# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 12:47:45 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-[(1E,7E)-8-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(/C=N/OCCO\N=C\C2=CC(=O)NC(=O)N2)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
 FCF  FCF  '3-[(1E,7E)-8-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl]benzoic acid'  ligand  38  25  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FCF
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
 FCF  O40   O  OC    -1  -0.592  -8.4924  -1.9113   0.2522
 FCF  C38   C  C      0   0.403  -7.2748  -1.9117   0.5143
 FCF  O39   O  O      0  -0.590  -6.6342  -2.8076   1.0961
 FCF  C5    C  C      0  -0.080  -6.4838  -0.6844   0.0745
 FCF  C6    C  C1     0  -0.295  -7.1081   0.3702  -0.5832
 FCF  C1    C  C1     0  -0.228  -6.3806   1.4849  -0.9870
 FCF  C4    C  C1     0  -0.357  -5.1165  -0.5973   0.3187
 FCF  C3    C  C      0   0.073  -4.3758   0.5129  -0.0801
 FCF  C2    C  C1     0  -0.295  -5.0216   1.5618  -0.7406
 FCF  C17   C  C1     0  -0.070  -2.9429   0.5319   0.2079
 FCF  N18   N  N      0  -0.100  -2.2163   1.5140  -0.1368
 FCF  O21   O  O2     0  -0.399  -0.9110   1.3492   0.2208
 FCF  C22   C  CH2    0  -0.181  -0.1449   2.4542  -0.2242
 FCF  C23   C  CH2    0  -0.192   1.2783   2.2537   0.2156
 FCF  O27   O  O2     0  -0.379   1.8016   1.1204  -0.4730
 FCF  N31   N  N      0  -0.080   3.0698   0.8863  -0.1073
 FCF  C30   C  C1     0  -0.051   3.5954  -0.1087  -0.6939
 FCF  C16   C  CR6    0   0.418   4.9723  -0.4512  -0.3655
 FCF  N11   N  NR16   0  -0.736   5.6175   0.3256   0.5519
 FCF  C15   C  CR16   0  -0.541   5.5894  -1.5014  -0.9471
 FCF  C14   C  CR6    0   0.595   6.9555  -1.8152  -0.5989
 FCF  O33   O  O      0  -0.460   7.6048  -2.7350  -1.0607
 FCF  N13   N  NR16   0  -0.720   7.5110  -0.9608   0.3408
 FCF  C12   C  CR6    0   0.670   6.9100   0.1135   0.9475
 FCF  O34   O  O      0  -0.472   7.4750   0.8129   1.7610
 FCF  H6    H  H      0   0.249  -8.1701   0.3189  -0.7827
 FCF  H1    H  H      0   0.255  -6.8788   2.2991  -1.4975
 FCF  H4    H  H      0   0.245  -4.6204  -1.4143   0.8285
 FCF  H2    H  H      0   0.254  -4.4611   2.4308  -1.0603
 FCF  H17   H  H      0   0.249  -2.5272  -0.3321   0.7272
 FCF  H22   H  HCH2   0   0.234  -0.2048   2.5557  -1.3127
 FCF  H22A  H  HCH2   0   0.239  -0.5072   3.3864   0.2198
 FCF  H23   H  HCH2   0   0.248   1.8494   3.1503  -0.0384
 FCF  H23A  H  HCH2   0   0.244   1.3401   2.1012   1.2967
 FCF  H30   H  H      0   0.286   3.0797  -0.7230  -1.4270
 FCF  HN13  H  HNR6   0   0.428   8.4688  -1.1413   0.6152
 FCF  H13   H  HNR6   0   0.432   5.1239   1.1043   0.9686
 FCF  H15   H  HCR6   0   0.295   5.0773  -2.1157  -1.6724

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
 FCF  C38  O40   deloc     1.245  0.020  1.245
 FCF  O39  C38   deloc     1.246  0.020  1.246
 FCF  C5   C38   single    1.525  0.020  1.525
 FCF  C5   C4    aromatic  1.392  0.020  1.392
 FCF  C6   C5    aromatic  1.391  0.020  1.391
 FCF  C6   H6    single    0.930  0.020  1.080
 FCF  C1   C6    aromatic  1.391  0.020  1.391
 FCF  C1   C2    aromatic  1.383  0.020  1.383
