# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 20:22:41 2021
#   Inital geometry file: a 111 line input string
#   Ligand name: (4~{S})-4-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-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](C3=C(CCC3)c2c1)c4ccc(O)cc4
#
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
 LZW  LZW  (4~{S})-4-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1~{H}-cyclopenta[c]quinoline-8-sulfonamide  ligand  42  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_LZW
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
 LZW  C4   C  CR16  0  -0.312  13.9110  -5.1789   7.2864
 LZW  C5   C  CR6   0   0.139  13.2589  -4.3556   8.1920
 LZW  C6   C  CH1   0  -0.197  14.0384  -3.4309   9.1087
 LZW  N1   N  NC2   0  -0.886  11.8220   0.9063  14.5478
 LZW  C7   C  CR5   0   0.024  13.7153  -2.0021   8.8201
 LZW  C8   C  CR5   0   0.103  13.0788  -1.1945   9.6718
 LZW  C9   C  CH2   0  -0.498  12.9004   0.1842   9.1044
 LZW  C10  C  CH2   0  -0.461  13.2778   0.0027   7.6214
 LZW  C11  C  CH2   0  -0.471  14.0746  -1.3137   7.5416
 LZW  C12  C  CR6   0   0.028  12.6895  -1.6363  10.9948
 LZW  C13  C  CR6   0   0.383  13.0799  -2.9481  11.3694
 LZW  C14  C  CR16  0  -0.350  12.7499  -3.4164  12.6489
 LZW  C15  C  CR16  0  -0.245  12.0542  -2.6178  13.5346
 LZW  O2   O  OS    0  -0.678   9.6343   0.2967  13.5610
 LZW  O1   O  OS    0  -0.663  10.4570  -1.1093  15.4516
 LZW  C16  C  CR6   0  -0.246  11.6720  -1.3357  13.1576
 LZW  N    N  NH1   0  -0.709  13.7849  -3.7160  10.5110
 LZW  C17  C  CR16  0  -0.327  11.9889  -0.8519  11.8890
 LZW  C2   C  CR16  0  -0.276  11.8666  -4.3896   8.2340
 LZW  C1   C  CR16  0  -0.325  11.1455  -5.2236   7.3991
 LZW  C3   C  CR16  0  -0.371  13.2033  -6.0188   6.4360
 LZW  C    C  CR6   0   0.344  11.8138  -6.0460   6.4904
 LZW  O    O  OH1   0  -0.631  11.0675  -6.8401   5.6973
 LZW  H1   H  HCR6  0   0.255  14.9938  -5.1700   7.2364
 LZW  H2   H  HCH1  0   0.269  15.1054  -3.6000   8.9117
 LZW  H3   H  HNC2  0   0.413  11.3603   1.6901  15.0007
 LZW  H4   H  HNC2  0   0.410  12.6149   0.6064  15.1061
 LZW  H5   H  HCH2  0   0.245  13.5588   0.8946   9.6147
 LZW  H6   H  HCH2  0   0.243  11.8835   0.5645   9.2275
 LZW  H7   H  HCH2  0   0.238  13.8361   0.8517   7.2288
 LZW  H8   H  HCH2  0   0.240  12.3703  -0.0857   7.0231
 LZW  H9   H  HCH2  0   0.243  13.8183  -1.9035   6.6581
 LZW  H10  H  HCH2  0   0.244  15.1562  -1.1436   7.4953
 LZW  H11  H  HCR6  0   0.269  13.0470  -4.4144  12.9459
 LZW  H12  H  HCR6  0   0.276  11.8126  -3.0022  14.5160
 LZW  H13  H  HNH1  0   0.395  14.0204  -4.6470  10.8163
 LZW  H14  H  HCR6  0   0.273  11.6948   0.1484  11.5957
 LZW  H15  H  HCR6  0   0.252  11.3298  -3.7523   8.9273
 LZW  H16  H  HCR6  0   0.263  10.0635  -5.2415   7.4438
 LZW  H17  H  HCR6  0   0.270  13.7373  -6.6510   5.7355
 LZW  H18  H  HOH1  0   0.474  11.6329  -7.3601   5.1154
 LZW  S    S  S     0   1.352  10.7546  -0.3276  14.2553

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
 LZW  O    C    single    1.348  0.020  1.348
 LZW  C1   C    aromatic  1.396  0.020  1.396
 LZW  C1   C2   aromatic  1.383  0.020  1.383
 LZW  C11  C10  single    1.541  0.020  1.541
 LZW  C11  C7   single    1.496  0.020  1.496
 LZW  C    C3   aromatic  1.391  0.020  1.391
 LZW  C10  C9   single    1.541  0.020  1.541
 LZW  C2   C5   aromatic  1.393  0.020  1.393
 LZW  C3   C4   aromatic  1.389  0.020  1.389
 LZW  C5   C4   aromatic  1.387  0.020  1.387
