# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 05:16:20 2021
#   Inital geometry file: a 105 line input string
#   Ligand name: N-hydroxy-4-{[3-(2-hydroxyethyl)-1H-indol-1-yl]methyl}benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCc1cn(Cc2ccc(cc2)C(=O)NO)c3ccccc13
#
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
 TWS  TWS  N-hydroxy-4-{[3-(2-hydroxyethyl)-1H-indol-1-yl]methyl}benzamide  ligand  41  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TWS
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
 TWS  C10  C  CR16  0  -0.253  64.1436  110.1352  276.4175
 TWS  C13  C  CR16  0  -0.295  64.9474  109.1867  278.8882
 TWS  C20  C  CR16  0  -0.377  69.8356  107.9181  274.8949
 TWS  C21  C  CR16  0  -0.269  69.4130  106.6281  275.1540
 TWS  C22  C  CR16  0  -0.284  68.5515  106.3503  276.2277
 TWS  C02  C  CH2   0  -0.150  69.6482  111.4016  273.4547
 TWS  C04  C  CR5   0   0.023  69.6153  110.3717  275.7442
 TWS  C05  C  CR15  0  -0.085  68.9028  110.8459  276.8048
 TWS  C07  C  CH2   0  -0.381  67.3047  109.9692  278.5210
 TWS  C08  C  CR6   0   0.100  65.8775  109.7995  278.0579
 TWS  C09  C  CR16  0  -0.267  65.4623  110.2697  276.8143
 TWS  C11  C  CR6   0  -0.065  63.2150  109.5069  277.2448
 TWS  C12  C  CR16  0  -0.267  63.6269  109.0397  278.4897
 TWS  C14  C  C     0   0.492  61.8039  109.4081  276.7693
 TWS  C18  C  CR56  0   0.376  68.5336  108.6525  276.8011
 TWS  C19  C  CR56  0   0.027  69.3925  108.9558  275.7223
 TWS  C23  C  CR16  0  -0.303  68.1002  107.3541  277.0645
 TWS  N06  N  NR5   0  -0.527  68.2604  109.8214  277.4557
 TWS  N16  N  NH1   0  -0.377  61.1552  108.3069  277.1853
 TWS  O01  O  OH1   0  -0.665  68.4724  112.1285  273.7281
 TWS  O15  O  O     0  -0.469  61.3027  110.2478  276.0405
 TWS  O17  O  OH1   0  -0.539  59.8228  108.1668  276.9564
 TWS  H1   H  HCR6  0   0.264  63.8355  110.5135  275.4518
 TWS  H2   H  HCR6  0   0.263  65.2529  108.8176  279.8598
 TWS  H3   H  HCR6  0   0.240  70.4979  108.1189  274.0614
 TWS  H4   H  HCR6  0   0.245  69.7447  105.8169  274.5185
 TWS  H5   H  HCR6  0   0.249  68.2327  105.3308  276.4026
 TWS  H6   H  HCH2  0   0.192  69.4232  110.4335  272.9880
 TWS  H7   H  HCH2  0   0.200  70.3056  111.9429  272.7613
 TWS  H8   H  HCH2  0   0.240  71.3380  110.6623  274.5142
 TWS  H9   H  HCH2  0   0.244  70.6759  112.1346  275.1891
 TWS  H10  H  HCR5  0   0.282  68.7986  111.8608  277.1589
 TWS  H11  H  HCH2  0   0.278  67.5257  109.2540  279.3162
 TWS  H12  H  HCH2  0   0.292  67.4389  110.9627  278.9524
 TWS  H13  H  HCR6  0   0.260  66.1689  110.7461  276.1446
 TWS  H14  H  HCR6  0   0.265  62.9272  108.5731  279.1718
 TWS  H15  H  HCR6  0   0.258  67.4329  107.1328  277.8885
 TWS  H16  H  HNH1  0   0.423  61.5744  107.5899  277.7585
