# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 19 17:37:15 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 2-fluoro-3-methyl-N'-(phenylsulfonyl)-5-[(prop-2-en-1-yl)oxy]benzohydrazide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(OCC=C)cc(c1F)C(=O)NN[S](=O)(=O)c2ccccc2
#
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
 O9P  O9P  2-fluoro-3-methyl-N'-(phenylsulfonyl)-5-[(prop-2-en-1-yl)oxy]benzohydrazide  ligand  42  25  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_O9P
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
 O9P  C10  C  C1    0  -0.192   1.3897   4.5105   0.7256
 O9P  C13  C  C     0   0.539   0.5572  -2.0389   0.2093
 O9P  C20  C  CR6   0  -0.221  -2.9268   0.1825   0.0314
 O9P  C21  C  CR16  0  -0.228  -3.5642   0.4971  -1.1630
 O9P  C22  C  CR16  0  -0.240  -3.5756   1.8164  -1.5868
 O9P  C24  C  CR16  0  -0.248  -2.3392   2.4740   0.3745
 O9P  C01  C  CH3   0  -0.718   5.4754  -1.2960  -0.3932
 O9P  C02  C  CR6   0  -0.072   4.1063  -0.7436  -0.1370
 O9P  C03  C  CR6   0   0.514   2.9997  -1.5837  -0.0831
 O9P  C05  C  CR6   0  -0.231   1.7205  -1.1082   0.1241
 O9P  C06  C  CR16  0  -0.398   1.5257   0.2652   0.2917
 O9P  C07  C  CR6   0   0.415   2.6098   1.1295   0.2536
 O9P  C09  C  CH2   0  -0.250   1.2314   3.0347   0.5844
 O9P  C11  C  C2    0  -0.510   0.7969   5.3840  -0.0777
 O9P  C12  C  CR16  0  -0.374   3.8896   0.6128   0.0397
 O9P  C23  C  CR16  0  -0.229  -2.9641   2.8017  -0.8208
 O9P  C25  C  CR16  0  -0.245  -2.3130   1.1565   0.8087
 O9P  N15  N  NH1   0  -0.521  -0.5245  -1.5771  -0.4808
 O9P  N16  N  NC1   0  -0.556  -1.7183  -2.2346  -0.4332
 O9P  O08  O  O2    0  -0.470   2.5203   2.4637   0.4077
 O9P  O14  O  O     0  -0.423   0.5646  -3.0712   0.8377
 O9P  O18  O  OS    0  -0.631  -2.3455  -1.5409   1.9007
 O9P  O19  O  OS    0  -0.643  -4.1139  -2.1782   0.2174
 O9P  S17  S  S     0   1.382  -2.8711  -1.5087   0.5507
 O9P  H1   H  H     0   0.262   1.9953   4.8569   1.5570
 O9P  H2   H  HCR6  0   0.292  -4.0488  -0.2658  -1.7583
 O9P  H3   H  HCR6  0   0.280  -4.0670   2.0759  -2.5144
 O9P  H4   H  HCR6  0   0.277  -1.8775   3.2451   0.9773
 O9P  H5   H  HCH3  0   0.258   5.5341  -1.7678  -1.3749
 O9P  H6   H  HCH3  0   0.255   6.2210  -0.5047  -0.3579
 O9P  H7   H  HCH3  0   0.257   5.7504  -2.0494   0.3452
 O9P  H8   H  HCR6  0   0.282   0.5253   0.6308   0.4777
 O9P  H9   H  HCH2  0   0.236   0.7627   2.6256   1.4885
 O9P  H10  H  HCH2  0   0.234   0.5813   2.7993  -0.2665
 O9P  H11  H  H     0   0.252   0.8990   6.4502   0.0739
 O9P  H12  H  H     0   0.245   0.1879   5.0674  -0.9166
 O9P  H13  H  HCR6  0   0.277   4.7315   1.2938   0.0085
