# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 02:11:14 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2-(2-carboxyethyl)-4-methyl-5-propylfuran-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1oc(CCC(O)=O)c(C(O)=O)c1C
#
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
 C1F  C1F  '2-(2-carboxyethyl)-4-methyl-5-propylfuran-3-carboxylic acid'  ligand  31  17  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_C1F
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
 C1F  C1    C  CR5    0  -0.026   1.6861  -1.1878   0.3982
 C1F  C2    C  CR5    0  -0.249   0.3277  -1.3433  -0.0745
 C1F  C3    C  CR5    0   0.366  -0.1205  -0.0854  -0.3529
 C1F  C4    C  CH2    0  -0.522  -1.4189   0.4862  -0.7953
 C1F  C6    C  CH3    0  -0.725   2.6366  -2.2564   0.8239
 C1F  O     O  O      0  -0.457   0.8534   0.8124  -0.0822
 C1F  C7    C  CH3    0  -0.668   5.0579   2.3713  -0.1958
 C1F  C9    C  CH2    0  -0.589  -2.1776   1.1557   0.3511
 C1F  C40   C  CR5    0   0.316   1.9461   0.1420   0.3708
 C1F  C12   C  CH2    0  -0.420   3.8400   1.5348  -0.5588
 C1F  C70   C  C      0   0.414  -3.5448   1.7546  -0.0253
 C1F  O1    O  O      0  -0.598  -1.5456  -2.5967  -0.7760
 C1F  C13   C  C      0   0.335  -0.4343  -2.6322  -0.2052
 C1F  O2    O  OC    -1  -0.593   0.1058  -3.6492   0.2766
 C1F  O3    O  O      0  -0.606  -3.9267   1.6430  -1.2065
 C1F  O4    O  OC    -1  -0.631  -4.1653   2.3119   0.9046
 C1F  H4C1  H  HCH2   0   0.224  -1.2480   1.2125  -1.5951
 C1F  H4C2  H  HCH2   0   0.245  -2.0122  -0.3204  -1.2150
 C1F  H6C1  H  HCH3   0   0.228   2.7974  -2.9891   0.0332
 C1F  H6C2  H  HCH3   0   0.217   3.6062  -1.8344   1.0891
 C1F  H6C3  H  HCH3   0   0.229   2.2624  -2.8077   1.6857
 C1F  H7C1  H  HCH3   0   0.219   4.7805   3.2182   0.4348
 C1F  H7C2  H  HCH3   0   0.218   5.7936   1.7805   0.3534
 C1F  H7C3  H  HCH3   0   0.230   5.5484   2.7680  -1.0850
 C1F  H9C1  H  HCH2   0   0.228  -2.3288   0.4277   1.1552
 C1F  H9C2  H  HCH2   0   0.225  -1.5681   1.9499   0.7943
 C1F  H111  H  HCH2   0   0.242   3.8574   0.3399   1.2314
 C1F  H112  H  HCH2   0   0.238   2.8773   1.7803   1.3547
 C1F  H121  H  HCH2   0   0.222   3.1314   2.1421  -1.1276
 C1F  H122  H  HCH2   0   0.221   4.1356   0.7109  -1.2137
 C1F  C11   C  CH2    0  -0.532   3.1467   0.9597   0.6802

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
 C1F  C1   C2    aromatic  1.447  0.020  1.447
 C1F  C1   C6    single    1.492  0.020  1.492
 C1F  C1   C40   aromatic  1.355  0.020  1.355
 C1F  C2   C3    aromatic  1.364  0.020  1.364
 C1F  C2   C13   single    1.503  0.020  1.503
 C1F  C3   C4    single    1.486  0.020  1.486
 C1F  C3   O     aromatic  1.352  0.020  1.352
 C1F  C4   C9    single    1.529  0.020  1.529
 C1F  C4   H4C1  single    0.970  0.020  1.090
 C1F  C4   H4C2  single    0.970  0.020  1.090
 C1F  C6   H6C1  single    0.970  0.020  1.090
 C1F  C6   H6C2  single    0.970  0.020  1.090
 C1F  C6   H6C3  single    0.970  0.020  1.090
 C1F  O    C40   aromatic  1.360  0.020  1.360
 C1F  C7   C12   single    1.521  0.020  1.521
 C1F  C7   H7C1  single    0.970  0.020  1.090
 C1F  C7   H7C2  single    0.970  0.020  1.090
 C1F  C7   H7C3  single    0.970  0.020  1.090
 C1F  C9   C70   single    1.539  0.020  1.539
 C1F  C9   H9C1  single    0.970  0.020  1.090
 C1F  C9   H9C2  single    0.970  0.020  1.090
 C1F  C11  C40   single    1.485  0.020  1.485
 C1F  C11  C12   single    1.532  0.020  1.532
 C1F  C11  H111  single    0.970  0.020  1.090
 C1F  C11  H112  single    0.970  0.020  1.090
 C1F  C12  H121  single    0.970  0.020  1.090
 C1F  C12  H122  single    0.970  0.020  1.090
 C1F  C70  O3    deloc     1.246  0.020  1.246
 C1F  C70  O4    deloc     1.249  0.020  1.249
 C1F  O1   C13   deloc     1.250  0.020  1.250
