# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 06:34:14 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 2,2'-{[9-(hydroxyimino)-9H-fluorene-2,7-diyl]bis(oxy)}diacetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O/N=C1/c2cc(OCC(O)=O)ccc2c3ccc(OCC(O)=O)cc13
#
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
 3A3  3A3  '2,2'-{[9-(hydroxyimino)-9H-fluorene-2,7-diyl]bis(oxy)}diacetic acid'  ligand  36  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3A3
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
 3A3  O24   O  OC    -1  -0.622  -8.1215  -0.8908  -0.0447
 3A3  C11   C  C      0   0.384  -7.1890  -0.0637  -0.0444
 3A3  O14   O  O      0  -0.592  -7.2625   1.1729  -0.0678
 3A3  C19   C  CH2    0  -0.332  -5.7959  -0.7148  -0.0096
 3A3  O17   O  O2     0  -0.463  -4.7823   0.2723  -0.0109
 3A3  C15   C  CR6    0   0.399  -3.4955  -0.1105  -0.0009
 3A3  C10   C  CR16   0  -0.414  -2.5525   0.9261  -0.0045
 3A3  C22   C  CR16   0  -0.379  -3.0666  -1.4407   0.0113
 3A3  C8    C  CR16   0  -0.342  -1.7078  -1.7492   0.0170
 3A3  C4    C  CR56   0   0.097  -0.7768  -0.7289   0.0120
 3A3  C3    C  CR56   0   0.049  -1.2140   0.6025   0.0021
 3A3  C1    C  CR5    0   0.094  -0.0293   1.4794  -0.0006
 3A3  N6    N  N      0  -0.113  -0.1590   2.7466  -0.0080
 3A3  O23   O  OH1    0  -0.526   1.0090   3.4218  -0.0098
 3A3  C2    C  CR56   0   0.050   1.1524   0.5945   0.0062
 3A3  C9    C  CR16   0  -0.411   2.5054   0.8719   0.0053
 3A3  C5    C  CR56   0   0.069   0.6853  -0.7352   0.0137
 3A3  C7    C  CR16   0  -0.337   1.5883  -1.7778   0.0200
 3A3  C21   C  CR16   0  -0.375   2.9558  -1.5091   0.0181
 3A3  C16   C  CR6    0   0.409   3.4185  -0.1932   0.0111
 3A3  O18   O  O2     0  -0.463   4.7146   0.1577   0.0092
 3A3  C20   C  CH2    0  -0.333   5.7018  -0.8559   0.0162
 3A3  C12   C  C      0   0.384   7.1121  -0.2421   0.0241
 3A3  O25   O  OC    -1  -0.622   8.0221  -1.0938   0.0202
 3A3  O13   O  O      0  -0.592   7.2188   0.9923   0.0337
 3A3  H191  H  HCH2   0   0.228  -5.6923  -1.3786  -0.8770
 3A3  H192  H  HCH2   0   0.228  -5.7205  -1.3458   0.8849
 3A3  H10   H  HCR6   0   0.255  -2.8856   1.9570  -0.0130
 3A3  H22   H  HCR6   0   0.280  -3.7778  -2.2541   0.0162
 3A3  H8    H  HCR6   0   0.251  -1.4020  -2.7882   0.0250
 3A3  H23   H  HOH1   0   0.487   0.7532   4.3513  -0.0165
 3A3  H9    H  HCR6   0   0.262   2.8859   1.8830  -0.0004
 3A3  H7    H  HCR6   0   0.253   1.2523  -2.8075   0.0267
 3A3  H21   H  HCR6   0   0.282   3.6438  -2.3425   0.0205
 3A3  H201  H  HCH2   0   0.228   5.5897  -1.4997   0.8976
 3A3  H202  H  HCH2   0   0.228   5.5992  -1.5020  -0.8646

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
 3A3  O24  C11   deloc     1.246  0.020  1.246
 3A3  C11  O14   deloc     1.239  0.020  1.239
 3A3  C11  C19   single    1.538  0.020  1.538
 3A3  C19  O17   single    1.415  0.020  1.415
 3A3  C19  H191  single    0.970  0.020  1.090
 3A3  C19  H192  single    0.970  0.020  1.090
 3A3  O17  C15   single    1.343  0.020  1.343
 3A3  C15  C10   aromatic  1.401  0.020  1.401
 3A3  C15  C22   aromatic  1.398  0.020  1.398
 3A3  C10  C3    aromatic  1.377  0.020  1.377
 3A3  C10  H10   single    0.930  0.020  1.080
