# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 22:29:42 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 2-(6-chloranyl-5,7-dimethyl-3-oxidanylidene-1,4-benzoxazin-4-yl)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2OCC(=O)N(CC(O)=O)c2c(C)c1Cl
#
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
 E0Q  E0Q  '2-(6-chloranyl-5,7-dimethyl-3-oxidanylidene-1,4-benzoxazin-4-yl)ethanoic acid'  ligand  30  18  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E0Q
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
 E0Q  C15   C   C     0   0.523  -2.3579   0.9858  -0.5689
 E0Q  C17   C   CH2   0  -0.322  -1.7795   2.3655  -0.3594
 E0Q  C01   C   CH3   0  -0.722   3.9480   1.2837   0.8678
 E0Q  C02   C   CR6   0   0.189   2.5548   0.9567   0.4254
 E0Q  C03   C   CR16  0  -0.456   1.4967   1.7937   0.7588
 E0Q  C04   C   CR6   0   0.382   0.2069   1.4768   0.3818
 E0Q  C05   C   CR6   0   0.192  -0.0695   0.3050  -0.3209
 E0Q  C06   C   CR6   0   0.171   0.9807  -0.4876  -0.7927
 E0Q  C07   C   CH3   0  -0.766   0.7581  -1.6138  -1.7584
 E0Q  C08   C   CR6   0  -0.204   2.2673  -0.1550  -0.3629
 E0Q  C11   C   CH2   0  -0.475  -1.9352  -1.3413  -0.2763
 E0Q  C12   C   C     0   0.549  -2.5563  -1.4154   1.1055
 E0Q  N10   N   NT    0  -0.545  -1.4286  -0.0135  -0.5408
 E0Q  O13   O   O     0  -0.426  -2.4586  -0.5589   1.9429
 E0Q  O14   O   OH1   0  -0.586  -3.1910  -2.5637   1.2724
 E0Q  O16   O   O     0  -0.453  -3.5440   0.7726  -0.7115
 E0Q  O18   O   O2    0  -0.469  -0.8087   2.3220   0.6719
 E0Q  CL9   CL  CL    0  -0.121   3.5907  -1.1730  -0.8474
 E0Q  H172  H   HCH2  0   0.273  -1.3445   2.7477  -1.2910
 E0Q  H171  H   HCH2  0   0.290  -2.5692   3.0417  -0.0400
 E0Q  H013  H   HCH3  0   0.253   4.6135   1.4435   0.0183
 E0Q  H012  H   HCH3  0   0.254   3.9555   2.1878   1.4735
 E0Q  H011  H   HCH3  0   0.253   4.3769   0.4767   1.4635
 E0Q  H031  H   HCR6  0   0.274   1.6794   2.6987   1.3249
 E0Q  H072  H   HCH3  0   0.269  -0.1941  -1.5165  -2.2759
 E0Q  H071  H   HCH3  0   0.273   1.5359  -1.6181  -2.5202
 E0Q  H073  H   HCH3  0   0.266   0.7841  -2.5917  -1.2735
 E0Q  H111  H   HCH2  0   0.333  -1.1278  -2.0698  -0.3098
 E0Q  H112  H   HCH2  0   0.314  -2.6587  -1.6439  -1.0331
 E0Q  H1    H   HOH1  0   0.488  -3.5557  -2.6213   2.1687

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
 E0Q  C17  O18   single    1.417  0.020  1.417
 E0Q  C17  C15   single    1.511  0.020  1.511
 E0Q  O18  C04   single    1.353  0.020  1.353
 E0Q  C03  C04   aromatic  1.381  0.020  1.381
 E0Q  C03  C02   aromatic  1.390  0.020  1.390
