# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 10:03:21 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: ~{N}-(3-chlorophenyl)-4-oxidanylidene-chromene-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cccc(NC(=O)C2=COc3ccccc3C2=O)c1
#
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
 E92  E92  ~{N}-(3-chlorophenyl)-4-oxidanylidene-chromene-3-carboxamide  ligand  31  21  .  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_E92
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
 E92  OAB  O   O     0  -0.449  -1.0269  -1.4348   0.0894
 E92  CAS  C   CR6   0   0.483  -1.8163  -0.4985   0.0022
 E92  CAU  C   CR66  0  -0.093  -3.2623  -0.7258  -0.0557
 E92  CAJ  C   CR16  0  -0.284  -3.8020  -2.0166  -0.0098
 E92  CAE  C   CR16  0  -0.241  -5.1655  -2.2031  -0.0654
 E92  CAD  C   CR16  0  -0.244  -6.0193  -1.1010  -0.1687
 E92  CAI  C   CR16  0  -0.319  -5.5135   0.1817  -0.2162
 E92  CAT  C   CR66  0   0.366  -4.1358   0.3515  -0.1581
 E92  OAN  O   O     0  -0.409  -3.6687   1.6243  -0.2044
 E92  CAK  C   CR16  0   0.101  -2.3731   1.8545  -0.1523
 E92  CAR  C   CR6   0  -0.371  -1.4165   0.9009  -0.0530
 E92  CAO  C   C     0   0.578  -0.0063   1.3934  -0.0095
 E92  OAA  O   O     0  -0.466   0.2402   2.5873  -0.0594
 E92  NAM  N   NH1   0  -0.797   0.9272   0.4207   0.0867
 E92  CAQ  C   CR6   0   0.397   2.3142   0.5396   0.1501
 E92  CAL  C   CR16  0  -0.324   3.0212  -0.6624   0.2568
 E92  CAP  C   CR6   0  -0.022   4.4004  -0.6447   0.3251
 E92  CL   CL  CL    0  -0.125   5.2507  -2.1494   0.4588
 E92  CAG  C   CR16  0  -0.237   5.1168   0.5414   0.2909
 E92  CAF  C   CR16  0  -0.250   4.4043   1.7253   0.1850
 E92  CAH  C   CR16  0  -0.311   3.0185   1.7448   0.1137
 E92  H1   H   HCR6  0   0.279  -3.1359  -2.8647   0.0705
 E92  H2   H   HCR6  0   0.275  -5.5773  -3.2022  -0.0281
 E92  H3   H   HCR6  0   0.282  -7.0897  -1.2503  -0.2112
 E92  H4   H   HCR6  0   0.293  -6.1652   1.0414  -0.2959
 E92  H5   H   HCR6  0   0.325  -2.1462   2.9108  -0.1979
 E92  H6   H   HNH1  0   0.439   0.5530  -0.5266   0.1177
 E92  H7   H   HCR6  0   0.289   2.4880  -1.6047   0.2864
 E92  H8   H   HCR6  0   0.279   6.1962   0.5431   0.3439
 E92  H9   H   HCR6  0   0.271   4.9428   2.6634   0.1559
 E92  H10  H   HCR6  0   0.286   2.5046   2.6872   0.0291

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
 E92  CAE  CAD  aromatic  1.398  0.020  1.398
 E92  CAE  CAJ  aromatic  1.377  0.020  1.377
 E92  CAD  CAI  aromatic  1.380  0.020  1.380
 E92  CAJ  CAU  aromatic  1.400  0.020  1.400
 E92  CAI  CAT  aromatic  1.389  0.020  1.389
 E92  CAU  CAT  aromatic  1.391  0.020  1.391
 E92  CAU  CAS  single    1.465  0.020  1.465
 E92  CAT  OAN  single    1.357  0.020  1.357
 E92  OAB  CAS  double    1.228  0.020  1.228
 E92  CAS  CAR  single    1.457  0.020  1.457