 3A3  C22  C8    aromatic  1.393  0.020  1.393
 3A3  C22  H22   single    0.930  0.020  1.080
 3A3  C8   C4    aromatic  1.381  0.020  1.381
 3A3  C8   H8    single    0.930  0.020  1.080
 3A3  C4   C3    aromatic  1.401  0.020  1.401
 3A3  C4   C5    aromatic  1.462  0.020  1.462
 3A3  C3   C1    single    1.474  0.020  1.474
 3A3  C1   N6    double    1.274  0.020  1.274
 3A3  C1   C2    single    1.476  0.020  1.476
 3A3  N6   O23   single    1.349  0.020  1.349
 3A3  O23  H23   single    0.850  0.020  0.980
 3A3  C2   C9    aromatic  1.381  0.020  1.381
 3A3  C2   C5    aromatic  1.409  0.020  1.409
 3A3  C9   C16   aromatic  1.403  0.020  1.403
 3A3  C9   H9    single    0.930  0.020  1.080
 3A3  C5   C7    aromatic  1.379  0.020  1.379
 3A3  C7   C21   aromatic  1.394  0.020  1.394
 3A3  C7   H7    single    0.930  0.020  1.080
 3A3  C21  C16   aromatic  1.395  0.020  1.395
 3A3  C21  H21   single    0.930  0.020  1.080
 3A3  C16  O18   single    1.343  0.020  1.343
 3A3  O18  C20   single    1.415  0.020  1.415
 3A3  C20  C12   single    1.538  0.020  1.538
 3A3  C20  H201  single    0.970  0.020  1.090
 3A3  C20  H202  single    0.970  0.020  1.090
 3A3  C12  O25   deloc     1.246  0.020  1.246
 3A3  C12  O13   deloc     1.239  0.020  1.239

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
 3A3  C19   C11  O14   118.46  3.000
 3A3  C19   C11  O24   113.38  3.000
 3A3  O14   C11  O24   128.16  3.000
 3A3  H192  C19  H191  106.87  3.000
 3A3  H192  C19  O17   110.66  3.000
 3A3  H191  C19  O17   110.72  3.000
 3A3  H192  C19  C11   108.91  3.000
 3A3  H191  C19  C11   108.89  3.000
 3A3  O17   C19  C11   110.70  3.000
 3A3  C15   O17  C19   119.19  3.000
 3A3  C22   C15  C10   119.84  3.000
 3A3  C22   C15  O17   124.44  3.000
 3A3  C10   C15  O17   115.72  3.000
 3A3  H10   C10  C3    121.49  3.000
 3A3  H10   C10  C15   119.80  3.000
 3A3  C3    C10  C15   118.70  3.000
 3A3  H22   C22  C8    118.37  3.000
 3A3  H22   C22  C15   120.96  3.000
 3A3  C8    C22  C15   120.66  3.000
 3A3  H8    C8   C4    121.22  3.000
 3A3  H8    C8   C22   119.19  3.000
 3A3  C4    C8   C22   119.59  3.000
 3A3  C5    C4   C3    108.43  3.000
 3A3  C5    C4   C8    132.13  3.000
 3A3  C3    C4   C8    119.44  3.000
 3A3  C1    C3   C4    108.33  3.000
 3A3  C1    C3   C10   129.90  3.000
 3A3  C4    C3   C10   121.77  3.000
 3A3  C2    C1   N6    132.67  3.000
 3A3  C2    C1   C3    106.67  3.000
 3A3  N6    C1   C3    120.67  3.000
 3A3  O23   N6   C1    114.19  3.000
 3A3  H23   O23  N6    104.64  3.000
 3A3  C5    C2   C9    120.94  3.000
 3A3  C5    C2   C1    107.47  3.000
 3A3  C9    C2   C1    131.58  3.000
 3A3  H9    C9   C16   118.77  3.000
 3A3  H9    C9   C2    122.21  3.000
 3A3  C16   C9   C2    119.02  3.000
 3A3  C7    C5   C2    119.75  3.000
 3A3  C7    C5   C4    131.15  3.000
 3A3  C2    C5   C4    109.11  3.000
 3A3  H7    C7   C21   119.19  3.000
 3A3  H7    C7   C5    121.03  3.000
 3A3  C21   C7   C5    119.78  3.000
 3A3  H21   C21  C16   121.09  3.000
 3A3  H21   C21  C7    118.42  3.000
 3A3  C16   C21  C7    120.49  3.000
 3A3  O18   C16  C21   124.52  3.000
 3A3  O18   C16  C9    115.45  3.000
 3A3  C21   C16  C9    120.03  3.000
 3A3  C20   O18  C16   119.09  3.000
