# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 08:50:16 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: [(9H-fluoren-9-ylideneamino)oxy]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CON=C1c2ccccc2c3ccccc13
#
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
 ES8  ES8  '[(9H-fluoren-9-ylideneamino)oxy]acetic acid'  ligand  30  19  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ES8
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
 ES8  O19  O  O     0  -0.415   4.2770  -0.6954  -0.0195
 ES8  C17  C  C     0   0.499   4.2768   0.5047  -0.0120
 ES8  O18  O  OH1   0  -0.579   5.3680   1.2574  -0.0111
 ES8  C16  C  CH2   0  -0.212   3.0437   1.3721  -0.0046
 ES8  O15  O  O2    0  -0.380   1.9339   0.5105  -0.0076
 ES8  N14  N  N     0  -0.096   0.7841   1.2206  -0.0043
 ES8  C07  C  CR5   0   0.118  -0.2552   0.4833  -0.0080
 ES8  C03  C  CR56  0   0.028  -1.6003   1.0785  -0.0043
 ES8  C04  C  CR16  0  -0.273  -1.9942   2.4037   0.0030
 ES8  C05  C  CR16  0  -0.242  -3.3559   2.6872   0.0061
 ES8  C06  C  CR16  0  -0.226  -4.2945   1.6600   0.0014
 ES8  C01  C  CR16  0  -0.328  -3.8957   0.3274  -0.0059
 ES8  C08  C  CR56  0   0.038  -0.4363  -0.9791  -0.0146
 ES8  C13  C  CR16  0  -0.287   0.4708  -2.0292  -0.0196
 ES8  C12  C  CR16  0  -0.239  -0.0223  -3.3311  -0.0232
 ES8  C11  C  CR16  0  -0.220  -1.3890  -3.5799  -0.0216
 ES8  C10  C  CR16  0  -0.321  -2.3014  -2.5295  -0.0174
 ES8  C09  C  CR56  0   0.091  -1.8205  -1.2335  -0.0141
 ES8  C02  C  CR56  0   0.121  -2.5410   0.0425  -0.0084
 ES8  H1   H  HOH1  0   0.467   6.1545   0.6947  -0.0210
 ES8  H2   H  HCH2  0   0.265   3.0556   2.0150   0.8821
 ES8  H3   H  HCH2  0   0.263   3.0531   2.0237  -0.8849
 ES8  H4   H  HCR6  0   0.237  -1.2644   3.2022   0.0068
 ES8  H5   H  HCR6  0   0.243  -3.6884   3.7164   0.0138
 ES8  H6   H  HCR6  0   0.243  -5.3493   1.8996   0.0042
 ES8  H7   H  HCR6  0   0.225  -4.6382  -0.4602  -0.0094
 ES8  H8   H  HCR6  0   0.267   1.5375  -1.8615  -0.0210
 ES8  H9   H  HCR6  0   0.243   0.6724  -4.1598  -0.0266
 ES8  H10  H  HCR6  0   0.245  -1.7475  -4.6005  -0.0224
 ES8  H11  H  HCR6  0   0.225  -3.3647  -2.7312  -0.0159

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
 ES8  O19  C17  double    1.200  0.020  1.200
 ES8  C16  C17  single    1.508  0.020  1.508
 ES8  C16  O15  single    1.405  0.020  1.405
 ES8  C17  O18  single    1.326  0.020  1.326
 ES8  O15  N14  single    1.351  0.020  1.351
 ES8  N14  C07  double    1.274  0.020  1.274
 ES8  C04  C03  aromatic  1.382  0.020  1.382
 ES8  C04  C05  aromatic  1.391  0.020  1.391
 ES8  C07  C03  single    1.471  0.020  1.471