 E92  OAN  CAK  single    1.317  0.020  1.317
 E92  CAR  CAK  double    1.354  0.020  1.354
 E92  CAR  CAO  single    1.494  0.020  1.494
 E92  CAO  NAM  single    1.352  0.020  1.352
 E92  CAO  OAA  double    1.220  0.020  1.220
 E92  NAM  CAQ  single    1.393  0.020  1.393
 E92  CAQ  CAH  aromatic  1.396  0.020  1.396
 E92  CAQ  CAL  aromatic  1.399  0.020  1.399
 E92  CAH  CAF  aromatic  1.388  0.020  1.388
 E92  CAL  CAP  aromatic  1.381  0.020  1.381
 E92  CAF  CAG  aromatic  1.386  0.020  1.386
 E92  CAP  CAG  aromatic  1.386  0.020  1.386
 E92  CAP  CL   single    1.733  0.020  1.733
 E92  CAJ  H1   single    0.930  0.020  1.080
 E92  CAE  H2   single    0.930  0.020  1.080
 E92  CAD  H3   single    0.930  0.020  1.080
 E92  CAI  H4   single    0.930  0.020  1.080
 E92  CAK  H5   single    0.930  0.020  1.080
 E92  NAM  H6   single    0.860  0.020  1.020
 E92  CAL  H7   single    0.930  0.020  1.080
 E92  CAG  H8   single    0.930  0.020  1.080
 E92  CAF  H9   single    0.930  0.020  1.080
 E92  CAH  H10  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
 E92  CAR  CAS  CAU  114.74  3.000
 E92  CAR  CAS  OAB  123.98  3.000
 E92  CAU  CAS  OAB  121.28  3.000
 E92  CAT  CAU  CAJ  118.33  3.000
 E92  CAT  CAU  CAS  120.18  3.000
 E92  CAJ  CAU  CAS  121.49  3.000
 E92  H1   CAJ  CAE  120.44  3.000
 E92  H1   CAJ  CAU  119.22  3.000
 E92  CAE  CAJ  CAU  120.34  3.000
 E92  H2   CAE  CAD  119.89  3.000
 E92  H2   CAE  CAJ  120.05  3.000
 E92  CAD  CAE  CAJ  120.06  3.000
 E92  H3   CAD  CAI  119.33  3.000
 E92  H3   CAD  CAE  119.90  3.000
 E92  CAI  CAD  CAE  120.77  3.000
 E92  H4   CAI  CAT  120.22  3.000
 E92  H4   CAI  CAD  121.37  3.000
 E92  CAT  CAI  CAD  118.41  3.000
 E92  OAN  CAT  CAI  117.04  3.000
 E92  OAN  CAT  CAU  120.87  3.000
 E92  CAI  CAT  CAU  122.09  3.000
 E92  CAK  OAN  CAT  120.09  3.000
 E92  H5   CAK  CAR  122.86  3.000
 E92  H5   CAK  OAN  112.05  3.000
 E92  CAR  CAK  OAN  125.08  3.000
 E92  CAO  CAR  CAK  115.89  3.000
 E92  CAO  CAR  CAS  125.07  3.000
 E92  CAK  CAR  CAS  119.04  3.000
 E92  NAM  CAO  OAA  124.59  3.000
 E92  OAA  CAO  CAR  120.79  3.000
 E92  NAM  CAO  CAR  114.62  3.000
 E92  H6   NAM  CAQ  116.32  3.000
 E92  H6   NAM  CAO  114.68  3.000
 E92  CAQ  NAM  CAO  128.99  3.000
 E92  CAH  CAQ  CAL  119.26  3.000
 E92  CAL  CAQ  NAM  115.67  3.000
 E92  CAH  CAQ  NAM  125.07  3.000
 E92  H7   CAL  CAP  120.09  3.000
 E92  H7   CAL  CAQ  120.06  3.000
 E92  CAP  CAL  CAQ  119.85  3.000
 E92  CAG  CAP  CL   119.42  3.000
 E92  CL   CAP  CAL  118.85  3.000
 E92  CAG  CAP  CAL  121.73  3.000
 E92  H8   CAG  CAF  121.06  3.000
 E92  H8   CAG  CAP  121.09  3.000
 E92  CAF  CAG  CAP  117.85  3.000
 E92  H9   CAF  CAH  118.91  3.000
 E92  H9   CAF  CAG  119.13  3.000
 E92  CAH  CAF  CAG  121.96  3.000
 E92  H10  CAH  CAF  119.53  3.000