 O9P  H14  H  HCR6  0   0.279  -2.9812   3.8303  -1.1554
 O9P  H15  H  HCR6  0   0.301  -1.8337   0.8995   1.7435
 O9P  H16  H  HNH1  0   0.427  -0.4288  -0.7998  -1.1204
 O9P  H17  H  HNC1  0   0.431  -2.0707  -2.5248  -1.3403
 O9P  F04  F  F     0  -0.297   3.1921  -2.8967  -0.2763

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
 O9P  C23  C24  aromatic  1.388  0.020  1.388
 O9P  C23  C22  aromatic  1.390  0.020  1.390
 O9P  C24  C25  aromatic  1.387  0.020  1.387
 O9P  C22  C21  aromatic  1.386  0.020  1.386
 O9P  C25  C20  aromatic  1.389  0.020  1.389
 O9P  C21  C20  aromatic  1.390  0.020  1.390
 O9P  C01  C02  single    1.498  0.020  1.498
 O9P  C20  S17  single    1.770  0.020  1.770
 O9P  F04  C03  single    1.341  0.020  1.341
 O9P  C02  C03  aromatic  1.390  0.020  1.390
 O9P  C02  C12  aromatic  1.385  0.020  1.385
 O9P  O18  S17  double    1.449  0.020  1.449
 O9P  C03  C05  aromatic  1.380  0.020  1.380
 O9P  S17  O19  double    1.450  0.020  1.450
 O9P  S17  N16  single    1.680  0.020  1.680
 O9P  C12  C07  aromatic  1.397  0.020  1.397
 O9P  N15  N16  single    1.364  0.020  1.364
 O9P  N15  C13  single    1.364  0.020  1.364
 O9P  C05  C13  single    1.492  0.020  1.492
 O9P  C05  C06  aromatic  1.397  0.020  1.397
 O9P  C13  O14  double    1.209  0.020  1.209
 O9P  C07  C06  aromatic  1.387  0.020  1.387
 O9P  C07  O08  single    1.346  0.020  1.346
 O9P  C09  O08  single    1.421  0.020  1.421
 O9P  C09  C10  single    1.491  0.020  1.491
 O9P  C10  C11  double    1.327  0.020  1.327
 O9P  C10  H1   single    0.930  0.020  1.080
 O9P  C21  H2   single    0.930  0.020  1.080
 O9P  C22  H3   single    0.930  0.020  1.080
 O9P  C24  H4   single    0.930  0.020  1.080
 O9P  C01  H5   single    0.970  0.020  1.090
 O9P  C01  H6   single    0.970  0.020  1.090
 O9P  C01  H7   single    0.970  0.020  1.090
 O9P  C06  H8   single    0.930  0.020  1.080
 O9P  C09  H9   single    0.970  0.020  1.090
 O9P  C09  H10  single    0.970  0.020  1.090
 O9P  C11  H11  single    0.930  0.020  1.080
 O9P  C11  H12  single    0.930  0.020  1.080
 O9P  C12  H13  single    0.930  0.020  1.080
 O9P  C23  H14  single    0.930  0.020  1.080
 O9P  C25  H15  single    0.930  0.020  1.080
 O9P  N15  H16  single    0.860  0.020  1.020
 O9P  N16  H17  single    0.890  0.020  1.040

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
 O9P  H1   C10  C11  120.20  3.000
 O9P  H1   C10  C09  116.60  3.000
 O9P  C11  C10  C09  123.16  3.000
 O9P  O14  C13  N15  123.86  3.000
 O9P  O14  C13  C05  123.89  3.000
 O9P  N15  C13  C05  112.23  3.000
 O9P  S17  C20  C25  119.46  3.000
 O9P  S17  C20  C21  118.87  3.000