 C1F  C13  O2    deloc     1.248  0.020  1.248

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
 C1F  C40   C1   C6    125.89  3.000
 C1F  C40   C1   C2    106.20  3.000
 C1F  C6    C1   C2    127.91  3.000
 C1F  C13   C2   C3    127.34  3.000
 C1F  C13   C2   C1    126.63  3.000
 C1F  C3    C2   C1    106.03  3.000
 C1F  O     C3   C4    115.70  3.000
 C1F  O     C3   C2    109.56  3.000
 C1F  C4    C3   C2    134.63  3.000
 C1F  H4C2  C4   H4C1  107.22  3.000
 C1F  H4C2  C4   C9    110.12  3.000
 C1F  H4C1  C4   C9    109.57  3.000
 C1F  H4C2  C4   C3    107.86  3.000
 C1F  H4C1  C4   C3    109.66  3.000
 C1F  C9    C4   C3    112.26  3.000
 C1F  H6C3  C6   H6C2  108.00  3.000
 C1F  H6C3  C6   H6C1  106.52  3.000
 C1F  H6C2  C6   H6C1  107.79  3.000
 C1F  H6C3  C6   C1    111.67  3.000
 C1F  H6C2  C6   C1    111.02  3.000
 C1F  H6C1  C6   C1    111.62  3.000
 C1F  C40   O    C3    108.56  3.000
 C1F  H7C3  C7   H7C2  107.70  3.000
 C1F  H7C3  C7   H7C1  107.65  3.000
 C1F  H7C2  C7   H7C1  107.49  3.000
 C1F  H7C3  C7   C12   111.44  3.000
 C1F  H7C2  C7   C12   111.22  3.000
 C1F  H7C1  C7   C12   111.16  3.000
 C1F  H9C2  C9   H9C1  105.17  3.000
 C1F  H9C2  C9   C70   108.13  3.000
 C1F  H9C1  C9   C70   108.39  3.000
 C1F  H9C2  C9   C4    110.18  3.000
 C1F  H9C1  C9   C4    109.14  3.000
 C1F  C70   C9   C4    115.32  3.000
 C1F  C11   C40  O     116.59  3.000
 C1F  C11   C40  C1    133.71  3.000
 C1F  O     C40  C1    109.66  3.000
 C1F  H122  C12  H121  106.40  3.000
 C1F  H122  C12  C11   108.90  3.000
 C1F  H121  C12  C11   109.64  3.000
 C1F  H122  C12  C7    109.93  3.000
 C1F  H121  C12  C7    109.74  3.000
 C1F  C11   C12  C7    112.07  3.000
 C1F  O4    C70  O3    126.39  3.000
 C1F  O4    C70  C9    115.64  3.000
 C1F  O3    C70  C9    117.97  3.000
 C1F  O2    C13  O1    125.74  3.000
 C1F  O2    C13  C2    116.47  3.000
 C1F  O1    C13  C2    117.78  3.000
 C1F  H112  C11  H111  105.92  3.000
 C1F  H112  C11  C12   109.14  3.000
 C1F  H111  C11  C12   109.07  3.000
 C1F  H112  C11  C40   109.98  3.000
 C1F  H111  C11  C40   108.59  3.000
 C1F  C12   C11  C40   113.83  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
 C1F  CONST_01  O     C3   C2   C1      0.00   0.0  0
 C1F  CONST_02  C3    O    C40  C1      0.00   0.0  0
 C1F  CONST_03  O     C40  C1   C2      0.00   0.0  0
 C1F  CONST_04  C40   O    C3   C2      0.00   0.0  0
 C1F  CONST_05  C40   C1   C2   C3      0.00   0.0  0
 C1F  CONST_06  C4    C3   C2   C1    180.00   0.0  0
 C1F  CONST_07  C11   C40  C1   C2    180.00   0.0  0
 C1F  CONST_08  C6    C1   C2   C3    180.00   0.0  0
 C1F  CONST_09  C11   C40  O    C3    180.00   0.0  0
 C1F  CONST_10  C40   O    C3   C4    180.00   0.0  0
 C1F  CONST_11  O     C40  C1   C6    180.00   0.0  0
 C1F  CONST_12  C13   C2   C3   O     180.00   0.0  0
 C1F  CONST_13  C13   C2   C1   C40   180.00   0.0  0
 C1F  Var_01    O1    C13  C2   C1   -171.93  30.0  2
 C1F  Var_02    C12   C11  C40  C1    106.91  30.0  1
 C1F  Var_03    C9    C4   C3   C2    102.96  30.0  2
 C1F  Var_04    H6C1  C6   C1   C2     57.22  30.0  2
 C1F  Var_05    C70   C9   C4   C3   -179.13  30.0  3
 C1F  Var_06    C40   C11  C12  C7    179.65  30.0  1
 C1F  Var_07    O3    C70  C9   C4      0.51  30.0  3
 C1F  Var_08    H7C1  C7   C12  C11   -60.43  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
 C1F  plan-1  C1   0.020
 C1F  plan-1  C2   0.020
 C1F  plan-1  C3   0.020
 C1F  plan-1  C4   0.020
 C1F  plan-1  C6   0.020
 C1F  plan-1  O    0.020
 C1F  plan-1  C40  0.020
 C1F  plan-1  C13  0.020
 C1F  plan-1  C11  0.020
 C1F  plan-2  C9   0.020
 C1F  plan-2  C70  0.020
 C1F  plan-2  O3   0.020
 C1F  plan-2  O4   0.020
 C1F  plan-3  C2   0.020
 C1F  plan-3  O1   0.020
 C1F  plan-3  C13  0.020
 C1F  plan-3  O2   0.020