 ES8  C07  C08  single    1.474  0.020  1.474
 ES8  C03  C02  aromatic  1.399  0.020  1.399
 ES8  C05  C06  aromatic  1.391  0.020  1.391
 ES8  C08  C13  aromatic  1.388  0.020  1.388
 ES8  C08  C09  aromatic  1.407  0.020  1.407
 ES8  C13  C12  aromatic  1.392  0.020  1.392
 ES8  C02  C09  aromatic  1.465  0.020  1.465
 ES8  C02  C01  aromatic  1.384  0.020  1.384
 ES8  C06  C01  aromatic  1.391  0.020  1.391
 ES8  C09  C10  aromatic  1.382  0.020  1.382
 ES8  C12  C11  aromatic  1.389  0.020  1.389
 ES8  C10  C11  aromatic  1.391  0.020  1.391
 ES8  O18  H1   single    0.850  0.020  0.980
 ES8  C16  H2   single    0.970  0.020  1.090
 ES8  C16  H3   single    0.970  0.020  1.090
 ES8  C04  H4   single    0.930  0.020  1.080
 ES8  C05  H5   single    0.930  0.020  1.080
 ES8  C06  H6   single    0.930  0.020  1.080
 ES8  C01  H7   single    0.930  0.020  1.080
 ES8  C13  H8   single    0.930  0.020  1.080
 ES8  C12  H9   single    0.930  0.020  1.080
 ES8  C11  H10  single    0.930  0.020  1.080
 ES8  C10  H11  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
 ES8  C16  C17  O18  110.28  3.000
 ES8  O18  C17  O19  124.59  3.000
 ES8  C16  C17  O19  125.13  3.000
 ES8  H1   O18  C17  109.82  3.000
 ES8  H3   C16  H2   107.54  3.000
 ES8  H3   C16  O15  111.71  3.000
 ES8  H2   C16  O15  111.74  3.000
 ES8  H3   C16  C17  109.34  3.000
 ES8  H2   C16  C17  109.44  3.000
 ES8  O15  C16  C17  107.05  3.000
 ES8  N14  O15  C16  110.47  3.000
 ES8  C07  N14  O15  112.95  3.000
 ES8  C08  C07  C03  106.81  3.000
 ES8  C08  C07  N14  132.41  3.000
 ES8  C03  C07  N14  120.78  3.000
 ES8  C02  C03  C04  121.21  3.000
 ES8  C02  C03  C07  108.37  3.000
 ES8  C04  C03  C07  130.42  3.000
 ES8  H4   C04  C05  120.66  3.000
 ES8  H4   C04  C03  121.02  3.000
 ES8  C05  C04  C03  118.32  3.000
 ES8  H5   C05  C06  119.68  3.000
 ES8  H5   C05  C04  119.67  3.000
 ES8  C06  C05  C04  120.66  3.000
 ES8  H6   C06  C01  119.46  3.000
 ES8  H6   C06  C05  119.62  3.000
 ES8  C01  C06  C05  120.92  3.000
 ES8  H7   C01  C02  121.44  3.000
 ES8  H7   C01  C06  120.03  3.000
 ES8  C02  C01  C06  118.54  3.000
 ES8  C09  C08  C13  120.41  3.000
 ES8  C09  C08  C07  107.47  3.000
 ES8  C13  C08  C07  132.12  3.000
 ES8  H8   C13  C12  119.68  3.000
 ES8  H8   C13  C08  121.89  3.000
 ES8  C12  C13  C08  118.43  3.000
 ES8  H9   C12  C11  119.66  3.000
 ES8  H9   C12  C13  119.28  3.000
 ES8  C11  C12  C13  121.06  3.000
 ES8  H10  C11  C10  119.66  3.000
 ES8  H10  C11  C12  119.67  3.000
 ES8  C10  C11  C12  120.67  3.000
 ES8  H11  C10  C09  121.10  3.000
 ES8  H11  C10  C11  120.24  3.000
 ES8  C09  C10  C11  118.66  3.000
 ES8  C02  C09  C10  130.19  3.000
