# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 10:01:27 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-[(E)-(9H-fluoren-9-ylidenehydrazinylidene)methyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)\C=N\N=C2c3ccccc3c4ccccc24
#
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
 E91  E91  '4-[(E)-(9H-fluoren-9-ylidenehydrazinylidene)methyl]benzoic acid'  ligand  38  25  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E91
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
 E91  O01  O  O      0  -0.588   6.9070  -1.2470  -0.0289
 E91  C02  C  C      0   0.401   6.6538  -0.0279  -0.0222
 E91  O03  O  OC    -1  -0.588   7.4732   0.9095  -0.0100
 E91  C04  C  CR6    0  -0.098   5.1780   0.3582  -0.0298
 E91  C05  C  CR16   0  -0.276   4.7907   1.6950  -0.0428
 E91  C06  C  CR16   0  -0.282   3.4499   2.0442  -0.0491
 E91  C07  C  CR6    0   0.036   2.4598   1.0602  -0.0416
 E91  C08  C  C1     0  -0.027   1.0658   1.4699  -0.0475
 E91  N09  N  N      0  -0.257   0.1079   0.6226  -0.0396
 E91  N10  N  N      0  -0.258  -1.1169   1.2189  -0.0463
 E91  C11  C  CR5    0   0.134  -2.1167   0.4198  -0.0358
 E91  C12  C  CR56   0   0.034  -2.2288  -1.0546  -0.0168
 E91  C13  C  CR16   0  -0.295  -1.2747  -2.0616  -0.0031
 E91  C14  C  CR16   0  -0.261  -1.6999  -3.3874   0.0146
 E91  C15  C  CR16   0  -0.241  -3.0532  -3.7028   0.0184
 E91  C16  C  CR16   0  -0.340  -4.0165  -2.6974   0.0050
 E91  C17  C  CR56   0   0.081  -3.5984  -1.3798  -0.0123
 E91  C18  C  CR5    0   0.121  -4.3836  -0.1416  -0.0277
 E91  C19  C  C1     0  -0.348  -5.7501   0.0753  -0.0298
 E91  C20  C  C1     0  -0.245  -6.2118   1.3892  -0.0457
 E91  C21  C  C1     0  -0.261  -5.3242   2.4615  -0.0593
 E91  C22  C  C1     0  -0.293  -3.9496   2.2432  -0.0574
 E91  C23  C  CR5    0   0.023  -3.4934   0.9377  -0.0414
 E91  C24  C  CR16   0  -0.276   2.8459  -0.2841  -0.0288
 E91  C25  C  CR16   0  -0.268   4.1849  -0.6234  -0.0235
 E91  H2   H  HCR6   0   0.251   5.5465   2.4683  -0.0475
 E91  H3   H  HCR6   0   0.255   3.1657   3.0900  -0.0593
 E91  H4   H  H      0   0.241   0.8599   2.5419  -0.0582
 E91  H6   H  HCR6   0   0.287  -0.2216  -1.8281  -0.0063
 E91  H7   H  HCR6   0   0.262  -0.9643  -4.1806   0.0256
 E91  H8   H  HCR6   0   0.265  -3.3615  -4.7401   0.0327
 E91  H10  H  HCR6   0   0.253  -5.0696  -2.9493   0.0087
 E91  H11  H  H      0   0.254  -6.4523  -0.7486  -0.0196
 E91  H12  H  H      0   0.264  -7.2773   1.5783  -0.0473
 E91  H13  H  H      0   0.263  -5.7071   3.4734  -0.0712
 E91  H14  H  H      0   0.257  -3.2554   3.0735  -0.0679
 E91  H15  H  HCR6   0   0.271   2.0913  -1.0595  -0.0232
 E91  H16  H  HCR6   0   0.249   4.4722  -1.6661  -0.0147

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
 E91  O01  C02  deloc     1.245  0.020  1.245
 E91  C02  O03  deloc     1.245  0.020  1.245
 E91  C02  C04  single    1.526  0.020  1.526
 E91  C05  C04  aromatic  1.392  0.020  1.392
 E91  C05  C06  aromatic  1.386  0.020  1.386
 E91  C04  C25  aromatic  1.396  0.020  1.396
 E91  C06  C07  aromatic  1.396  0.020  1.396
 E91  C25  C24  aromatic  1.381  0.020  1.381
 E91  C07  C24  aromatic  1.399  0.020  1.399
 E91  C07  C08  single    1.453  0.020  1.453
 E91  C08  N09  double    1.279  0.020  1.279
 E91  N09  N10  single    1.362  0.020  1.362
 E91  N10  C11  double    1.280  0.020  1.280
 E91  C22  C21  aromatic  1.392  0.020  1.392
 E91  C22  C23  aromatic  1.383  0.020  1.383
 E91  C21  C20  aromatic  1.392  0.020  1.392
 E91  C11  C23  single    1.471  0.020  1.471