 E0Q  C04  C05   aromatic  1.394  0.020  1.394
 E0Q  O16  C15   double    1.214  0.020  1.214
 E0Q  C15  N10   single    1.365  0.020  1.365
 E0Q  C01  C02   single    1.498  0.020  1.498
 E0Q  C02  C08   aromatic  1.393  0.020  1.393
 E0Q  C05  N10   single    1.413  0.020  1.413
 E0Q  C05  C06   aromatic  1.398  0.020  1.398
 E0Q  N10  C11   single    1.446  0.020  1.446
 E0Q  C08  C06   aromatic  1.397  0.020  1.397
 E0Q  C08  CL9   single    1.739  0.020  1.739
 E0Q  C06  C07   single    1.500  0.020  1.500
 E0Q  C11  C12   single    1.517  0.020  1.517
 E0Q  O13  C12   double    1.202  0.020  1.202
 E0Q  C12  O14   single    1.323  0.020  1.323
 E0Q  C17  H172  single    0.970  0.020  1.090
 E0Q  C17  H171  single    0.970  0.020  1.090
 E0Q  C01  H013  single    0.970  0.020  1.090
 E0Q  C01  H012  single    0.970  0.020  1.090
 E0Q  C01  H011  single    0.970  0.020  1.090
 E0Q  C03  H031  single    0.930  0.020  1.080
 E0Q  C07  H072  single    0.970  0.020  1.090
 E0Q  C07  H071  single    0.970  0.020  1.090
 E0Q  C07  H073  single    0.970  0.020  1.090
 E0Q  C11  H111  single    0.970  0.020  1.090
 E0Q  C11  H112  single    0.970  0.020  1.090
 E0Q  O14  H1    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
 E0Q  O16   C15  N10   122.63  3.000
 E0Q  N10   C15  C17   113.90  3.000
 E0Q  O16   C15  C17   123.43  3.000
 E0Q  H171  C17  H172  108.70  3.000
 E0Q  H171  C17  O18   107.63  3.000
 E0Q  H172  C17  O18   110.92  3.000
 E0Q  H171  C17  C15   109.30  3.000
 E0Q  H172  C17  C15   110.63  3.000
 E0Q  O18   C17  C15   109.58  3.000
 E0Q  H011  C01  H012  107.93  3.000
 E0Q  H011  C01  H013  107.09  3.000
 E0Q  H012  C01  H013  107.91  3.000
 E0Q  H011  C01  C02   111.44  3.000
 E0Q  H012  C01  C02   110.62  3.000
 E0Q  H013  C01  C02   111.68  3.000
 E0Q  C08   C02  C03   117.34  3.000
 E0Q  C08   C02  C01   122.24  3.000
 E0Q  C03   C02  C01   120.39  3.000
 E0Q  H031  C03  C04   119.48  3.000
 E0Q  H031  C03  C02   120.02  3.000
 E0Q  C04   C03  C02   120.50  3.000
 E0Q  O18   C04  C05   118.98  3.000
 E0Q  C05   C04  C03   121.06  3.000
 E0Q  O18   C04  C03   119.96  3.000
 E0Q  N10   C05  C06   122.84  3.000
 E0Q  C06   C05  C04   119.86  3.000
 E0Q  N10   C05  C04   117.30  3.000
 E0Q  C08   C06  C07   120.90  3.000
 E0Q  C07   C06  C05   122.11  3.000
 E0Q  C08   C06  C05   116.95  3.000
 E0Q  H073  C07  H071  106.87  3.000
 E0Q  H073  C07  H072  108.20  3.000
 E0Q  H071  C07  H072  107.02  3.000
 E0Q  H073  C07  C06   112.52  3.000
 E0Q  H071  C07  C06   110.32  3.000
 E0Q  H072  C07  C06   111.64  3.000
 E0Q  CL9   C08  C06   118.43  3.000
 E0Q  CL9   C08  C02   117.90  3.000
