CR16  0  -0.291  -3.3617   8.3007  11.6342
 LWT  C5   C   CR6   0   0.099  -2.9683   7.5158  12.7215
 LWT  C6   C   CH1   0  -0.136  -3.8155   6.2827  12.9755
 LWT  N1   N   NC2   0  -0.877  -5.4485  -0.2980  15.9144
 LWT  C7   C   CH1   0  -0.297  -5.0373   6.6152  13.8313
 LWT  C8   C   CH1   0  -0.253  -5.8762   5.3788  14.1696
 LWT  C9   C   CH2   0  -0.452  -6.8396   5.9510  15.2105
 LWT  C10  C   CH2   0  -0.396  -5.9566   6.8447  16.0912
 LWT  C11  C   CH2   0  -0.459  -4.7769   7.2763  15.1938
 LWT  C12  C   CR6   0   0.091  -4.9905   4.2741  14.6996
 LWT  C13  C   CR6   0   0.385  -3.6299   4.2323  14.3290
 LWT  C14  C   CR16  0  -0.445  -2.8157   3.1761  14.7937
 LWT  C15  C   CR16  0  -0.215  -3.3311   2.1873  15.5960
 LWT  O1   O   OS    0  -0.645  -6.6411   1.4070  17.4630
 LWT  O    O   OS    0  -0.720  -4.3480   0.5528  17.9658
 LWT  C16  C   CR6   0  -0.229  -4.6761   2.2313  15.9586
 LWT  N    N   NH1   0  -0.650  -3.0812   5.1851  13.5426
 LWT  C17  C   CR16  0  -0.308  -5.4868   3.2700  15.5107
 LWT  C    C   CR6   0  -0.058  -1.8812   7.9773  13.4639
 LWT  CL   CL  CL    0  -0.096  -1.2495   7.1371  14.8525
 LWT  C3   C   CR16  0  -0.226  -2.7290   9.4843  11.2996
 LWT  C2   C   CR16  0  -0.255  -1.6477   9.9158  12.0543
 LWT  C1   C   CR16  0  -0.211  -1.2251   9.1588  13.1323
 LWT  H1   H   HCR6  0   0.254  -4.1977   7.9579  11.0358
 LWT  H2   H   HCH1  0   0.207  -4.2018   5.9843  11.9912
 LWT  H3   H   HNC2  0   0.447  -5.6164  -1.1722  16.4048
 LWT  H4   H   HNC2  0   0.410  -6.1742  -0.1503  15.2203
 LWT  H5   H   HCH1  0   0.281  -5.6620   7.2836  13.2318
 LWT  H6   H   HCH1  0   0.301  -6.4112   5.0160  13.2859
 LWT  H7   H   HCH2  0   0.162  -7.5896   6.5506  14.6887
 LWT  H8   H   HCH2  0   0.270  -7.3845   5.1989  15.7813
 LWT  H9   H   HCH2  0   0.178  -5.5929   6.2861  16.9550
 LWT  H10  H   HCH2  0   0.276  -6.5127   7.6971  16.4820
 LWT  H11  H   HCH2  0   0.229  -3.8323   6.9415  15.6214
 LWT  H12  H   HCH2  0   0.257  -4.7048   8.3599  15.0945
 LWT  H13  H   HCR6  0   0.252  -1.7699   3.1498  14.5132
 LWT  H14  H   HCR6  0   0.295  -2.6853   1.3899  15.9400
 LWT  H15  H   HNH1  0   0.393  -2.1569   5.0098  13.1851
 LWT  H16  H   HCR6  0   0.304  -6.5316   3.2910  15.7918
 LWT  H17  H   HCR6  0   0.268  -3.0734  10.0593  10.4504
 LWT  H18  H   HCR6  0   0.268  -1.1311  10.8337  11.8076
 LWT  H19  H   HCR6  0   0.263  -0.3814   9.4854  13.7256
 LWT  S    S   S     0   1.326  -5.3351   0.9713  16.9776

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
 LWT  C3   C4   aromatic  1.383  0.020  1.383
 LWT  C3   C2   aromatic  1.387  0.020  1.387
 LWT  C4   C5   aromatic  1.397  0.020  1.397
 LWT  C2   C1   aromatic  1.383  0.020  1.383
 LWT  C5   C6   single    1.517  0.020  1.517
 LWT  C5   C    aromatic  1.395  0.020  1.395
 LWT  C1   C    aromatic  1.391  0.020  1.391
 LWT  C6   N    single    1.437  0.020  1.437
 LWT  C6   C7   single    1.528  0.020  1.528
 LWT  C    CL   single    1.742  0.020  1.742
 LWT  N    C13  single    1.352  0.020  1.352
 LWT  C7   C8   single    1.532  0.020  1.532
 LWT  C7   C11  single    1.537  0.020  1.537
 LWT  C8   C12  single    1.512  0.020  1.512
 LWT  C8   C9   single    1.529  0.020  1.529
 LWT  C13  C12  aromatic  1.411  0.020  1.411
 LWT  C13  C14  aromatic  1.412  0.020  1.412
 LWT  C12  C17  aromatic  1.383  0.020  1.383