 E91  C11  C12  single    1.479  0.020  1.479
 E91  C23  C18  aromatic  1.399  0.020  1.399
 E91  C20  C19  aromatic  1.393  0.020  1.393
 E91  C12  C13  aromatic  1.387  0.020  1.387
 E91  C12  C17  aromatic  1.408  0.020  1.408
 E91  C18  C19  aromatic  1.384  0.020  1.384
 E91  C18  C17  aromatic  1.466  0.020  1.466
 E91  C13  C14  aromatic  1.392  0.020  1.392
 E91  C17  C16  aromatic  1.382  0.020  1.382
 E91  C14  C15  aromatic  1.390  0.020  1.390
 E91  C16  C15  aromatic  1.392  0.020  1.392
 E91  C05  H2   single    0.930  0.020  1.080
 E91  C06  H3   single    0.930  0.020  1.080
 E91  C08  H4   single    0.930  0.020  1.080
 E91  C13  H6   single    0.930  0.020  1.080
 E91  C14  H7   single    0.930  0.020  1.080
 E91  C15  H8   single    0.930  0.020  1.080
 E91  C16  H10  single    0.930  0.020  1.080
 E91  C19  H11  single    0.930  0.020  1.080
 E91  C20  H12  single    0.930  0.020  1.080
 E91  C21  H13  single    0.930  0.020  1.080
 E91  C22  H14  single    0.930  0.020  1.080
 E91  C24  H15  single    0.930  0.020  1.080
 E91  C25  H16  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
 E91  C04  C02  O03  116.49  3.000
 E91  C04  C02  O01  116.39  3.000
 E91  O03  C02  O01  127.11  3.000
 E91  C25  C04  C05  118.52  3.000
 E91  C25  C04  C02  120.67  3.000
 E91  C05  C04  C02  120.82  3.000
 E91  H2   C05  C06  119.74  3.000
 E91  H2   C05  C04  119.50  3.000
 E91  C06  C05  C04  120.75  3.000
 E91  H3   C06  C07  119.62  3.000
 E91  H3   C06  C05  119.80  3.000
 E91  C07  C06  C05  120.58  3.000
 E91  C24  C07  C08  122.40  3.000
 E91  C08  C07  C06  118.80  3.000
 E91  C24  C07  C06  118.80  3.000
 E91  H4   C08  N09  120.62  3.000
 E91  H4   C08  C07  117.25  3.000
 E91  N09  C08  C07  122.13  3.000
 E91  N10  N09  C08  112.54  3.000
 E91  C11  N10  N09  115.40  3.000
 E91  C23  C11  C12  106.27  3.000
 E91  C12  C11  N10  132.99  3.000
 E91  C23  C11  N10  120.75  3.000
 E91  C17  C12  C13  120.09  3.000
 E91  C17  C12  C11  107.71  3.000
 E91  C13  C12  C11  132.20  3.000
 E91  H6   C13  C14  120.28  3.000
 E91  H6   C13  C12  120.95  3.000
 E91  C14  C13  C12  118.77  3.000
 E91  H7   C14  C15  119.72  3.000
 E91  H7   C14  C13  119.38  3.000
 E91  C15  C14  C13  120.90  3.000
 E91  H8   C15  C16  119.68  3.000
 E91  H8   C15  C14  119.67  3.000
 E91  C16  C15  C14  120.66  3.000
 E91  H10  C16  C17  121.06  3.000
 E91  H10  C16  C15  120.32  3.000
 E91  C17  C16  C15  118.62  3.000
 E91  C18  C17  C16  130.02  3.000
 E91  C16  C17  C12  120.97  3.000
 E91  C18  C17  C12  109.02  3.000
 E91  C23  C18  C19  120.50  3.000
 E91  C19  C18  C17  131.40  3.000
 E91  C23  C18  C17  108.11  3.000
 E91  H11  C19  C20  120.20  3.000
 E91  H11  C19  C18  121.42  3.000
 E91  C20  C19  C18  118.38  3.000
 E91  H12  C20  C21  119.55  3.000
 E91  H12  C20  C19  119.42  3.000
 E91  C21  C20  C19  121.02  3.000
 E91  H13  C21  C22  119.75  3.000
 E91  H13  C21  C20  119.66  3.000
 E91  C22  C21  C20  120.59  3.000
 E91  H14  C22  C23  120.84  3.000
 E91  H14  C22  C21  120.87  3.000
 E91  C23  C22  C21  118.29  3.000
 E91  C22  C23  C18  121.22  3.000
 E91  C18  C23  C11  108.90  3.000
 E91  C22  C23  C11  129.88  3.000
 E91  H15  C24  C25  120.00  3.000
 E91  H15  C24  C07  119.76  3.000
 E91  C25  C24  C07  120.25  3.000
 E91  H16  C25  C24  119.63  3.000
 E91  H16  C25  C04  119.27  3.000
 E91  C24  C25  C04  121.11  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
 E91  CONST_01  C07  C06  C05  C04     0.00   0.0  0