 LZW  C5   C6   single    1.518  0.020  1.518
 LZW  C7   C6   single    1.493  0.020  1.493
 LZW  C7   C8   double    1.335  0.020  1.335
 LZW  C9   C8   single    1.502  0.020  1.502
 LZW  C6   N    single    1.453  0.020  1.453
 LZW  C8   C12  single    1.448  0.020  1.448
 LZW  N    C13  single    1.350  0.020  1.350
 LZW  C12  C13  aromatic  1.419  0.020  1.419
 LZW  C12  C17  aromatic  1.380  0.020  1.380
 LZW  C13  C14  aromatic  1.402  0.020  1.402
 LZW  C17  C16  aromatic  1.394  0.020  1.394
 LZW  C14  C15  aromatic  1.381  0.020  1.381
 LZW  C16  C15  aromatic  1.390  0.020  1.390
 LZW  C16  S    single    1.750  0.020  1.750
 LZW  O2   S    double    1.458  0.020  1.458
 LZW  S    O1   double    1.460  0.020  1.460
 LZW  S    N1   single    1.658  0.020  1.658
 LZW  C4   H1   single    0.930  0.020  1.080
 LZW  C6   H2   single    0.970  0.020  1.090
 LZW  N1   H3   single    0.890  0.020  1.040
 LZW  N1   H4   single    0.890  0.020  1.040
 LZW  C9   H5   single    0.970  0.020  1.090
 LZW  C9   H6   single    0.970  0.020  1.090
 LZW  C10  H7   single    0.970  0.020  1.090
 LZW  C10  H8   single    0.970  0.020  1.090
 LZW  C11  H9   single    0.970  0.020  1.090
 LZW  C11  H10  single    0.970  0.020  1.090
 LZW  C14  H11  single    0.930  0.020  1.080
 LZW  C15  H12  single    0.930  0.020  1.080
 LZW  N    H13  single    0.860  0.020  1.020
 LZW  C17  H14  single    0.930  0.020  1.080
 LZW  C2   H15  single    0.930  0.020  1.080
 LZW  C1   H16  single    0.930  0.020  1.080
 LZW  C3   H17  single    0.930  0.020  1.080
 LZW  O    H18  single    0.850  0.020  0.980

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
 LZW  H1   C4   C3   119.05  3.000
 LZW  H1   C4   C5   119.67  3.000
 LZW  C3   C4   C5   121.28  3.000
 LZW  C2   C5   C6   120.66  3.000
 LZW  C6   C5   C4   120.98  3.000
 LZW  C2   C5   C4   118.36  3.000
 LZW  H2   C6   N    108.20  3.000
 LZW  H2   C6   C7   108.84  3.000
 LZW  N    C6   C7   109.66  3.000
 LZW  H2   C6   C5   107.27  3.000
 LZW  N    C6   C5   111.94  3.000
 LZW  C7   C6   C5   110.81  3.000
 LZW  H4   N1   H3   109.74  3.000
 LZW  H4   N1   S    112.34  3.000
 LZW  H3   N1   S    111.11  3.000
 LZW  C11  C7   C8   112.42  3.000
 LZW  C8   C7   C6   123.96  3.000
 LZW  C11  C7   C6   123.62  3.000
 LZW  C12  C8   C9   126.40  3.000
 LZW  C12  C8   C7   121.77  3.000
 LZW  C9   C8   C7   111.77  3.000
 LZW  H6   C9   H5   106.34  3.000
 LZW  H6   C9   C10  112.17  3.000
 LZW  H5   C9   C10  112.20  3.000
 LZW  H6   C9   C8   112.80  3.000
 LZW  H5   C9   C8   110.38  3.000
 LZW  C10  C9   C8   103.09  3.000
 LZW  H8   C10  H7   106.97  3.000
 LZW  H8   C10  C11  109.42  3.000
 LZW  H7   C10  C11  112.46  3.000
 LZW  H8   C10  C9   109.50  3.000
 LZW  H7   C10  C9   112.37  3.000
 LZW  C11  C10  C9   106.09  3.000
 LZW  H10  C11  H9   106.33  3.000
 LZW  H10  C11  C10  112.34  3.000
 LZW  H9   C11  C10  112.44  3.000
 LZW  H10  C11  C7   110.16  3.000
 LZW  H9   C11  C7   112.72  3.000
 LZW  C10  C11  C7   102.99  3.000
 LZW  C17  C12  C13  119.59  3.000
 LZW  C17  C12  C8   123.71  3.000
 LZW  C13  C12  C8   116.69  3.000
 LZW  N    C13  C14  120.88  3.000
 LZW  C14  C13  C12  119.01  3.000
 LZW  N    C13  C12  120.10  3.000
 LZW  H11  C14  C15  119.69  3.000
 LZW  H11  C14  C13  119.58  3.000
 LZW  C15  C14  C13  120.73  3.000
 LZW  H12  C15  C16  120.83  3.000
 LZW  H12  C15  C14  119.29  3.000
 LZW  C16  C15  C14  119.87  3.000
 LZW  C17  C16  S    119.34  3.000
