# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 12 15:00:00 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 7-ethenyl-2-(3-fluoro-4-hydroxyphenyl)-1,3-benzoxazol-5-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(C=C)c2oc(nc2c1)c3ccc(O)c(F)c3
#
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
 041  041  7-ethenyl-2-(3-fluoro-4-hydroxyphenyl)-1,3-benzoxazol-5-ol  ligand  30  20  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_041
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
 041  C1    C  CR16  0  -0.445   0.2684   0.0759   4.1555
 041  C2    C  CR6   0   0.048   0.9973   0.0476   2.9659
 041  C3    C  CR56  0   0.305   0.2212   0.0661   1.8172
 041  C4    C  CR56  0   0.193  -1.1664   0.1074   1.8109
 041  C5    C  CR16  0  -0.488  -1.8785   0.1331   3.0024
 041  C6    C  CR6   0   0.385  -1.1315   0.1167   4.1766
 041  O9    O  O     0  -0.457   0.6267   0.0465   0.5200
 041  C10   C  CR5   0   0.545  -0.5135   0.0775  -0.2006
 041  N11   N  N     0  -0.466  -1.5966   0.1138   0.5004
 041  C12   C  CR6   0  -0.062  -0.4013   0.0654  -1.6466
 041  C13   C  CR16  0  -0.272  -1.5557   0.0970  -2.4259
 041  C14   C  CR16  0  -0.359  -1.4745   0.0851  -3.8062
 041  C15   C  CR6   0   0.217  -0.2385   0.0413  -4.4447
 041  C16   C  CR6   0   0.499   0.9059   0.0104  -3.6470
 041  C17   C  CR16  0  -0.450   0.8458   0.0218  -2.2763
 041  O21   O  OH1   0  -0.637  -1.7121   0.1399   5.3948
 041  F22   F  F     0  -0.310   2.0980  -0.0318  -4.2576
 041  O23   O  OH1   0  -0.607  -0.0739   0.0258  -5.7707
 041  C24   C  C1    0  -0.231   2.4600   0.0033   2.8936
 041  C25   C  C2    0  -0.532   3.2955  -0.0683   3.9280
 041  H1    H  HCR6  0   0.264   0.7890   0.0683   5.1048
 041  H5    H  HCR6  0   0.281  -2.9611   0.1660   3.0133
 041  H13   H  HCR6  0   0.271  -2.5268   0.1314  -1.9515
 041  H14   H  HCR6  0   0.294  -2.3811   0.1105  -4.3987
 041  H17   H  HCR6  0   0.286   1.7690  -0.0041  -1.7121
 041  H21   H  HOH1  0   0.476  -2.6714   0.1643   5.3096
 041  H23   H  HOH1  0   0.486  -0.9278   0.0518  -6.2187
 041  H24   H  H     0   0.257   2.8827   0.0306   1.8955
 041  H251  H  H     0   0.258   4.3641  -0.0936   3.7674
 041  H252  H  H     0   0.251   2.9653  -0.1044   4.9581

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
 041  C1   C2    aromatic  1.395  0.020  1.395
 041  C1   C6    aromatic  1.401  0.020  1.401
 041  C1   H1    single    0.930  0.020  1.080
 041  C2   C3    aromatic  1.386  0.020  1.386
 041  C2   C24   single    1.465  0.020  1.465
 041  C3   C4    aromatic  1.388  0.020  1.388
 041  C3   O9    aromatic  1.359  0.020  1.359
 041  C4   C5    aromatic  1.388  0.020  1.388
 041  C4   N11   aromatic  1.379  0.020  1.379
 041  C5   C6    aromatic  1.392  0.020  1.392
 041  C5   H5    single    0.930  0.020  1.080
 041  C6   O21   single    1.350  0.020  1.350
 041  O9   C10   aromatic  1.349  0.020  1.349
 041  C10  N11   aromatic  1.291  0.020  1.291
 041  C10  C12   single    1.450  0.020  1.450
 041  C12  C13   aromatic  1.393  0.020  1.393