 E92  H10  CAH  CAQ  121.11  3.000
 E92  CAF  CAH  CAQ  119.36  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
 E92  CONST_01  CAD  CAE  CAJ  CAU     0.00   0.0  0
 E92  CONST_02  CAD  CAI  CAT  CAU     0.00   0.0  0
 E92  CONST_03  CAI  CAD  CAE  CAJ     0.00   0.0  0
 E92  CONST_04  CAI  CAT  CAU  CAJ     0.00   0.0  0
 E92  CONST_05  CAT  CAI  CAD  CAE     0.00   0.0  0
 E92  CONST_06  CAT  CAU  CAJ  CAE     0.00   0.0  0
 E92  CONST_07  CAG  CAF  CAH  CAQ     0.00   0.0  0
 E92  CONST_08  CAG  CAP  CAL  CAQ     0.00   0.0  0
 E92  CONST_09  CAF  CAH  CAQ  CAL     0.00   0.0  0
 E92  CONST_10  CAF  CAG  CAP  CAL     0.00   0.0  0
 E92  CONST_11  CAH  CAQ  CAL  CAP     0.00   0.0  0
 E92  CONST_12  CAH  CAF  CAG  CAP     0.00   0.0  0
 E92  CONST_13  CAF  CAH  CAQ  NAM   180.00   0.0  0
 E92  CONST_14  CAP  CAL  CAQ  NAM   180.00   0.0  0
 E92  CONST_15  CL   CAP  CAL  CAQ   180.00   0.0  0
 E92  CONST_16  CAF  CAG  CAP  CL    180.00   0.0  0
 E92  CONST_17  H1   CAJ  CAU  CAS     0.00   0.0  0
 E92  CONST_18  H2   CAE  CAJ  CAU   180.00   0.0  0
 E92  CONST_19  H4   CAI  CAT  CAU   180.00   0.0  0
 E92  CONST_20  H3   CAD  CAE  CAJ   180.00   0.0  0
 E92  CONST_21  H9   CAF  CAH  CAQ   180.00   0.0  0
 E92  CONST_22  H10  CAH  CAQ  CAL   180.00   0.0  0
 E92  CONST_23  H8   CAG  CAP  CAL   180.00   0.0  0
 E92  CONST_24  H7   CAL  CAP  CAG   180.00   0.0  0
 E92  CONST_25  CAQ  NAM  CAO  CAR   180.00   0.0  0
 E92  CONST_26  CAH  CAQ  NAM  CAO     0.00   0.0  0
 E92  CONST_27  CAL  CAQ  NAM  CAO   180.00   0.0  0
 E92  CONST_28  H6   NAM  CAQ  CAL     0.00   0.0  0
 E92  CONST_29  CAQ  NAM  CAO  OAA     0.00   0.0  0
 E92  Var_01    OAN  CAK  CAR  CAS     0.02  30.0  1
 E92  Var_02    CAK  CAR  CAS  CAU    -0.10  30.0  1
 E92  Var_03    CAR  CAS  CAU  CAJ  -179.84  30.0  1
 E92  Var_04    CAR  CAK  OAN  CAT     0.04  30.0  1
 E92  Var_05    NAM  CAO  CAR  CAS     0.11  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
 E92  plan-1  NAM  0.020
 E92  plan-1  CAQ  0.020
 E92  plan-1  CAL  0.020
 E92  plan-1  CAP  0.020
 E92  plan-1  CL   0.020
 E92  plan-1  CAG  0.020
 E92  plan-1  CAF  0.020
 E92  plan-1  CAH  0.020
 E92  plan-1  H7   0.020
 E92  plan-1  H8   0.020
 E92  plan-1  H9   0.020
 E92  plan-1  H10  0.020
 E92  plan-2  CAS  0.020
 E92  plan-2  CAU  0.020
 E92  plan-2  CAJ  0.020
 E92  plan-2  CAE  0.020
 E92  plan-2  CAD  0.020
 E92  plan-2  CAI  0.020
 E92  plan-2  CAT  0.020
 E92  plan-2  OAN  0.020
 E92  plan-2  H1   0.020
 E92  plan-2  H2   0.020
 E92  plan-2  H3   0.020
 E92  plan-2  H4   0.020
 E92  plan-3  CAR  0.020
 E92  plan-3  CAO  0.020
 E92  plan-3  OAA  0.020
 E92  plan-3  NAM  0.020
 E92  plan-3  CAQ  0.020
 E92  plan-3  H6   0.020
 E92  plan-4  OAB  0.020
 E92  plan-4  CAS  0.020
 E92  plan-4  CAU  0.020
 E92  plan-4  CAR  0.020

