# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 10:21:37 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: 6-fluoro-4H-1,3-benzodioxine-8-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(F)cc2COCOc12
#
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
 FBG  FBG  '6-fluoro-4H-1,3-benzodioxine-8-carboxylic acid'  ligand  20  14  .  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_FBG
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
 FBG  F14  F  F      0  -0.325   2.0360  -2.9344  -0.1294
 FBG  C5   C  CR6    0   0.540   1.2036  -1.8756  -0.0748
 FBG  C6   C  CR16   0  -0.464   1.7357  -0.6073  -0.0021
 FBG  C1   C  CR6    0  -0.196   0.9067   0.5106   0.0360
 FBG  C11  C  C      0   0.409   1.5787   1.8877   0.0935
 FBG  O13  O  O      0  -0.580   0.8720   2.8881  -0.1090
 FBG  O12  O  OC    -1  -0.591   2.8019   1.8765   0.3318
 FBG  C4   C  CR16   0  -0.450  -0.1554  -2.0939  -0.0769
 FBG  C3   C  CR6    0  -0.085  -1.0049  -0.9984  -0.0176
 FBG  C7   C  CH2    0  -0.187  -2.4951  -1.2091   0.0393
 FBG  O8   O  O2     0  -0.475  -3.1658  -0.0125   0.3709
 FBG  C9   C  CH2    0   0.018  -2.6460   1.0507  -0.3511
 FBG  O10  O  O2     0  -0.463  -1.3322   1.3524   0.0491
 FBG  C2   C  CR6    0   0.341  -0.4802   0.2977   0.0132
 FBG  H1   H  HCR6   0   0.269   2.8077  -0.4682   0.0198
 FBG  H3   H  HCR6   0   0.277  -0.5551  -3.1011  -0.1068
 FBG  H4   H  HCH2   0   0.240  -2.8596  -1.6058  -0.9174
 FBG  H5   H  HCH2   0   0.262  -2.7438  -1.9404   0.8100
 FBG  H6   H  HCH2   0   0.213  -2.6608   0.8397  -1.4310
 FBG  H7   H  HCH2   0   0.246  -3.2463   1.9335  -0.1405

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
 FBG  C9   O8   single    1.386  0.020  1.386
 FBG  C9   O10  single    1.406  0.020  1.406
 FBG  O8   C7   single    1.411  0.020  1.411
 FBG  O10  C2   single    1.356  0.020  1.356
 FBG  O13  C11  deloc     1.241  0.020  1.241
 FBG  O12  C11  deloc     1.246  0.020  1.246
 FBG  C11  C1   single    1.533  0.020  1.533
 FBG  C2   C1   aromatic  1.403  0.020  1.403
 FBG  C2   C3   aromatic  1.399  0.020  1.399
 FBG  C7   C3   single    1.506  0.020  1.506
 FBG  C1   C6   aromatic  1.392  0.020  1.392
 FBG  C3   C4   aromatic  1.388  0.020  1.388
 FBG  C6   C5   aromatic  1.377  0.020  1.377
 FBG  C4   C5   aromatic  1.376  0.020  1.376
 FBG  C5   F14  single    1.348  0.020  1.348
 FBG  C6   H1   single    0.930  0.020  1.080
 FBG  C4   H3   single    0.930  0.020  1.080
 FBG  C7   H4   single    0.970  0.020  1.090
 FBG  C7   H5   single    0.970  0.020  1.090
 FBG  C9   H6   single    0.970  0.020  1.090
 FBG  C9   H7   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
 FBG  C4   C5   C6   121.84  3.000
 FBG  C4   C5   F14  119.02  3.000
 FBG  C6   C5   F14  119.14  3.000
 FBG  H1   C6   C1   119.11  3.000
 FBG  H1   C6   C5   120.17  3.000
 FBG  C1   C6   C5   120.72  3.000
 FBG  C2   C1   C11  124.75  3.000
 FBG  C2   C1   C6   117.78  3.000
 FBG  C11  C1   C6   117.47  3.000
 FBG  O12  C11  O13  126.66  3.000
 FBG  O12  C11  C1   115.42  3.000
 FBG  O13  C11  C1   117.91  3.000
 FBG  H3   C4   C3   120.60  3.000
 FBG  H3   C4   C5   120.76  3.000
 FBG  C3   C4   C5   118.63  3.000
 FBG  C2   C3   C7   120.00  3.000
 FBG  C7   C3   C4   119.79  3.000
 FBG  C2   C3   C4   120.20  3.000
 FBG  H5   C7   H4   107.32  3.000
 FBG  H5   C7   O8   107.10  3.000
 FBG  H4   C7   O8   110.69  3.000
 FBG  H5   C7   C3   110.24  3.000
 FBG  H4   C7   C3   110.25  3.000
 FBG  O8   C7   C3   111.13  3.000
 FBG  C9   O8   C7   110.47  3.000
 FBG  H7   C9   H6   109.76  3.000
 FBG  H7   C9   O10  106.63  3.000
 FBG  H6   C9   O10  109.45  3.000
 FBG  H7   C9   O8   108.33  3.000
 FBG  H6   C9   O8   111.04  3.000
 FBG  O10  C9   O8   111.51  3.000
 FBG  C2   O10  C9   114.36  3.000
 FBG  O10  C2   C3   119.05  3.000
 FBG  C3   C2   C1   120.78  3.000
 FBG  O10  C2   C1   120.16  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
 FBG  CONST_01  C2   C1   C6  C5     0.00   0.0  0
 FBG  CONST_02  C2   C3   C4  C5     0.00   0.0  0
 FBG  CONST_03  C3   C2   C1  C6     0.00   0.0  0
 FBG  CONST_04  C3   C4   C5  C6     0.00   0.0  0
 FBG  CONST_05  C4   C3   C2  C1     0.00   0.0  0
 FBG  CONST_06  C4   C5   C6  C1     0.00   0.0  0
 FBG  CONST_07  C1   C6   C5  F14  180.00   0.0  0
 FBG  CONST_08  C3   C4   C5  F14  180.00   0.0  0
 FBG  CONST_09  C11  C1   C6  C5   180.00   0.0  0
 FBG  CONST_10  O10  C2   C1  C11    0.00   0.0  0
 FBG  CONST_11  C3   C2   C1  C11  180.00   0.0  0
 FBG  CONST_12  H3   C4   C5  C6   180.00   0.0  0
 FBG  CONST_13  H1   C6   C5  C4   180.00   0.0  0
 FBG  Var_01    O8   C7   C3  C4   167.85  30.0  1
 FBG  Var_02    O10  C9   O8  C7   -68.22  30.0  1
 FBG  Var_03    O13  C11  C1  C6   167.54  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
 FBG  plan-1  C1   0.020
 FBG  plan-1  C11  0.020
 FBG  plan-1  O13  0.020
 FBG  plan-1  O12  0.020
 FBG  plan-2  F14  0.020
 FBG  plan-2  C5   0.020
 FBG  plan-2  C6   0.020
 FBG  plan-2  C1   0.020
 FBG  plan-2  C11  0.020
 FBG  plan-2  C4   0.020
 FBG  plan-2  C3   0.020
 FBG  plan-2  C7   0.020
 FBG  plan-2  O10  0.020
 FBG  plan-2  C2   0.020
 FBG  plan-2  H1   0.020
 FBG  plan-2  H3   0.020