 FCF  C1   H1    single    0.930  0.020  1.080
 FCF  C4   H4    single    0.930  0.020  1.080
 FCF  C3   C4    aromatic  1.393  0.020  1.393
 FCF  C3   C17   single    1.462  0.020  1.462
 FCF  C2   C3    aromatic  1.398  0.020  1.398
 FCF  C2   H2    single    0.930  0.020  1.080
 FCF  C17  H17   single    0.930  0.020  1.080
 FCF  N18  C17   double    1.269  0.020  1.269
 FCF  N18  O21   single    1.363  0.020  1.363
 FCF  C22  O21   single    1.416  0.020  1.416
 FCF  C22  C23   single    1.503  0.020  1.503
 FCF  C22  H22   single    0.970  0.020  1.090
 FCF  C22  H22A  single    0.970  0.020  1.090
 FCF  C23  O27   single    1.426  0.020  1.426
 FCF  C23  H23   single    0.970  0.020  1.090
 FCF  C23  H23A  single    0.970  0.020  1.090
 FCF  O27  N31   single    1.341  0.020  1.341
 FCF  N31  C30   double    1.269  0.020  1.269
 FCF  C30  C16   single    1.456  0.020  1.456
 FCF  C30  H30   single    0.930  0.020  1.080
 FCF  C16  C15   double    1.350  0.020  1.350
 FCF  N11  C16   single    1.364  0.020  1.364
 FCF  N11  C12   single    1.368  0.020  1.368
 FCF  C15  C14   single    1.444  0.020  1.444
 FCF  C14  O33   double    1.217  0.020  1.217
 FCF  N13  C14   single    1.386  0.020  1.386
 FCF  N13  HN13  single    0.860  0.020  1.020
 FCF  C12  N13   single    1.372  0.020  1.372
 FCF  O34  C12   double    1.213  0.020  1.213
 FCF  N11  H13   single    0.860  0.020  1.020
 FCF  C15  H15   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
 FCF  C5    C38  O39  116.54  3.000
 FCF  C5    C38  O40  116.49  3.000
 FCF  O39   C38  O40  126.97  3.000
 FCF  C4    C5   C6   118.46  3.000
 FCF  C6    C5   C38  120.92  3.000
 FCF  C4    C5   C38  120.62  3.000
 FCF  H6    C6   C1   119.86  3.000
 FCF  C1    C6   C5   120.67  3.000
 FCF  H6    C6   C5   119.47  3.000
 FCF  H1    C1   C2   119.62  3.000
 FCF  H1    C1   C6   119.93  3.000
 FCF  C2    C1   C6   120.44  3.000
 FCF  H4    C4   C3   119.49  3.000
 FCF  C3    C4   C5   121.47  3.000
 FCF  H4    C4   C5   119.04  3.000
 FCF  C17   C3   C2   122.43  3.000
 FCF  C2    C3   C4   119.19  3.000
 FCF  C17   C3   C4   118.37  3.000
 FCF  H2    C2   C3   120.19  3.000
 FCF  H2    C2   C1   120.06  3.000
 FCF  C3    C2   C1   119.76  3.000
 FCF  H17   C17  N18  121.61  3.000
 FCF  N18   C17  C3   121.18  3.000
 FCF  H17   C17  C3   117.21  3.000
 FCF  O21   N18  C17  112.54  3.000
 FCF  C22   O21  N18  109.95  3.000
 FCF  H22A  C22  H22  107.84  3.000
 FCF  H22A  C22  C23  107.96  3.000
 FCF  H22   C22  C23  110.80  3.000
 FCF  H22A  C22  O21  110.98  3.000
 FCF  H22   C22  O21  110.80  3.000
 FCF  C23   C22  O21  108.43  3.000
 FCF  H23A  C23  H23  108.34  3.000
 FCF  H23A  C23  O27  110.24  3.000
 FCF  H23   C23  O27  110.37  3.000
 FCF  H23A  C23  C22  111.19  3.000
 FCF  H23   C23  C22  108.50  3.000
 FCF  O27   C23  C22  108.19  3.000
 FCF  N31   O27  C23  110.75  3.000
 FCF  C30   N31  O27  113.75  3.000
 FCF  H30   C30  C16  117.90  3.000
 FCF  H30   C30  N31  123.95  3.000
 FCF  C16   C30  N31  118.15  3.000
 FCF  C15   C16  N11  121.10  3.000
 FCF  N11   C16  C30  117.70  3.000
 FCF  C15   C16  C30  121.20  3.000
 FCF  H13   N11  C12  117.45  3.000
 FCF  H13   N11  C16  118.98  3.000