 E0Q  C06   C08  C02   123.67  3.000
 E0Q  H112  C11  H111  106.58  3.000
 E0Q  H112  C11  N10   111.14  3.000
 E0Q  H111  C11  N10   110.44  3.000
 E0Q  H112  C11  C12   110.32  3.000
 E0Q  H111  C11  C12   107.41  3.000
 E0Q  N10   C11  C12   110.80  3.000
 E0Q  O14   C12  O13   124.74  3.000
 E0Q  O14   C12  C11   110.72  3.000
 E0Q  O13   C12  C11   124.52  3.000
 E0Q  C11   N10  C05   121.04  3.000
 E0Q  C11   N10  C15   115.96  3.000
 E0Q  C05   N10  C15   119.54  3.000
 E0Q  H1    O14  C12   110.41  3.000
 E0Q  C04   O18  C17   112.17  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
 E0Q  CONST_01  C05   C04  C03  C02     0.00   0.0  0
 E0Q  CONST_02  C05   C06  C08  C02     0.00   0.0  0
 E0Q  CONST_03  C06   C05  C04  C03     0.00   0.0  0
 E0Q  CONST_04  C06   C08  C02  C03     0.00   0.0  0
 E0Q  CONST_05  C08   C02  C03  C04     0.00   0.0  0
 E0Q  CONST_06  C08   C06  C05  C04     0.00   0.0  0
 E0Q  CONST_07  C05   N10  C15  C17     0.00   0.0  0
 E0Q  CONST_08  C04   C03  C02  C01   180.00   0.0  0
 E0Q  CONST_09  C06   C08  C02  C01   180.00   0.0  0
 E0Q  CONST_10  C07   C06  C08  C02   180.00   0.0  0
 E0Q  CONST_11  CL9   C08  C02  C03   180.00   0.0  0
 E0Q  CONST_12  C07   C06  C05  C04   180.00   0.0  0
 E0Q  CONST_13  CL9   C08  C06  C05   180.00   0.0  0
 E0Q  CONST_14  N10   C05  C06  C07     0.00   0.0  0
 E0Q  CONST_16  O16   C15  N10  C05   180.00   0.0  0
 E0Q  CONST_17  H031  C03  C04  C05   180.00   0.0  0
 E0Q  CONST_19  H1    O14  C12  C11   180.00   0.0  0
 E0Q  Var_01    C04   C05  N10  C15    25.79  30.0  1
 E0Q  Var_02    C03   C04  O18  C17   143.29  30.0  1
 E0Q  Var_03    O18   C17  C15  N10   -42.04  30.0  1
 E0Q  Var_04    H172  C17  O18  C04   -62.68  30.0  1
 E0Q  Var_05    C12   C11  N10  C15   -63.15  30.0  3
 E0Q  Var_06    H013  C01  C02  C03  -117.99  30.0  2
 E0Q  Var_07    H072  C07  C06  C05    19.16  30.0  2
 E0Q  Var_08    O13   C12  C11  N10   -10.72  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
 E0Q  plan-1  C15   0.020
 E0Q  plan-1  C17   0.020
 E0Q  plan-1  C05   0.020
 E0Q  plan-1  C11   0.020
 E0Q  plan-1  N10   0.020
 E0Q  plan-1  O16   0.020
 E0Q  plan-2  C01   0.020
 E0Q  plan-2  C02   0.020
 E0Q  plan-2  C03   0.020
 E0Q  plan-2  C04   0.020
 E0Q  plan-2  C05   0.020
 E0Q  plan-2  C06   0.020
 E0Q  plan-2  C07   0.020
 E0Q  plan-2  C08   0.020
 E0Q  plan-2  N10   0.020
 E0Q  plan-2  O18   0.020
 E0Q  plan-2  CL9   0.020
 E0Q  plan-2  H031  0.020
 E0Q  plan-3  C11   0.020
 E0Q  plan-3  C12   0.020
 E0Q  plan-3  O13   0.020
 E0Q  plan-3  O14   0.020
 E0Q  plan-3  H1    0.020

