# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 14:04:06 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (4S)-6-chloro-4-(cyclopropylethynyl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)[C@]1(OC(=O)Nc2ccc(Cl)cc12)C#CC3CC3
#
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
 EFZ  EFZ  (4S)-6-chloro-4-(cyclopropylethynyl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one  ligand  30  21  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_EFZ
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
 EFZ  CL    CL  CL    0  -0.117   1.3921  -4.3174   0.1495
 EFZ  F1    F   F     0  -0.287  -1.1641   2.0192   1.7346
 EFZ  F2    F   F     0  -0.294   0.9284   1.5647   1.9497
 EFZ  F3    F   F     0  -0.283  -0.5481   0.0319   2.2946
 EFZ  O1    O   O     0  -0.446   1.5383   3.4556  -1.2227
 EFZ  O2    O   O     0  -0.474   0.1238   1.8611  -0.6849
 EFZ  N     N   NR16  0  -0.758   2.3740   1.4119  -0.7226
 EFZ  C1    C   CR66  0   0.395   2.1657   0.0601  -0.5014
 EFZ  C2    C   CR16  0  -0.325   3.2018  -0.8554  -0.6443
 EFZ  C3    C   CR16  0  -0.205   2.9666  -2.2014  -0.4343
 EFZ  C4    C   CR6   0  -0.049   1.6909  -2.6312  -0.0975
 EFZ  C5    C   CR16  0  -0.242   0.6522  -1.7283   0.0447
 EFZ  C6    C   CR66  0   0.026   0.8971  -0.3782  -0.1474
 EFZ  C7    C   CR6   0  -0.163  -0.1697   0.6724   0.0455
 EFZ  C8    C   CSP   0   0.224  -1.4806   0.2145  -0.3800
 EFZ  C9    C   CSP   0   0.080  -2.5649  -0.1836  -0.7142
 EFZ  C10   C   CH1   0  -0.511  -3.8553  -0.6536  -1.1128
 EFZ  C11   C   CH2   0  -0.475  -4.9618  -0.7233  -0.0864
 EFZ  C12   C   CH2   0  -0.475  -5.0133   0.3157  -1.1474
 EFZ  C13   C   CT    0   1.028  -0.2445   1.0806   1.5359
 EFZ  C14   C   CR6   0   0.656   1.3789   2.3129  -0.8846
 EFZ  HN    H   HNR6  0   0.434   3.3094   1.7347  -0.9238
 EFZ  H2    H   HCR6  0   0.294   4.1910  -0.5185  -0.9252
 EFZ  H3    H   HCR6  0   0.294   3.7743  -2.9115  -0.5448
 EFZ  H5    H   HCR6  0   0.292  -0.3411  -2.0727   0.2997
 EFZ  H101  H   HCH1  0   0.302  -3.8425  -1.4278  -1.8709
 EFZ  H111  H   HCH2  0   0.273  -5.6301  -1.5707  -0.1565
 EFZ  H112  H   HCH2  0   0.267  -4.7232  -0.4156   0.9228
 EFZ  H121  H   HCH2  0   0.267  -4.8111   1.3418  -0.8712
 EFZ  H122  H   HCH2  0   0.273  -5.7183   0.1945  -1.9585

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
 EFZ  CL   C4    single    1.730  0.020  1.730
 EFZ  F1   C13   single    1.329  0.020  1.329
 EFZ  F2   C13   single    1.335  0.020  1.335
 EFZ  F3   C13   single    1.329  0.020  1.329
 EFZ  O1   C14   double    1.202  0.020  1.202
 EFZ  O2   C7    single    1.426  0.020  1.426
 EFZ  O2   C14   single    1.349  0.020  1.349
 EFZ  N    C1    single    1.386  0.020  1.386
 EFZ  N    C14   single    1.352  0.020  1.352
 EFZ  N    HN    single    0.860  0.020  1.020
 EFZ  C1   C2    aromatic  1.390  0.020  1.390
 EFZ  C1   C6    aromatic  1.388  0.020  1.388
 EFZ  C2   C3    aromatic  1.382  0.020  1.382
 EFZ  C2   H2    single    0.930  0.020  1.080
 EFZ  C3   C4    aromatic  1.388  0.020  1.388
 EFZ  C3   H3    single    0.930  0.020  1.080
 EFZ  C4   C5    aromatic  1.384  0.020  1.384
 EFZ  C5   C6    aromatic  1.386  0.020  1.386
 EFZ  C5   H5    single    0.930  0.020  1.080
 EFZ  C6   C7    single    1.510  0.020  1.510
 EFZ  C7   C8    single    1.452  0.020  1.452
 EFZ  C7   C13   single    1.547  0.020  1.547
 EFZ  C8   C9    triple    1.202  0.020  1.202
 EFZ  C9   C10   single    1.430  0.020  1.430
 EFZ  C10  C11   single    1.511  0.020  1.511
 EFZ  C10  C12   single    1.511  0.020  1.511
 EFZ  C10  H101  single    0.970  0.020  1.090
 EFZ  C11  C12   single    1.486  0.020  1.486
 EFZ  C11  H111  single    0.970  0.020  1.090
 EFZ  C11  H112  single    0.970  0.020  1.090
 EFZ  C12  H121  single    0.970  0.020  1.090
 EFZ  C12  H122  single    0.970  0.020  1.090