 TWS  H17  H  HOH1  0   0.451  67.9866  112.2298  272.9050
 TWS  H18  H  HOH1  0   0.479  59.7370  107.6830  276.1237
 TWS  C03  C  CH2   0  -0.572  70.3996  111.1690  274.7577

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
 TWS  O01  C02  single    1.409  0.020  1.409
 TWS  C02  C03  single    1.522  0.020  1.522
 TWS  C20  C21  aromatic  1.382  0.020  1.382
 TWS  C20  C19  aromatic  1.399  0.020  1.399
 TWS  C21  C22  aromatic  1.404  0.020  1.404
 TWS  C03  C04  single    1.491  0.020  1.491
 TWS  C19  C04  aromatic  1.433  0.020  1.433
 TWS  C19  C18  aromatic  1.412  0.020  1.412
 TWS  C04  C05  aromatic  1.363  0.020  1.363
 TWS  C22  C23  aromatic  1.383  0.020  1.383
 TWS  O15  C14  double    1.220  0.020  1.220
 TWS  C10  C09  aromatic  1.384  0.020  1.384
 TWS  C10  C11  aromatic  1.393  0.020  1.393
 TWS  C18  C23  aromatic  1.394  0.020  1.394
 TWS  C18  N06  aromatic  1.367  0.020  1.367
 TWS  C09  C08  aromatic  1.393  0.020  1.393
 TWS  C05  N06  aromatic  1.373  0.020  1.373
 TWS  C14  C11  single    1.492  0.020  1.492
 TWS  C14  N16  single    1.344  0.020  1.344
 TWS  C11  C12  aromatic  1.392  0.020  1.392
 TWS  N06  C07  single    1.439  0.020  1.439
 TWS  O17  N16  single    1.359  0.020  1.359
 TWS  C08  C07  single    1.510  0.020  1.510
 TWS  C08  C13  aromatic  1.389  0.020  1.389
 TWS  C12  C13  aromatic  1.387  0.020  1.387
 TWS  C10  H1   single    0.930  0.020  1.080
 TWS  C13  H2   single    0.930  0.020  1.080
 TWS  C20  H3   single    0.930  0.020  1.080
 TWS  C21  H4   single    0.930  0.020  1.080
 TWS  C22  H5   single    0.930  0.020  1.080
 TWS  C02  H6   single    0.970  0.020  1.090
 TWS  C02  H7   single    0.970  0.020  1.090
 TWS  C03  H8   single    0.970  0.020  1.090
 TWS  C03  H9   single    0.970  0.020  1.090
 TWS  C05  H10  single    0.930  0.020  1.080
 TWS  C07  H11  single    0.970  0.020  1.090
 TWS  C07  H12  single    0.970  0.020  1.090
 TWS  C09  H13  single    0.930  0.020  1.080
 TWS  C12  H14  single    0.930  0.020  1.080
 TWS  C23  H15  single    0.930  0.020  1.080
 TWS  N16  H16  single    0.860  0.020  1.020
 TWS  O01  H17  single    0.850  0.020  0.980
 TWS  O17  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
 TWS  H1   C10  C11  119.86  3.000
 TWS  H1   C10  C09  119.56  3.000
 TWS  C11  C10  C09  120.58  3.000
 TWS  H2   C13  C12  119.34  3.000
 TWS  H2   C13  C08  119.83  3.000
 TWS  C12  C13  C08  120.83  3.000
 TWS  H3   C20  C19  120.73  3.000
 TWS  H3   C20  C21  120.28  3.000
 TWS  C19  C20  C21  118.99  3.000
 TWS  H4   C21  C22  119.25  3.000
 TWS  H4   C21  C20  119.72  3.000
 TWS  C22  C21  C20  121.04  3.000
 TWS  H5   C22  C23  119.34  3.000
 TWS  H5   C22  C21  119.37  3.000
 TWS  C23  C22  C21  121.29  3.000