 O9P  C25  C20  C21  121.66  3.000
 O9P  H2   C21  C22  119.94  3.000
 O9P  H2   C21  C20  121.23  3.000
 O9P  C22  C21  C20  118.82  3.000
 O9P  H3   C22  C23  120.18  3.000
 O9P  H3   C22  C21  119.65  3.000
 O9P  C23  C22  C21  120.18  3.000
 O9P  H4   C24  C25  119.62  3.000
 O9P  H4   C24  C23  120.24  3.000
 O9P  C25  C24  C23  120.14  3.000
 O9P  H7   C01  H6   107.93  3.000
 O9P  H7   C01  H5   107.28  3.000
 O9P  H6   C01  H5   107.88  3.000
 O9P  H7   C01  C02  111.68  3.000
 O9P  H6   C01  C02  110.65  3.000
 O9P  H5   C01  C02  111.25  3.000
 O9P  C12  C02  C03  117.53  3.000
 O9P  C12  C02  C01  121.73  3.000
 O9P  C03  C02  C01  120.74  3.000
 O9P  F04  C03  C05  119.47  3.000
 O9P  C05  C03  C02  122.36  3.000
 O9P  F04  C03  C02  118.15  3.000
 O9P  C06  C05  C03  119.07  3.000
 O9P  C06  C05  C13  119.83  3.000
 O9P  C03  C05  C13  121.07  3.000
 O9P  H8   C06  C07  121.14  3.000
 O9P  H8   C06  C05  118.82  3.000
 O9P  C07  C06  C05  120.01  3.000
 O9P  O08  C07  C12  116.43  3.000
 O9P  O08  C07  C06  124.23  3.000
 O9P  C12  C07  C06  119.34  3.000
 O9P  H10  C09  H9   107.82  3.000
 O9P  H10  C09  O08  110.80  3.000
 O9P  H9   C09  O08  109.88  3.000
 O9P  H10  C09  C10  110.42  3.000
 O9P  H9   C09  C10  109.65  3.000
 O9P  O08  C09  C10  108.25  3.000
 O9P  H12  C11  H11  116.71  3.000
 O9P  H12  C11  C10  121.83  3.000
 O9P  H11  C11  C10  121.46  3.000
 O9P  H13  C12  C07  118.95  3.000
 O9P  H13  C12  C02  119.37  3.000
 O9P  C07  C12  C02  121.69  3.000
 O9P  H14  C23  C24  119.86  3.000
 O9P  H14  C23  C22  119.78  3.000
 O9P  C24  C23  C22  120.36  3.000
 O9P  H15  C25  C24  120.29  3.000
 O9P  H15  C25  C20  120.86  3.000
 O9P  C24  C25  C20  118.84  3.000
 O9P  H16  N15  N16  118.40  3.000
 O9P  H16  N15  C13  120.35  3.000
 O9P  N16  N15  C13  120.90  3.000
 O9P  H17  N16  S17  114.10  3.000
 O9P  H17  N16  N15  114.23  3.000
 O9P  S17  N16  N15  114.38  3.000
 O9P  C09  O08  C07  118.22  3.000
 O9P  O19  S17  O18  120.97  3.000
 O9P  O19  S17  N16  104.70  3.000
 O9P  O18  S17  N16  106.68  3.000
 O9P  N16  S17  C20  105.22  3.000
 O9P  O19  S17  C20  110.28  3.000
 O9P  O18  S17  C20  107.82  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
 O9P  CONST_01  C23  C24  C25  C20     0.00   0.0  0
 O9P  CONST_02  C23  C22  C21  C20     0.00   0.0  0
 O9P  CONST_03  C24  C23  C22  C21     0.00   0.0  0
 O9P  CONST_04  C24  C25  C20  C21     0.00   0.0  0
 O9P  CONST_05  C25  C24  C23  C22     0.00   0.0  0
 O9P  CONST_06  C25  C20  C21  C22     0.00   0.0  0
 O9P  CONST_07  C06  C05  C03  C02     0.00   0.0  0
 O9P  CONST_08  C06  C07  C12  C02     0.00   0.0  0
 O9P  CONST_09  C07  C12  C02  C03     0.00   0.0  0