 E91  CONST_02  C07  C24  C25  C04     0.00   0.0  0
 E91  CONST_03  C24  C25  C04  C05     0.00   0.0  0
 E91  CONST_04  C24  C07  C06  C05     0.00   0.0  0
 E91  CONST_05  C25  C04  C05  C06     0.00   0.0  0
 E91  CONST_06  C25  C24  C07  C06     0.00   0.0  0
 E91  CONST_07  C15  C14  C13  C12     0.00   0.0  0
 E91  CONST_08  C23  C18  C17  C12     0.00   0.0  0
 E91  CONST_09  C19  C18  C17  C12   180.00   0.0  0
 E91  CONST_10  C15  C16  C17  C12     0.00   0.0  0
 E91  CONST_11  C18  C17  C12  C13   180.00   0.0  0
 E91  CONST_12  C16  C17  C12  C13     0.00   0.0  0
 E91  CONST_13  C16  C15  C14  C13     0.00   0.0  0
 E91  CONST_14  C17  C12  C13  C14     0.00   0.0  0
 E91  CONST_15  C17  C16  C15  C14     0.00   0.0  0
 E91  CONST_16  C18  C17  C16  C15   180.00   0.0  0
 E91  CONST_17  C23  C18  C17  C16   180.00   0.0  0
 E91  CONST_18  C19  C18  C17  C16     0.00   0.0  0
 E91  CONST_19  C22  C23  C18  C17   180.00   0.0  0
 E91  CONST_20  C20  C19  C18  C17   180.00   0.0  0
 E91  CONST_21  C21  C22  C23  C18     0.00   0.0  0
 E91  CONST_22  C21  C20  C19  C18     0.00   0.0  0
 E91  CONST_23  C22  C21  C20  C19     0.00   0.0  0
 E91  CONST_24  C22  C23  C18  C19     0.00   0.0  0
 E91  CONST_25  C23  C22  C21  C20     0.00   0.0  0
 E91  CONST_26  C23  C18  C19  C20     0.00   0.0  0
 E91  CONST_27  C06  C05  C04  C02   180.00   0.0  0
 E91  CONST_28  C24  C25  C04  C02   180.00   0.0  0
 E91  CONST_29  C08  C07  C06  C05   180.00   0.0  0
 E91  CONST_30  C25  C24  C07  C08   180.00   0.0  0
 E91  CONST_31  H3   C06  C05  C04   180.00   0.0  0
 E91  CONST_32  H15  C24  C25  C04   180.00   0.0  0
 E91  CONST_33  H16  C25  C04  C05   180.00   0.0  0
 E91  CONST_34  H2   C05  C06  C07   180.00   0.0  0
 E91  CONST_35  H14  C22  C23  C11     0.00   0.0  0
 E91  CONST_36  H6   C13  C12  C11     0.00   0.0  0
 E91  CONST_37  H7   C14  C13  C12   180.00   0.0  0
 E91  CONST_38  H10  C16  C17  C12   180.00   0.0  0
 E91  CONST_39  H8   C15  C14  C13   180.00   0.0  0
 E91  CONST_40  H11  C19  C18  C17     0.00   0.0  0
 E91  CONST_41  H12  C20  C19  C18   180.00   0.0  0
 E91  CONST_42  H13  C21  C20  C19   180.00   0.0  0
 E91  Var_01    C22  C23  C11  N10     0.00  30.0  1
 E91  Var_02    C13  C12  C11  N10     0.05  30.0  1
 E91  Var_03    C05  C04  C02  O01  -179.06  30.0  2
 E91  Var_04    N09  C08  C07  C06  -179.91  30.0  2
 E91  Var_05    C23  C11  N10  N09  -180.00  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
 E91  plan-1  C02  0.020
 E91  plan-1  C04  0.020
 E91  plan-1  C05  0.020
 E91  plan-1  C06  0.020
 E91  plan-1  C07  0.020
 E91  plan-1  C08  0.020
 E91  plan-1  C24  0.020
 E91  plan-1  C25  0.020
 E91  plan-1  H2   0.020
 E91  plan-1  H3   0.020
 E91  plan-1  H15  0.020
 E91  plan-1  H16  0.020
 E91  plan-2  C11  0.020
 E91  plan-2  C12  0.020
 E91  plan-2  C13  0.020
 E91  plan-2  C14  0.020
 E91  plan-2  C15  0.020
 E91  plan-2  C16  0.020
 E91  plan-2  C17  0.020
 E91  plan-2  C18  0.020
 E91  plan-2  C19  0.020
 E91  plan-2  C20  0.020
 E91  plan-2  C21  0.020
 E91  plan-2  C22  0.020
 E91  plan-2  C23  0.020
 E91  plan-2  H6   0.020
 E91  plan-2  H7   0.020
 E91  plan-2  H8   0.020
 E91  plan-2  H10  0.020
 E91  plan-2  H11  0.020
 E91  plan-2  H12  0.020
 E91  plan-2  H13  0.020
 E91  plan-2  H14  0.020
 E91  plan-3  O01  0.020
 E91  plan-3  C02  0.020
 E91  plan-3  O03  0.020
 E91  plan-3  C04  0.020
 E91  plan-4  C07  0.020
 E91  plan-4  C08  0.020
 E91  plan-4  N09  0.020
 E91  plan-4  N10  0.020
 E91  plan-4  H4   0.020