 TWS  H7   C02  H6   106.79  3.000
 TWS  H7   C02  O01  111.58  3.000
 TWS  H6   C02  O01  111.49  3.000
 TWS  H7   C02  C03  108.68  3.000
 TWS  H6   C02  C03  109.28  3.000
 TWS  O01  C02  C03  108.94  3.000
 TWS  C19  C04  C05  105.92  3.000
 TWS  C05  C04  C03  127.13  3.000
 TWS  C19  C04  C03  126.85  3.000
 TWS  H10  C05  N06  120.03  3.000
 TWS  H10  C05  C04  129.24  3.000
 TWS  N06  C05  C04  110.72  3.000
 TWS  H12  C07  H11  106.47  3.000
 TWS  H12  C07  N06  107.73  3.000
 TWS  H11  C07  N06  109.72  3.000
 TWS  H12  C07  C08  109.86  3.000
 TWS  H11  C07  C08  109.94  3.000
 TWS  N06  C07  C08  112.90  3.000
 TWS  C09  C08  C07  121.18  3.000
 TWS  C07  C08  C13  119.94  3.000
 TWS  C09  C08  C13  118.87  3.000
 TWS  H13  C09  C08  120.38  3.000
 TWS  H13  C09  C10  119.13  3.000
 TWS  C08  C09  C10  120.49  3.000
 TWS  C14  C11  C12  122.86  3.000
 TWS  C12  C11  C10  119.02  3.000
 TWS  C14  C11  C10  118.09  3.000
 TWS  H14  C12  C11  121.11  3.000
 TWS  H14  C12  C13  118.68  3.000
 TWS  C11  C12  C13  120.20  3.000
 TWS  O15  C14  N16  123.41  3.000
 TWS  N16  C14  C11  114.33  3.000
 TWS  O15  C14  C11  122.24  3.000
 TWS  N06  C18  C23  130.07  3.000
 TWS  N06  C18  C19  107.68  3.000
 TWS  C23  C18  C19  122.25  3.000
 TWS  C18  C19  C04  107.16  3.000
 TWS  C18  C19  C20  119.02  3.000
 TWS  C04  C19  C20  133.82  3.000
 TWS  H15  C23  C18  121.71  3.000
 TWS  H15  C23  C22  120.87  3.000
 TWS  C18  C23  C22  117.42  3.000
 TWS  C18  N06  C07  125.10  3.000
 TWS  C07  N06  C05  125.81  3.000
 TWS  C18  N06  C05  108.50  3.000
 TWS  H16  N16  O17  115.45  3.000
 TWS  H16  N16  C14  123.88  3.000
 TWS  O17  N16  C14  120.36  3.000
 TWS  H17  O01  C02  108.05  3.000
 TWS  H18  O17  N16  106.48  3.000
 TWS  H9   C03  H8   106.27  3.000
 TWS  H9   C03  C04  110.13  3.000
 TWS  H8   C03  C04  110.54  3.000
 TWS  H9   C03  C02  109.12  3.000
 TWS  H8   C03  C02  107.68  3.000
 TWS  C04  C03  C02  112.86  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
 TWS  CONST_01  C13  C08  C09  C10    0.00   0.0  0
 TWS  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 TWS  CONST_03  C23  C22  C21  C20    0.00   0.0  0
 TWS  CONST_04  C05  C04  C19  C20  180.00   0.0  0
 TWS  CONST_05  C23  C18  C19  C20    0.00   0.0  0
 TWS  CONST_06  N06  C18  C19  C20  180.00   0.0  0
 TWS  CONST_07  C04  C19  C20  C21  180.00   0.0  0
 TWS  CONST_08  C18  C19  C20  C21    0.00   0.0  0
 TWS  CONST_09  C18  C23  C22  C21    0.00   0.0  0
 TWS  CONST_10  C19  C20  C21  C22    0.00   0.0  0
 TWS  CONST_11  C19  C18  C23  C22    0.00   0.0  0
 TWS  CONST_12  N06  C18  C23  C22  180.00   0.0  0
 TWS  CONST_13  C23  C18  C19  C04  180.00   0.0  0
 TWS  CONST_14  N06  C18  C19  C04    0.00   0.0  0