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
 EFZ  C14   O2   C7    123.15  3.000
 EFZ  HN    N    C14   116.41  3.000
 EFZ  HN    N    C1    118.88  3.000
 EFZ  C14   N    C1    123.96  3.000
 EFZ  C6    C1   C2    119.97  3.000
 EFZ  C6    C1   N     119.09  3.000
 EFZ  C2    C1   N     120.94  3.000
 EFZ  H2    C2   C3    119.88  3.000
 EFZ  H2    C2   C1    120.20  3.000
 EFZ  C3    C2   C1    119.92  3.000
 EFZ  H3    C3   C4    120.55  3.000
 EFZ  H3    C3   C2    119.79  3.000
 EFZ  C4    C3   C2    119.66  3.000
 EFZ  C5    C4   C3    120.87  3.000
 EFZ  C5    C4   CL    119.45  3.000
 EFZ  C3    C4   CL    119.68  3.000
 EFZ  H5    C5   C6    120.34  3.000
 EFZ  H5    C5   C4    120.38  3.000
 EFZ  C6    C5   C4    119.27  3.000
 EFZ  C7    C6   C5    122.38  3.000
 EFZ  C7    C6   C1    117.30  3.000
 EFZ  C5    C6   C1    120.30  3.000
 EFZ  C13   C7   C8    108.78  3.000
 EFZ  C13   C7   C6    109.93  3.000
 EFZ  C8    C7   C6    112.39  3.000
 EFZ  C13   C7   O2    106.47  3.000
 EFZ  C8    C7   O2    107.38  3.000
 EFZ  C6    C7   O2    111.67  3.000
 EFZ  C9    C8   C7    180.00  3.000
 EFZ  C10   C9   C8    180.00  3.000
 EFZ  H101  C10  C12   116.83  3.000
 EFZ  H101  C10  C11   116.80  3.000
 EFZ  C12   C10  C11    58.92  3.000
 EFZ  H101  C10  C9    114.78  3.000
 EFZ  C12   C10  C9    119.16  3.000
 EFZ  C11   C10  C9    119.12  3.000
 EFZ  H112  C11  H111  114.82  3.000
 EFZ  H112  C11  C12   118.35  3.000
 EFZ  H111  C11  C12   118.69  3.000
 EFZ  H112  C11  C10   117.33  3.000
 EFZ  H111  C11  C10   116.40  3.000
 EFZ  C12   C11  C10    60.53  3.000
 EFZ  H122  C12  H121  114.81  3.000
 EFZ  H122  C12  C11   118.67  3.000
 EFZ  H121  C12  C11   118.32  3.000
 EFZ  H122  C12  C10   116.43  3.000
 EFZ  H121  C12  C10   117.36  3.000
 EFZ  C11   C12  C10    60.55  3.000
 EFZ  C7    C13  F3    110.65  3.000
 EFZ  C7    C13  F2    110.60  3.000
 EFZ  F3    C13  F2    108.05  3.000
 EFZ  C7    C13  F1    111.33  3.000
 EFZ  F3    C13  F1    108.29  3.000
 EFZ  F2    C13  F1    107.80  3.000
 EFZ  N     C14  O2    116.35  3.000
 EFZ  N     C14  O1    124.72  3.000
 EFZ  O2    C14  O1    118.91  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
 EFZ  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 EFZ  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 EFZ  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 EFZ  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 EFZ  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 EFZ  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 EFZ  CONST_07  C2    C3   C4   CL    180.00   0.0  0
 EFZ  CONST_08  C6    C5   C4   CL    180.00   0.0  0
 EFZ  CONST_09  H2    C2   C1   N       0.00   0.0  0
 EFZ  CONST_10  H3    C3   C2   C1    180.00   0.0  0
 EFZ  CONST_11  H5    C5   C6   C1    180.00   0.0  0
 EFZ  Var_01    C1    N    C14  O2      6.61  30.0  1
 EFZ  Var_02    C14   N    C1   C2    165.24  30.0  1
 EFZ  Var_03    C12   C11  C10  C9    108.39  30.0  1
 EFZ  Var_04    H121  C12  C11  C10  -107.17  30.0  1
 EFZ  Var_05    C11   C10  C9   C8    -94.77  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 EFZ  chir_01  C7   C6  O2   C13  positiv
 EFZ  chir_02  C10  C9  C11  C12  both

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
 EFZ  plan-1  N    0.020
 EFZ  plan-1  C1   0.020
 EFZ  plan-1  C14  0.020
 EFZ  plan-1  HN   0.020
 EFZ  plan-2  CL   0.020
 EFZ  plan-2  N    0.020
 EFZ  plan-2  C1   0.020
 EFZ  plan-2  C2   0.020
 EFZ  plan-2  C3   0.020
 EFZ  plan-2  C4   0.020
 EFZ  plan-2  C5   0.020
 EFZ  plan-2  C6   0.020
 EFZ  plan-2  C7   0.020
 EFZ  plan-2  H2   0.020
 EFZ  plan-2  H3   0.020
 EFZ  plan-2  H5   0.020
 EFZ  plan-3  O1   0.020
 EFZ  plan-3  O2   0.020
 EFZ  plan-3  N    0.020
 EFZ  plan-3  C14  0.020