 LZW  S    C16  C15  120.36  3.000
 LZW  C17  C16  C15  120.29  3.000
 LZW  H13  N    C13  117.05  3.000
 LZW  H13  N    C6   115.65  3.000
 LZW  C13  N    C6   126.37  3.000
 LZW  H14  C17  C16  120.34  3.000
 LZW  H14  C17  C12  119.15  3.000
 LZW  C16  C17  C12  120.50  3.000
 LZW  H15  C2   C1   118.85  3.000
 LZW  H15  C2   C5   119.98  3.000
 LZW  C1   C2   C5   121.17  3.000
 LZW  H16  C1   C    119.69  3.000
 LZW  H16  C1   C2   120.40  3.000
 LZW  C    C1   C2   119.91  3.000
 LZW  H17  C3   C    120.39  3.000
 LZW  H17  C3   C4   119.82  3.000
 LZW  C    C3   C4   119.79  3.000
 LZW  O    C    C3   122.80  3.000
 LZW  C3   C    C1   119.49  3.000
 LZW  O    C    C1   117.71  3.000
 LZW  H18  O    C    110.38  3.000
 LZW  C16  S    O1   108.21  3.000
 LZW  O1   S    O2   117.57  3.000
 LZW  C16  S    O2   110.53  3.000
 LZW  O1   S    N1   112.66  3.000
 LZW  O2   S    N1   105.07  3.000
 LZW  C16  S    N1   101.65  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
 LZW  CONST_01  C1   C    C3   C4     0.00   0.0  0
 LZW  CONST_02  C1   C2   C5   C4     0.00   0.0  0
 LZW  CONST_03  C    C1   C2   C5     0.00   0.0  0
 LZW  CONST_04  C    C3   C4   C5     0.00   0.0  0
 LZW  CONST_05  C15  C14  C13  C12    0.00   0.0  0
 LZW  CONST_06  C15  C16  C17  C12    0.00   0.0  0
 LZW  CONST_07  C16  C17  C12  C13    0.00   0.0  0
 LZW  CONST_08  C16  C15  C14  C13    0.00   0.0  0
 LZW  CONST_09  C17  C12  C13  C14    0.00   0.0  0
 LZW  CONST_10  C17  C16  C15  C14    0.00   0.0  0
 LZW  CONST_11  C3   C    C1   C2     0.00   0.0  0
 LZW  CONST_12  C3   C4   C5   C2     0.00   0.0  0
 LZW  CONST_13  C1   C2   C5   C6   180.00   0.0  0
 LZW  CONST_14  C3   C4   C5   C6   180.00   0.0  0
 LZW  CONST_15  O    C    C3   C4   180.00   0.0  0
 LZW  CONST_16  S    C16  C17  C12  180.00   0.0  0
 LZW  CONST_17  S    C16  C15  C14  180.00   0.0  0
 LZW  CONST_18  O    C    C1   C2   180.00   0.0  0
 LZW  CONST_19  H15  C2   C5   C4   180.00   0.0  0
 LZW  CONST_20  H16  C1   C2   C5   180.00   0.0  0
 LZW  CONST_21  H17  C3   C4   C5   180.00   0.0  0
 LZW  CONST_22  H1   C4   C5   C6     0.00   0.0  0
 LZW  CONST_23  H14  C17  C12  C8     0.00   0.0  0
 LZW  CONST_24  H11  C14  C13  C12  180.00   0.0  0
 LZW  CONST_25  H12  C15  C14  C13  180.00   0.0  0
 LZW  Var_01    C10  C11  C7   C6   168.47  30.0  1
 LZW  Var_02    C9   C8   C7   C6   179.85  30.0  1
 LZW  Var_03    C12  C13  N    C6   -10.31  30.0  1
 LZW  Var_04    C9   C10  C11  C7    18.20  30.0  1
 LZW  Var_05    C10  C9   C8   C7    11.66  30.0  1
 LZW  Var_06    C13  C12  C8   C7     3.23  30.0  1
 LZW  Var_07    C11  C10  C9   C8   -18.20  30.0  1
 LZW  Var_08    C17  C16  S    N1   -66.31  30.0  2
 LZW  Var_09    H3   N1   S    C16  166.74  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
 LZW  chir_01  C6  C5  C7  N  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
 LZW  plan-1  C4   0.020
 LZW  plan-1  C5   0.020
 LZW  plan-1  C6   0.020
 LZW  plan-1  C2   0.020
 LZW  plan-1  C1   0.020
 LZW  plan-1  C3   0.020
 LZW  plan-1  C    0.020
 LZW  plan-1  O    0.020
 LZW  plan-1  H1   0.020
 LZW  plan-1  H15  0.020
 LZW  plan-1  H16  0.020
 LZW  plan-1  H17  0.020
 LZW  plan-2  C8   0.020
 LZW  plan-2  C12  0.020
 LZW  plan-2  C13  0.020
 LZW  plan-2  C14  0.020
 LZW  plan-2  C15  0.020
 LZW  plan-2  C16  0.020
 LZW  plan-2  N    0.020
 LZW  plan-2  C17  0.020
 LZW  plan-2  H11  0.020
 LZW  plan-2  H12  0.020
 LZW  plan-2  H14  0.020
 LZW  plan-2  S    0.020