 TWS  CONST_15  C18  N06  C05  C04    0.00   0.0  0
 TWS  CONST_16  C18  C19  C04  C05    0.00   0.0  0
 TWS  CONST_17  C19  C18  N06  C05    0.00   0.0  0
 TWS  CONST_18  C23  C18  N06  C05  180.00   0.0  0
 TWS  CONST_19  C11  C10  C09  C08    0.00   0.0  0
 TWS  CONST_20  C11  C12  C13  C08    0.00   0.0  0
 TWS  CONST_21  C12  C11  C10  C09    0.00   0.0  0
 TWS  CONST_22  C12  C13  C08  C09    0.00   0.0  0
 TWS  CONST_23  N06  C05  C04  C19    0.00   0.0  0
 TWS  CONST_24  C07  C08  C09  C10  180.00   0.0  0
 TWS  CONST_25  C14  C11  C12  C13  180.00   0.0  0
 TWS  CONST_26  C03  C04  C19  C20    0.00   0.0  0
 TWS  CONST_27  C18  C19  C04  C03  180.00   0.0  0
 TWS  CONST_28  N06  C05  C04  C03  180.00   0.0  0
 TWS  CONST_29  C07  N06  C05  C04  180.00   0.0  0
 TWS  CONST_30  C19  C18  N06  C07  180.00   0.0  0
 TWS  CONST_31  C23  C18  N06  C07    0.00   0.0  0
 TWS  CONST_32  C12  C13  C08  C07  180.00   0.0  0
 TWS  CONST_33  C14  C11  C10  C09  180.00   0.0  0
 TWS  CONST_34  H14  C12  C11  C10  180.00   0.0  0
 TWS  CONST_35  H13  C09  C08  C13  180.00   0.0  0
 TWS  CONST_36  H5   C22  C21  C20  180.00   0.0  0
 TWS  CONST_37  H15  C23  C22  C21  180.00   0.0  0
 TWS  CONST_38  H3   C20  C21  C22  180.00   0.0  0
 TWS  CONST_39  H1   C10  C09  C08  180.00   0.0  0
 TWS  CONST_40  H2   C13  C08  C09  180.00   0.0  0
 TWS  CONST_41  H10  C05  N06  C18  180.00   0.0  0
 TWS  CONST_42  H4   C21  C20  C19  180.00   0.0  0
 TWS  CONST_43  O17  N16  C14  C11  180.00   0.0  0
 TWS  CONST_44  H16  N16  C14  C11    0.00   0.0  0
 TWS  CONST_45  O17  N16  C14  O15    0.00   0.0  0
 TWS  Var_01    N06  C07  C08  C13  144.23  30.0  2
 TWS  Var_02    C08  C07  N06  C05  101.81  30.0  2
 TWS  Var_03    O15  C14  C11  C10  -30.57  30.0  2
 TWS  Var_04    C19  C04  C03  C02   76.53  30.0  2
 TWS  Var_05    O01  C02  C03  C04   61.38  30.0  2

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
 TWS  plan-1  C10  0.020
 TWS  plan-1  C13  0.020
 TWS  plan-1  C07  0.020
 TWS  plan-1  C08  0.020
 TWS  plan-1  C09  0.020
 TWS  plan-1  C11  0.020
 TWS  plan-1  C12  0.020
 TWS  plan-1  C14  0.020
 TWS  plan-1  H1   0.020
 TWS  plan-1  H2   0.020
 TWS  plan-1  H13  0.020
 TWS  plan-1  H14  0.020
 TWS  plan-2  C20  0.020
 TWS  plan-2  C21  0.020
 TWS  plan-2  C22  0.020
 TWS  plan-2  C04  0.020
 TWS  plan-2  C05  0.020
 TWS  plan-2  C07  0.020
 TWS  plan-2  C18  0.020
 TWS  plan-2  C19  0.020
 TWS  plan-2  C23  0.020
 TWS  plan-2  N06  0.020
 TWS  plan-2  H3   0.020
 TWS  plan-2  H4   0.020
 TWS  plan-2  H5   0.020
 TWS  plan-2  H10  0.020
 TWS  plan-2  H15  0.020
 TWS  plan-2  C03  0.020
 TWS  plan-3  C11  0.020
 TWS  plan-3  C14  0.020
 TWS  plan-3  N16  0.020
 TWS  plan-3  O15  0.020
 TWS  plan-3  O17  0.020
 TWS  plan-3  H16  0.020