 LWT  C14  C15  aromatic  1.374  0.020  1.374
 LWT  C17  C16  aromatic  1.392  0.020  1.392
 LWT  C11  C10  single    1.544  0.020  1.544
 LWT  C9   C10  single    1.534  0.020  1.534
 LWT  C15  C16  aromatic  1.394  0.020  1.394
 LWT  C16  S    single    1.749  0.020  1.749
 LWT  N1   S    single    1.660  0.020  1.660
 LWT  O1   S    double    1.460  0.020  1.460
 LWT  S    O    double    1.458  0.020  1.458
 LWT  C4   H1   single    0.930  0.020  1.080
 LWT  C6   H2   single    0.970  0.020  1.090
 LWT  N1   H3   single    0.890  0.020  1.040
 LWT  N1   H4   single    0.890  0.020  1.040
 LWT  C7   H5   single    0.970  0.020  1.090
 LWT  C8   H6   single    0.970  0.020  1.090
 LWT  C9   H7   single    0.970  0.020  1.090
 LWT  C9   H8   single    0.970  0.020  1.090
 LWT  C10  H9   single    0.970  0.020  1.090
 LWT  C10  H10  single    0.970  0.020  1.090
 LWT  C11  H11  single    0.970  0.020  1.090
 LWT  C11  H12  single    0.970  0.020  1.090
 LWT  C14  H13  single    0.930  0.020  1.080
 LWT  C15  H14  single    0.930  0.020  1.080
 LWT  N    H15  single    0.860  0.020  1.020
 LWT  C17  H16  single    0.930  0.020  1.080
 LWT  C3   H17  single    0.930  0.020  1.080
 LWT  C2   H18  single    0.930  0.020  1.080
 LWT  C1   H19  single    0.930  0.020  1.080

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
 LWT  H1   C4   C3   119.33  3.000
 LWT  H1   C4   C5   117.97  3.000
 LWT  C3   C4   C5   122.69  3.000
 LWT  C    C5   C6   127.94  3.000
 LWT  C    C5   C4   116.58  3.000
 LWT  C6   C5   C4   115.44  3.000
 LWT  H2   C6   N    109.01  3.000
 LWT  H2   C6   C7   106.24  3.000
 LWT  N    C6   C7   110.71  3.000
 LWT  H2   C6   C5   105.48  3.000
 LWT  C7   C6   C5   111.30  3.000
 LWT  N    C6   C5   113.66  3.000
 LWT  H4   N1   H3   109.69  3.000
 LWT  H4   N1   S    112.07  3.000
 LWT  H3   N1   S    111.10  3.000
 LWT  H5   C7   C11  108.65  3.000
 LWT  H5   C7   C8   107.54  3.000
 LWT  C11  C7   C8   104.13  3.000
 LWT  H5   C7   C6   106.42  3.000
 LWT  C11  C7   C6   117.04  3.000
 LWT  C8   C7   C6   112.70  3.000
 LWT  H6   C8   C12  109.09  3.000
 LWT  H6   C8   C9   111.44  3.000
 LWT  C12  C8   C9   113.82  3.000
 LWT  H6   C8   C7   110.90  3.000
 LWT  C9   C8   C7   101.15  3.000
 LWT  C12  C8   C7   110.26  3.000
 LWT  H8   C9   H7   106.59  3.000
 LWT  H8   C9   C10  112.89  3.000
 LWT  H7   C9   C10  110.46  3.000
 LWT  H8   C9   C8   114.40  3.000
 LWT  H7   C9   C8   108.21  3.000
 LWT  C10  C9   C8   104.24  3.000
 LWT  H10  C10  H9   106.65  3.000
 LWT  H10  C10  C11  112.31  3.000
 LWT  H9   C10  C11  110.40  3.000
 LWT  H10  C10  C9   111.56  3.000
 LWT  H9   C10  C9   110.37  3.000
 LWT  C11  C10  C9   105.61  3.000
 LWT  H12  C11  H11  106.49  3.000
 LWT  H12  C11  C10  112.41  3.000
 LWT  H11  C11  C10  110.39  3.000
 LWT  H12  C11  C7   110.98  3.000
 LWT  H11  C11  C7   111.26  3.000
 LWT  C10  C11  C7   105.40  3.000
 LWT  C17  C12  C13  118.60  3.000
 LWT  C17  C12  C8   121.73  3.000
 LWT  C13  C12  C8   119.64  3.000
 LWT  N    C13  C14  118.99  3.000
 LWT  C14  C13  C12  119.45  3.000
 LWT  N    C13  C12  121.56  3.000
 LWT  H13  C14  C15  119.74  3.000
 LWT  H13  C14  C13  119.31  3.000
 LWT  C15  C14  C13  120.95  3.000
 LWT  H14  C15  C16  121.09  3.000
 LWT  H14  C15  C14  119.48  3.000
 LWT  C16  C15  C14  119.42  3.000
 LWT  C17  C16  S    120.37  3.000
 LWT  S    C16  C15  119.49  3.000