 041  C12  C17   aromatic  1.398  0.020  1.398
 041  C13  C14   aromatic  1.383  0.020  1.383
 041  C13  H13   single    0.930  0.020  1.080
 041  C14  C15   aromatic  1.392  0.020  1.392
 041  C14  H14   single    0.930  0.020  1.080
 041  C15  C16   aromatic  1.395  0.020  1.395
 041  C15  O23   single    1.336  0.020  1.336
 041  C16  C17   aromatic  1.372  0.020  1.372
 041  C16  F22   single    1.340  0.020  1.340
 041  C17  H17   single    0.930  0.020  1.080
 041  O21  H21   single    0.850  0.020  0.980
 041  O23  H23   single    0.850  0.020  0.980
 041  C24  C25   double    1.332  0.020  1.332
 041  C24  H24   single    0.930  0.020  1.080
 041  C25  H251  single    0.930  0.020  1.080
 041  C25  H252  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
 041  H1    C1   C6    117.88  3.000
 041  H1    C1   C2    119.74  3.000
 041  C6    C1   C2    122.38  3.000
 041  C24   C2   C3    121.22  3.000
 041  C24   C2   C1    124.35  3.000
 041  C3    C2   C1    114.43  3.000
 041  O9    C3   C4    107.11  3.000
 041  O9    C3   C2    128.57  3.000
 041  C4    C3   C2    124.32  3.000
 041  N11   C4   C5    130.95  3.000
 041  N11   C4   C3    108.43  3.000
 041  C5    C4   C3    120.62  3.000
 041  H5    C5   C6    121.89  3.000
 041  H5    C5   C4    121.46  3.000
 041  C6    C5   C4    116.65  3.000
 041  O21   C6   C5    122.03  3.000
 041  O21   C6   C1    116.36  3.000
 041  C5    C6   C1    121.61  3.000
 041  C10   O9   C3    104.91  3.000
 041  C12   C10  N11   127.34  3.000
 041  C12   C10  O9    117.84  3.000
 041  N11   C10  O9    114.81  3.000
 041  C10   N11  C4    104.73  3.000
 041  C17   C12  C13   119.21  3.000
 041  C17   C12  C10   121.22  3.000
 041  C13   C12  C10   119.57  3.000
 041  H13   C13  C14   119.40  3.000
 041  H13   C13  C12   119.97  3.000
 041  C14   C13  C12   120.63  3.000
 041  H14   C14  C15   119.54  3.000
 041  H14   C14  C13   119.78  3.000
 041  C15   C14  C13   120.69  3.000
 041  O23   C15  C16   117.78  3.000
 041  O23   C15  C14   124.40  3.000
 041  C16   C15  C14   117.82  3.000
 041  F22   C16  C17   119.63  3.000
 041  F22   C16  C15   118.02  3.000
 041  C17   C16  C15   122.35  3.000
 041  H17   C17  C16   118.90  3.000
 041  H17   C17  C12   121.80  3.000
 041  C16   C17  C12   119.30  3.000
 041  H21   O21  C6    110.42  3.000
 041  H23   O23  C15   110.58  3.000
 041  H24   C24  C25   118.15  3.000
 041  H24   C24  C2    115.71  3.000
 041  C25   C24  C2    126.13  3.000
 041  H252  C25  H251  116.25  3.000
 041  H252  C25  C24   123.35  3.000
 041  H251  C25  C24   120.41  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
 041  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 041  CONST_02  O9    C3   C2   C1    180.00   0.0  0
 041  CONST_03  C4    C5   C6   C1      0.00   0.0  0
 041  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 041  CONST_05  C5    C4   C3   C2      0.00   0.0  0
 041  CONST_06  N11   C4   C3   C2    180.00   0.0  0
 041  CONST_07  C10   O9   C3   C2    180.00   0.0  0