 O9P  CONST_10  C07  C06  C05  C03     0.00   0.0  0
 O9P  CONST_11  C12  C02  C03  C05     0.00   0.0  0
 O9P  CONST_12  C12  C07  C06  C05     0.00   0.0  0
 O9P  CONST_13  C02  C03  C05  C13   180.00   0.0  0
 O9P  CONST_14  C07  C06  C05  C13   180.00   0.0  0
 O9P  CONST_15  S17  C20  C21  C22   180.00   0.0  0
 O9P  CONST_16  S17  C20  C25  C24   180.00   0.0  0
 O9P  CONST_17  C05  C03  C02  C01   180.00   0.0  0
 O9P  CONST_18  C07  C12  C02  C01   180.00   0.0  0
 O9P  CONST_19  O08  C07  C12  C02   180.00   0.0  0
 O9P  CONST_20  O08  C07  C06  C05   180.00   0.0  0
 O9P  CONST_21  F04  C03  C05  C06   180.00   0.0  0
 O9P  CONST_22  F04  C03  C02  C12   180.00   0.0  0
 O9P  CONST_23  H4   C24  C25  C20   180.00   0.0  0
 O9P  CONST_24  H3   C22  C21  C20   180.00   0.0  0
 O9P  CONST_25  H14  C23  C22  C21   180.00   0.0  0
 O9P  CONST_26  H15  C25  C20  C21   180.00   0.0  0
 O9P  CONST_27  H13  C12  C02  C03   180.00   0.0  0
 O9P  CONST_28  H8   C06  C05  C03   180.00   0.0  0
 O9P  CONST_29  H2   C21  C22  C23   180.00   0.0  0
 O9P  CONST_30  N16  N15  C13  C05   180.00   0.0  0
 O9P  CONST_31  H16  N15  C13  C05     0.00   0.0  0
 O9P  CONST_32  O14  C13  N15  N16     0.00   0.0  0
 O9P  Var_01    O18  S17  C20  C21  -171.35  30.0  2
 O9P  Var_02    N15  C13  C05  C03  -137.07  30.0  2
 O9P  Var_03    C12  C07  O08  C09   178.00  30.0  2
 O9P  Var_04    H5   C01  C02  C03    62.57  30.0  2
 O9P  Var_05    N15  N16  S17  C20    51.11  30.0  3
 O9P  Var_06    H9   C09  O08  C07    60.53  30.0  2
 O9P  Var_07    S17  N16  N15  C13   103.48  30.0  2
 O9P  Var_08    O08  C09  C10  C11   122.18  30.0  1
 O9P  Var_09    H11  C11  C10  C09   177.51   0.0  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
 O9P  plan-1  C13  0.020
 O9P  plan-1  C01  0.020
 O9P  plan-1  C02  0.020
 O9P  plan-1  C03  0.020
 O9P  plan-1  C05  0.020
 O9P  plan-1  C06  0.020
 O9P  plan-1  C07  0.020
 O9P  plan-1  C12  0.020
 O9P  plan-1  O08  0.020
 O9P  plan-1  H8   0.020
 O9P  plan-1  H13  0.020
 O9P  plan-1  F04  0.020
 O9P  plan-2  C20  0.020
 O9P  plan-2  C21  0.020
 O9P  plan-2  C22  0.020
 O9P  plan-2  C24  0.020
 O9P  plan-2  C23  0.020
 O9P  plan-2  C25  0.020
 O9P  plan-2  S17  0.020
 O9P  plan-2  H2   0.020
 O9P  plan-2  H3   0.020
 O9P  plan-2  H4   0.020
 O9P  plan-2  H14  0.020
 O9P  plan-2  H15  0.020
 O9P  plan-3  C13  0.020
 O9P  plan-3  C05  0.020
 O9P  plan-3  N15  0.020
 O9P  plan-3  N16  0.020
 O9P  plan-3  O14  0.020
 O9P  plan-3  H16  0.020
 O9P  plan-4  C10  0.020
 O9P  plan-4  C09  0.020
 O9P  plan-4  C11  0.020
 O9P  plan-4  H1   0.020
 O9P  plan-4  H11  0.020
 O9P  plan-4  H12  0.020

