# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 08:02:23 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 4-{(E)-[2-(4-chlorophenyl)hydrazinylidene]methyl}benzene-1,2,3-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(\C=N\Nc2ccc(Cl)cc2)c(O)c1O
#
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
 4P9  4P9  4-{(E)-[2-(4-chlorophenyl)hydrazinylidene]methyl}benzene-1,2,3-triol  ligand  30  19  .  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_4P9
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
 4P9  CAN  C   CR16  0  -0.339  -2.2793   0.4523   0.0674
 4P9  CAP  C   CR16  0  -0.195  -3.5188   1.0702   0.1080
 4P9  CAR  C   CR6   0  -0.073  -4.6771   0.3114   0.0864
 4P9  CLS  CL  CL    0  -0.144  -6.2260   1.0937   0.1393
 4P9  CAQ  C   CR16  0  -0.201  -4.6035  -1.0725   0.0231
 4P9  CAO  C   CR16  0  -0.360  -3.3687  -1.6919  -0.0194
 4P9  CAM  C   CR6   0   0.425  -2.1878  -0.9406   0.0012
 4P9  NAL  N   NH1   0  -0.580  -0.9889  -1.6080  -0.0425
 4P9  NAK  N   N     0  -0.291   0.1796  -0.9670  -0.0454
 4P9  CAJ  C   C1    0  -0.001   1.2665  -1.6446  -0.0445
 4P9  CAB  C   CR6   0  -0.086   2.5652  -1.0015  -0.0568
 4P9  CAC  C   CR16  0  -0.334   3.7215  -1.7858  -0.0382
 4P9  CAD  C   CR16  0  -0.362   4.9790  -1.2174  -0.0488
 4P9  CAE  C   CR6   0   0.298   5.1095   0.1695  -0.0825
 4P9  OAG  O   OH1   0  -0.629   6.3429   0.7065  -0.0991
 4P9  CAF  C   CR6   0   0.184   3.9709   0.9742  -0.0954
 4P9  OAH  O   OH1   0  -0.647   4.1566   2.3177  -0.1065
 4P9  CAA  C   CR6   0   0.246   2.7047   0.3960  -0.0800
 4P9  OAI  O   OH1   0  -0.653   1.6586   1.2370  -0.0997
 4P9  H1   H   HCR6  0   0.273  -1.3931   1.0687   0.0919
 4P9  H2   H   HCR6  0   0.279  -3.5706   2.1494   0.1587
 4P9  H3   H   HCR6  0   0.280  -5.5026  -1.6736   0.0051
 4P9  H4   H   HCR6  0   0.275  -3.3206  -2.7729  -0.0697
 4P9  H5   H   HNH1  0   0.403  -0.9935  -2.6204  -0.0473
 4P9  H7   H   H     0   0.261   1.2538  -2.7360  -0.0356
 4P9  H9   H   HCR6  0   0.258   3.6241  -2.8640  -0.0166
 4P9  H10  H   HCR6  0   0.265   5.8664  -1.8362  -0.0366
 4P9  H11  H   HOH1  0   0.474   6.2933   1.6687  -0.1550
 4P9  H12  H   HOH1  0   0.479   3.3479   2.7728  -0.3686
 4P9  H13  H   HOH1  0   0.495   0.8360   0.7033  -0.1077

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
 4P9  OAG  CAE  single    1.345  0.020  1.345
 4P9  CAD  CAE  aromatic  1.393  0.020  1.393
 4P9  CAD  CAC  aromatic  1.380  0.020  1.380
 4P9  CAE  CAF  aromatic  1.394  0.020  1.394
 4P9  CAC  CAB  aromatic  1.397  0.020  1.397
 4P9  CAF  OAH  single    1.356  0.020  1.356
 4P9  CAF  CAA  aromatic  1.392  0.020  1.392
 4P9  CAB  CAA  aromatic  1.405  0.020  1.405
 4P9  CAB  CAJ  single    1.449  0.020  1.449