 041  CONST_08  C6    C1   C2   C3      0.00   0.0  0
 041  CONST_09  C6    C5   C4   C3      0.00   0.0  0
 041  CONST_10  C10   N11  C4   C3      0.00   0.0  0
 041  CONST_11  N11   C10  O9   C3      0.00   0.0  0
 041  CONST_12  C12   C10  O9   C3    180.00   0.0  0
 041  CONST_13  C10   O9   C3   C4      0.00   0.0  0
 041  CONST_14  O9    C10  N11  C4      0.00   0.0  0
 041  CONST_15  C12   C10  N11  C4    180.00   0.0  0
 041  CONST_16  O9    C3   C4   C5    180.00   0.0  0
 041  CONST_17  C10   N11  C4   C5    180.00   0.0  0
 041  CONST_18  N11   C4   C5   C6    180.00   0.0  0
 041  CONST_19  N11   C4   C3   O9      0.00   0.0  0
 041  CONST_20  C13   C12  C10  O9    180.00   0.0  0
 041  CONST_21  C17   C12  C10  O9      0.00   0.0  0
 041  CONST_22  C14   C13  C12  C10   180.00   0.0  0
 041  CONST_23  C16   C17  C12  C10   180.00   0.0  0
 041  CONST_24  C13   C12  C10  N11     0.00   0.0  0
 041  CONST_25  C17   C12  C10  N11   180.00   0.0  0
 041  CONST_26  C15   C14  C13  C12     0.00   0.0  0
 041  CONST_27  C15   C16  C17  C12     0.00   0.0  0
 041  CONST_28  C16   C17  C12  C13     0.00   0.0  0
 041  CONST_29  C16   C15  C14  C13     0.00   0.0  0
 041  CONST_30  C17   C12  C13  C14     0.00   0.0  0
 041  CONST_31  C17   C16  C15  C14     0.00   0.0  0
 041  CONST_32  O21   C6   C1   C2    180.00   0.0  0
 041  CONST_33  C24   C2   C3   C4    180.00   0.0  0
 041  CONST_34  O21   C6   C5   C4    180.00   0.0  0
 041  CONST_35  C24   C2   C1   C6    180.00   0.0  0
 041  CONST_36  C24   C2   C3   O9      0.00   0.0  0
 041  CONST_37  F22   C16  C17  C12   180.00   0.0  0
 041  CONST_38  O23   C15  C14  C13   180.00   0.0  0
 041  CONST_39  F22   C16  C15  C14   180.00   0.0  0
 041  CONST_40  O23   C15  C16  C17   180.00   0.0  0
 041  CONST_41  H5    C5   C6   C1    180.00   0.0  0
 041  CONST_42  H1    C1   C2   C3    180.00   0.0  0
 041  CONST_43  H13   C13  C12  C10     0.00   0.0  0
 041  CONST_44  H17   C17  C12  C10     0.00   0.0  0
 041  CONST_45  H14   C14  C13  C12   180.00   0.0  0
 041  Var_01    C25   C24  C2   C1      2.78  30.0  2
 041  Var_02    H251  C25  C24  C2   -179.85   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
 041  plan-1  C10   0.020
 041  plan-1  C12   0.020
 041  plan-1  C13   0.020
 041  plan-1  C14   0.020
 041  plan-1  C15   0.020
 041  plan-1  C16   0.020
 041  plan-1  C17   0.020
 041  plan-1  F22   0.020
 041  plan-1  O23   0.020
 041  plan-1  H13   0.020
 041  plan-1  H14   0.020
 041  plan-1  H17   0.020
 041  plan-2  C1    0.020
 041  plan-2  C2    0.020
 041  plan-2  C3    0.020
 041  plan-2  C4    0.020
 041  plan-2  C5    0.020
 041  plan-2  C6    0.020
 041  plan-2  O9    0.020
 041  plan-2  C10   0.020
 041  plan-2  N11   0.020
 041  plan-2  C12   0.020
 041  plan-2  O21   0.020
 041  plan-2  C24   0.020
 041  plan-2  H1    0.020
 041  plan-2  H5    0.020
 041  plan-3  C2    0.020
 041  plan-3  C24   0.020
 041  plan-3  C25   0.020
 041  plan-3  H24   0.020
 041  plan-3  H251  0.020
 041  plan-3  H252  0.020