 3A3  H202  C20  H201  106.85  3.000
 3A3  H202  C20  C12   108.96  3.000
 3A3  H201  C20  C12   108.88  3.000
 3A3  H202  C20  O18   110.65  3.000
 3A3  H201  C20  O18   110.67  3.000
 3A3  C12   C20  O18   110.73  3.000
 3A3  O13   C12  O25   128.16  3.000
 3A3  O13   C12  C20   118.46  3.000
 3A3  O25   C12  C20   113.38  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
 3A3  CONST_01  C4    C3   C10  C15     0.00   0.0  0
 3A3  CONST_02  C4    C8   C22  C15     0.00   0.0  0
 3A3  CONST_03  C8    C22  C15  C10     0.00   0.0  0
 3A3  CONST_04  C8    C4   C3   C10     0.00   0.0  0
 3A3  CONST_05  C5    C4   C3   C10   180.00   0.0  0
 3A3  CONST_06  C3    C10  C15  C22     0.00   0.0  0
 3A3  CONST_07  C3    C4   C8   C22     0.00   0.0  0
 3A3  CONST_08  C5    C4   C8   C22   180.00   0.0  0
 3A3  CONST_09  C2    C5   C4   C8    180.00   0.0  0
 3A3  CONST_10  C7    C5   C4   C8      0.00   0.0  0
 3A3  CONST_11  C9    C2   C5   C4    180.00   0.0  0
 3A3  CONST_12  C21   C7   C5   C4    180.00   0.0  0
 3A3  CONST_13  C2    C5   C4   C3      0.00   0.0  0
 3A3  CONST_14  C7    C5   C4   C3    180.00   0.0  0
 3A3  CONST_15  C21   C16  C9   C2      0.00   0.0  0
 3A3  CONST_16  C21   C7   C5   C2      0.00   0.0  0
 3A3  CONST_17  C7    C5   C2   C9      0.00   0.0  0
 3A3  CONST_18  C7    C21  C16  C9      0.00   0.0  0
 3A3  CONST_19  C16   C9   C2   C5      0.00   0.0  0
 3A3  CONST_20  C16   C21  C7   C5      0.00   0.0  0
 3A3  CONST_21  C3    C10  C15  O17   180.00   0.0  0
 3A3  CONST_22  C8    C22  C15  O17   180.00   0.0  0
 3A3  CONST_23  O18   C16  C9   C2    180.00   0.0  0
 3A3  CONST_24  O18   C16  C21  C7    180.00   0.0  0
 3A3  CONST_25  H8    C8   C22  C15   180.00   0.0  0
 3A3  CONST_26  H22   C22  C15  C10   180.00   0.0  0
 3A3  CONST_27  H10   C10  C15  C22   180.00   0.0  0
 3A3  CONST_28  H7    C7   C5   C4      0.00   0.0  0
 3A3  CONST_29  H9    C9   C2   C1      0.00   0.0  0
 3A3  CONST_30  H21   C21  C16  C9    180.00   0.0  0
 3A3  Var_01    N6    C1   C3   C10     0.12  30.0  1
 3A3  Var_02    C9    C2   C1   N6     -0.08  30.0  1
 3A3  Var_03    C10   C15  O17  C19   179.93  30.0  2
 3A3  Var_04    C2    C1   N6   O23    -0.01  30.0  2
 3A3  Var_05    C12   C20  O18  C16  -179.54  30.0  3
 3A3  Var_06    H191  C19  O17  C15   -58.26  30.0  1
 3A3  Var_07    O17   C19  C11  O24   180.00  30.0  3
 3A3  Var_08    O25   C12  C20  O18  -179.49  30.0  3

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
 3A3  plan-1  O24  0.020
 3A3  plan-1  C11  0.020
 3A3  plan-1  O14  0.020
 3A3  plan-1  C19  0.020
 3A3  plan-2  O17  0.020
 3A3  plan-2  C15  0.020
 3A3  plan-2  C10  0.020
 3A3  plan-2  C22  0.020
 3A3  plan-2  C8   0.020
 3A3  plan-2  C4   0.020
 3A3  plan-2  C3   0.020
 3A3  plan-2  C1   0.020
 3A3  plan-2  C2   0.020
 3A3  plan-2  C9   0.020
 3A3  plan-2  C5   0.020
 3A3  plan-2  C7   0.020
 3A3  plan-2  C21  0.020
 3A3  plan-2  C16  0.020
 3A3  plan-2  O18  0.020
 3A3  plan-2  H10  0.020
 3A3  plan-2  H22  0.020
 3A3  plan-2  H8   0.020
 3A3  plan-2  H9   0.020
 3A3  plan-2  H7   0.020
 3A3  plan-2  H21  0.020
 3A3  plan-3  C20  0.020
 3A3  plan-3  C12  0.020
 3A3  plan-3  O25  0.020
 3A3  plan-3  O13  0.020