 4P9  CAA  OAI  single    1.342  0.020  1.342
 4P9  CAJ  NAK  double    1.281  0.020  1.281
 4P9  NAK  NAL  single    1.333  0.020  1.333
 4P9  CAO  CAQ  aromatic  1.382  0.020  1.382
 4P9  CAO  CAM  aromatic  1.400  0.020  1.400
 4P9  CAQ  CAR  aromatic  1.387  0.020  1.387
 4P9  NAL  CAM  single    1.373  0.020  1.373
 4P9  CAR  CLS  single    1.736  0.020  1.736
 4P9  CAR  CAP  aromatic  1.385  0.020  1.385
 4P9  CAM  CAN  aromatic  1.397  0.020  1.397
 4P9  CAN  CAP  aromatic  1.386  0.020  1.386
 4P9  CAN  H1   single    0.930  0.020  1.080
 4P9  CAP  H2   single    0.930  0.020  1.080
 4P9  CAQ  H3   single    0.930  0.020  1.080
 4P9  CAO  H4   single    0.930  0.020  1.080
 4P9  NAL  H5   single    0.860  0.020  1.020
 4P9  CAJ  H7   single    0.930  0.020  1.080
 4P9  CAC  H9   single    0.930  0.020  1.080
 4P9  CAD  H10  single    0.930  0.020  1.080
 4P9  OAG  H11  single    0.850  0.020  0.980
 4P9  OAH  H12  single    0.850  0.020  0.980
 4P9  OAI  H13  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
 4P9  H1   CAN  CAM  121.09  3.000
 4P9  H1   CAN  CAP  118.62  3.000
 4P9  CAM  CAN  CAP  120.30  3.000
 4P9  H2   CAP  CAR  120.49  3.000
 4P9  H2   CAP  CAN  119.29  3.000
 4P9  CAR  CAP  CAN  120.22  3.000
 4P9  CAQ  CAR  CLS  119.88  3.000
 4P9  CLS  CAR  CAP  119.92  3.000
 4P9  CAQ  CAR  CAP  120.20  3.000
 4P9  H3   CAQ  CAO  119.54  3.000
 4P9  H3   CAQ  CAR  120.74  3.000
 4P9  CAO  CAQ  CAR  119.72  3.000
 4P9  H4   CAO  CAM  119.92  3.000
 4P9  H4   CAO  CAQ  119.23  3.000
 4P9  CAM  CAO  CAQ  120.85  3.000
 4P9  NAL  CAM  CAO  118.38  3.000
 4P9  NAL  CAM  CAN  122.91  3.000
 4P9  CAO  CAM  CAN  118.71  3.000
 4P9  H5   NAL  NAK  119.01  3.000
 4P9  H5   NAL  CAM  118.84  3.000
 4P9  NAK  NAL  CAM  122.13  3.000
 4P9  CAJ  NAK  NAL  119.31  3.000
 4P9  H7   CAJ  CAB  117.01  3.000
 4P9  H7   CAJ  NAK  121.27  3.000
 4P9  CAB  CAJ  NAK  121.72  3.000
 4P9  CAA  CAB  CAC  118.45  3.000
 4P9  CAA  CAB  CAJ  122.05  3.000
 4P9  CAC  CAB  CAJ  119.50  3.000
 4P9  H9   CAC  CAD  119.49  3.000
 4P9  H9   CAC  CAB  118.99  3.000
 4P9  CAD  CAC  CAB  121.52  3.000
 4P9  H10  CAD  CAE  119.51  3.000
 4P9  H10  CAD  CAC  120.78  3.000
 4P9  CAE  CAD  CAC  119.70  3.000
 4P9  CAF  CAE  OAG  121.21  3.000
 4P9  CAF  CAE  CAD  119.87  3.000
 4P9  OAG  CAE  CAD  118.92  3.000
 4P9  H11  OAG  CAE  110.58  3.000
 4P9  CAA  CAF  OAH  122.41  3.000
 4P9  CAA  CAF  CAE  120.20  3.000
 4P9  OAH  CAF  CAE  117.38  3.000
 4P9  H12  OAH  CAF  110.78  3.000
 4P9  OAI  CAA  CAF  116.65  3.000
 4P9  OAI  CAA  CAB  123.10  3.000
 4P9  CAF  CAA  CAB  120.25  3.000
 4P9  H13  OAI  CAA  108.23  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