 FCF  C12   N11  C16  123.57  3.000
 FCF  H15   C15  C14  119.14  3.000
 FCF  H15   C15  C16  121.01  3.000
 FCF  C14   C15  C16  119.85  3.000
 FCF  N13   C14  O33  120.62  3.000
 FCF  N13   C14  C15  114.11  3.000
 FCF  O33   C14  C15  125.27  3.000
 FCF  HN13  N13  C12  115.72  3.000
 FCF  C12   N13  C14  127.35  3.000
 FCF  HN13  N13  C14  116.93  3.000
 FCF  O34   C12  N13  122.96  3.000
 FCF  O34   C12  N11  123.01  3.000
 FCF  N13   C12  N11  114.03  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
 FCF  CONST_01  C2    C3   C4   C5      0.00   0.0  0
 FCF  CONST_02  C2    C1   C6   C5      0.00   0.0  0
 FCF  CONST_03  C3    C4   C5   C6      0.00   0.0  0
 FCF  CONST_04  C3    C2   C1   C6      0.00   0.0  0
 FCF  CONST_05  C4    C5   C6   C1      0.00   0.0  0
 FCF  CONST_06  C4    C3   C2   C1      0.00   0.0  0
 FCF  CONST_07  N13   C12  N11  C16     0.00   0.0  0
 FCF  CONST_08  C14   N13  C12  N11     0.00   0.0  0
 FCF  CONST_09  C12   N13  C14  C15     0.00   0.0  0
 FCF  CONST_10  C3    C4   C5   C38   180.00   0.0  0
 FCF  CONST_11  C1    C6   C5   C38   180.00   0.0  0
 FCF  CONST_12  C17   C3   C4   C5    180.00   0.0  0
 FCF  CONST_13  C17   C3   C2   C1    180.00   0.0  0
 FCF  CONST_14  O34   C12  N11  C16   180.00   0.0  0
 FCF  CONST_15  O34   C12  N13  C14   180.00   0.0  0
 FCF  CONST_16  C12   N13  C14  O33   180.00   0.0  0
 FCF  CONST_17  H1    C1   C6   C5    180.00   0.0  0
 FCF  CONST_18  H4    C4   C5   C6    180.00   0.0  0
 FCF  CONST_19  H2    C2   C1   C6    180.00   0.0  0
 FCF  CONST_20  H6    C6   C5   C4    180.00   0.0  0
 FCF  CONST_21  HN13  N13  C12  N11   180.00   0.0  0
 FCF  CONST_22  H13   N11  C12  N13   180.00   0.0  0
 FCF  CONST_23  O21   N18  C17  C3    180.00   0.0  0
 FCF  CONST_24  H17   C17  N18  O21     0.00   0.0  0
 FCF  Var_01    C4    C5   C38  O40  -179.73  30.0  3
 FCF  Var_02    N18   C17  C3   C4    179.69  30.0  2
 FCF  Var_03    C15   C16  C30  N31   179.65  30.0  2
 FCF  Var_04    C16   C30  N31  O27  -179.87   0.0  2
 FCF  Var_05    C23   C22  O21  N18   178.66  30.0  2
 FCF  Var_06    O27   C23  C22  O21    65.86  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
 FCF  plan-1  C38   0.020
 FCF  plan-1  C5    0.020
 FCF  plan-1  C6    0.020
 FCF  plan-1  C1    0.020
 FCF  plan-1  C4    0.020
 FCF  plan-1  C3    0.020
 FCF  plan-1  C2    0.020
 FCF  plan-1  C17   0.020
 FCF  plan-1  H6    0.020
 FCF  plan-1  H1    0.020
 FCF  plan-1  H4    0.020
 FCF  plan-1  H2    0.020
 FCF  plan-2  C3    0.020
 FCF  plan-2  C17   0.020
 FCF  plan-2  N18   0.020
 FCF  plan-2  O21   0.020
 FCF  plan-2  H17   0.020
 FCF  plan-3  O27   0.020
 FCF  plan-3  N31   0.020
 FCF  plan-3  C30   0.020
 FCF  plan-3  C16   0.020
 FCF  plan-3  H30   0.020
 FCF  plan-4  C30   0.020
 FCF  plan-4  C16   0.020
 FCF  plan-4  N11   0.020
 FCF  plan-4  C15   0.020
 FCF  plan-4  C14   0.020
 FCF  plan-4  O33   0.020
 FCF  plan-4  N13   0.020
 FCF  plan-4  C12   0.020
 FCF  plan-4  O34   0.020
 FCF  plan-4  HN13  0.020
 FCF  plan-4  H13   0.020
 FCF  plan-4  H15   0.020
 FCF  plan-5  O40   0.020
 FCF  plan-5  C38   0.020
 FCF  plan-5  O39   0.020
 FCF  plan-5  C5    0.020