 LWT  C17  C16  C15  120.13  3.000
 LWT  H15  N    C13  117.17  3.000
 LWT  H15  N    C6   117.52  3.000
 LWT  C13  N    C6   124.09  3.000
 LWT  H16  C17  C16  119.55  3.000
 LWT  H16  C17  C12  119.00  3.000
 LWT  C16  C17  C12  121.44  3.000
 LWT  C1   C    CL   115.37  3.000
 LWT  CL   C    C5   123.19  3.000
 LWT  C1   C    C5   121.44  3.000
 LWT  H17  C3   C2   120.65  3.000
 LWT  H17  C3   C4   119.94  3.000
 LWT  C2   C3   C4   119.40  3.000
 LWT  H18  C2   C1   119.75  3.000
 LWT  H18  C2   C3   120.79  3.000
 LWT  C1   C2   C3   119.46  3.000
 LWT  H19  C1   C2   120.02  3.000
 LWT  H19  C1   C    119.57  3.000
 LWT  C2   C1   C    120.41  3.000
 LWT  C16  S    O    110.27  3.000
 LWT  O    S    O1   117.77  3.000
 LWT  C16  S    O1   108.40  3.000
 LWT  O    S    N1   105.12  3.000
 LWT  O1   S    N1   112.34  3.000
 LWT  C16  S    N1   101.74  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
 LWT  CONST_01  C1   C2   C3   C4     0.00   0.0  0
 LWT  CONST_02  C1   C    C5   C4     0.00   0.0  0
 LWT  CONST_03  C2   C3   C4   C5     0.00   0.0  0
 LWT  CONST_04  C2   C1   C    C5     0.00   0.0  0
 LWT  CONST_05  C15  C14  C13  C12    0.00   0.0  0
 LWT  CONST_06  C15  C16  C17  C12    0.00   0.0  0
 LWT  CONST_07  C16  C17  C12  C13    0.00   0.0  0
 LWT  CONST_08  C16  C15  C14  C13    0.00   0.0  0
 LWT  CONST_09  C17  C12  C13  C14    0.00   0.0  0
 LWT  CONST_10  C17  C16  C15  C14    0.00   0.0  0
 LWT  CONST_11  C3   C4   C5   C      0.00   0.0  0
 LWT  CONST_12  C3   C2   C1   C      0.00   0.0  0
 LWT  CONST_13  C3   C4   C5   C6   180.00   0.0  0
 LWT  CONST_14  C1   C    C5   C6   180.00   0.0  0
 LWT  CONST_15  CL   C    C5   C4   180.00   0.0  0
 LWT  CONST_16  CL   C    C5   C6     0.00   0.0  0
 LWT  CONST_17  S    C16  C17  C12  180.00   0.0  0
 LWT  CONST_18  S    C16  C15  C14  180.00   0.0  0
 LWT  CONST_19  C2   C1   C    CL   180.00   0.0  0
 LWT  CONST_20  H18  C2   C3   C4   180.00   0.0  0
 LWT  CONST_21  H17  C3   C4   C5   180.00   0.0  0
 LWT  CONST_22  H19  C1   C    C5   180.00   0.0  0
 LWT  CONST_23  H1   C4   C5   C6     0.00   0.0  0
 LWT  CONST_24  H16  C17  C12  C8     0.00   0.0  0
 LWT  CONST_25  H13  C14  C13  C12  180.00   0.0  0
 LWT  CONST_26  H14  C15  C14  C13  180.00   0.0  0
 LWT  Var_01    C12  C13  N    C6    -2.38  30.0  1
 LWT  Var_02    C9   C10  C11  C7     0.24  30.0  1
 LWT  Var_03    C11  C10  C9   C8    26.07  30.0  1
 LWT  Var_04    C17  C16  S    N1   105.24  30.0  2
 LWT  Var_05    H3   N1   S    C16  166.89  30.0  3

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
 LWT  chir_01  C6  C5  N    C7   negativ
 LWT  chir_02  C7  C6  C8   C11  negativ
 LWT  chir_03  C8  C7  C12  C9   negativ

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
 LWT  plan-1  C4   0.020
 LWT  plan-1  C5   0.020
 LWT  plan-1  C6   0.020
 LWT  plan-1  C    0.020
 LWT  plan-1  CL   0.020
 LWT  plan-1  C3   0.020
 LWT  plan-1  C2   0.020
 LWT  plan-1  C1   0.020
 LWT  plan-1  H1   0.020
 LWT  plan-1  H17  0.020
 LWT  plan-1  H18  0.020
 LWT  plan-1  H19  0.020
 LWT  plan-2  C8   0.020
 LWT  plan-2  C12  0.020
 LWT  plan-2  C13  0.020
 LWT  plan-2  C14  0.020
 LWT  plan-2  C15  0.020
 LWT  plan-2  C16  0.020
 LWT  plan-2  N    0.020
 LWT  plan-2  C17  0.020
 LWT  plan-2  H13  0.020
 LWT  plan-2  H14  0.020
 LWT  plan-2  H16  0.020
 LWT  plan-2  S    0.020