 4P9  CONST_01  CAQ  CAO  CAM  CAN    0.00   0.0  0
 4P9  CONST_02  CAQ  CAR  CAP  CAN    0.00   0.0  0
 4P9  CONST_03  CAO  CAQ  CAR  CAP    0.00   0.0  0
 4P9  CONST_04  CAO  CAM  CAN  CAP    0.00   0.0  0
 4P9  CONST_05  CAM  CAO  CAQ  CAR    0.00   0.0  0
 4P9  CONST_06  CAM  CAN  CAP  CAR    0.00   0.0  0
 4P9  CONST_07  CAE  CAD  CAC  CAB    0.00   0.0  0
 4P9  CONST_08  CAE  CAF  CAA  CAB    0.00   0.0  0
 4P9  CONST_09  CAF  CAE  CAD  CAC    0.00   0.0  0
 4P9  CONST_10  CAF  CAA  CAB  CAC    0.00   0.0  0
 4P9  CONST_11  CAA  CAF  CAE  CAD    0.00   0.0  0
 4P9  CONST_12  CAA  CAB  CAC  CAD    0.00   0.0  0
 4P9  CONST_13  CLS  CAR  CAP  CAN  180.00   0.0  0
 4P9  CONST_14  NAL  CAM  CAN  CAP  180.00   0.0  0
 4P9  CONST_15  CAO  CAQ  CAR  CLS  180.00   0.0  0
 4P9  CONST_16  NAL  CAM  CAO  CAQ  180.00   0.0  0
 4P9  CONST_17  CAD  CAC  CAB  CAJ  180.00   0.0  0
 4P9  CONST_18  CAF  CAA  CAB  CAJ  180.00   0.0  0
 4P9  CONST_19  OAH  CAF  CAA  CAB  180.00   0.0  0
 4P9  CONST_20  OAG  CAE  CAD  CAC  180.00   0.0  0
 4P9  CONST_21  OAI  CAA  CAB  CAC  180.00   0.0  0
 4P9  CONST_22  OAH  CAF  CAE  CAD  180.00   0.0  0
 4P9  CONST_23  OAI  CAA  CAF  CAE  180.00   0.0  0
 4P9  CONST_24  CAA  CAF  CAE  OAG  180.00   0.0  0
 4P9  CONST_25  H4   CAO  CAM  CAN  180.00   0.0  0
 4P9  CONST_26  H3   CAQ  CAR  CAP  180.00   0.0  0
 4P9  CONST_27  H1   CAN  CAP  CAR  180.00   0.0  0
 4P9  CONST_28  H2   CAP  CAR  CAQ  180.00   0.0  0
 4P9  CONST_29  H10  CAD  CAC  CAB  180.00   0.0  0
 4P9  CONST_30  H9   CAC  CAD  CAE  180.00   0.0  0
 4P9  CONST_31  NAK  NAL  CAM  CAN    0.00   0.0  0
 4P9  CONST_32  NAK  NAL  CAM  CAO  180.00   0.0  0
 4P9  CONST_33  H5   NAL  CAM  CAN  180.00   0.0  0
 4P9  CONST_34  CAJ  NAK  NAL  CAM  180.00   0.0  0
 4P9  Var_01    CAC  CAB  CAJ  NAK  179.19  30.0  3
 4P9  Var_02    CAB  CAJ  NAK  NAL  179.57   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
 4P9  plan-1  CAN  0.020
 4P9  plan-1  CAP  0.020
 4P9  plan-1  CAR  0.020
 4P9  plan-1  CLS  0.020
 4P9  plan-1  CAQ  0.020
 4P9  plan-1  CAO  0.020
 4P9  plan-1  CAM  0.020
 4P9  plan-1  NAL  0.020
 4P9  plan-1  H1   0.020
 4P9  plan-1  H2   0.020
 4P9  plan-1  H3   0.020
 4P9  plan-1  H4   0.020
 4P9  plan-2  CAJ  0.020
 4P9  plan-2  CAB  0.020
 4P9  plan-2  CAC  0.020
 4P9  plan-2  CAD  0.020
 4P9  plan-2  CAE  0.020
 4P9  plan-2  OAG  0.020
 4P9  plan-2  CAF  0.020
 4P9  plan-2  OAH  0.020
 4P9  plan-2  CAA  0.020
 4P9  plan-2  OAI  0.020
 4P9  plan-2  H9   0.020
 4P9  plan-2  H10  0.020
 4P9  plan-3  CAM  0.020
 4P9  plan-3  NAL  0.020
 4P9  plan-3  NAK  0.020
 4P9  plan-3  H5   0.020
 4P9  plan-4  NAL  0.020
 4P9  plan-4  NAK  0.020
 4P9  plan-4  CAJ  0.020
 4P9  plan-4  CAB  0.020
 4P9  plan-4  H7   0.020