 ES8  C10  C09  C08  120.77  3.000
 ES8  C02  C09  C08  109.04  3.000
 ES8  C09  C02  C01  131.32  3.000
 ES8  C01  C02  C03  120.36  3.000
 ES8  C09  C02  C03  108.31  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
 ES8  CONST_01  C06  C05  C04  C03    0.00   0.0  0
 ES8  CONST_02  C08  C09  C02  C03    0.00   0.0  0
 ES8  CONST_03  C10  C09  C02  C03  180.00   0.0  0
 ES8  CONST_04  C06  C01  C02  C03    0.00   0.0  0
 ES8  CONST_05  C09  C02  C03  C04  180.00   0.0  0
 ES8  CONST_06  C01  C02  C03  C04    0.00   0.0  0
 ES8  CONST_07  C01  C06  C05  C04    0.00   0.0  0
 ES8  CONST_08  C02  C03  C04  C05    0.00   0.0  0
 ES8  CONST_09  C02  C01  C06  C05    0.00   0.0  0
 ES8  CONST_10  C09  C02  C01  C06  180.00   0.0  0
 ES8  CONST_11  C08  C09  C02  C01  180.00   0.0  0
 ES8  CONST_12  C10  C09  C02  C01    0.00   0.0  0
 ES8  CONST_13  C11  C12  C13  C08    0.00   0.0  0
 ES8  CONST_14  C11  C10  C09  C08    0.00   0.0  0
 ES8  CONST_15  C02  C09  C08  C13  180.00   0.0  0
 ES8  CONST_16  C10  C09  C08  C13    0.00   0.0  0
 ES8  CONST_17  C10  C11  C12  C13    0.00   0.0  0
 ES8  CONST_18  C09  C08  C13  C12    0.00   0.0  0
 ES8  CONST_19  C09  C10  C11  C12    0.00   0.0  0
 ES8  CONST_20  C02  C09  C10  C11  180.00   0.0  0
 ES8  CONST_21  H4   C04  C03  C07    0.00   0.0  0
 ES8  CONST_22  H8   C13  C08  C07    0.00   0.0  0
 ES8  CONST_23  H5   C05  C04  C03  180.00   0.0  0
 ES8  CONST_24  H7   C01  C02  C03  180.00   0.0  0
 ES8  CONST_25  H6   C06  C05  C04  180.00   0.0  0
 ES8  CONST_26  H9   C12  C13  C08  180.00   0.0  0
 ES8  CONST_27  H11  C10  C09  C08  180.00   0.0  0
 ES8  CONST_28  H10  C11  C12  C13  180.00   0.0  0
 ES8  CONST_29  H1   O18  C17  O19    0.00   0.0  0
 ES8  Var_01    C04  C03  C07  N14   -0.00  30.0  1
 ES8  Var_02    C13  C08  C07  N14   -0.04  30.0  1
 ES8  Var_03    C03  C07  N14  O15  179.96  30.0  2
 ES8  Var_04    O15  C16  C17  O19    0.02  30.0  1

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
 ES8  plan-1  O19  0.020
 ES8  plan-1  C17  0.020
 ES8  plan-1  O18  0.020
 ES8  plan-1  C16  0.020
 ES8  plan-1  H1   0.020
 ES8  plan-2  C07  0.020
 ES8  plan-2  C03  0.020
 ES8  plan-2  C04  0.020
 ES8  plan-2  C05  0.020
 ES8  plan-2  C06  0.020
 ES8  plan-2  C01  0.020
 ES8  plan-2  C08  0.020
 ES8  plan-2  C13  0.020
 ES8  plan-2  C12  0.020
 ES8  plan-2  C11  0.020
 ES8  plan-2  C10  0.020
 ES8  plan-2  C09  0.020
 ES8  plan-2  C02  0.020
 ES8  plan-2  H4   0.020
 ES8  plan-2  H5   0.020
 ES8  plan-2  H6   0.020
 ES8  plan-2  H7   0.020
 ES8  plan-2  H8   0.020
 ES8  plan-2  H9   0.020
 ES8  plan-2  H10  0.020
 ES8  plan-2  H11  0.020

