# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 15:19:01 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (1R,2S,3R,4S,5S)-5-(propoxymethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOC[C@@H]1C[C@H]2O[C@@H]1[C@@H]([C@@H]2C(O)=O)C(O)=O
#
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
 4TF  4TF  '(1R,2S,3R,4S,5S)-5-(propoxymethyl)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid'  ligand  34  18  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4TF
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
 4TF  O18  O  O      0  -0.615  -3.7010  -0.8078  -0.7949
 4TF  C16  C  C      0   0.417  -2.8489  -0.1639  -1.4384
 4TF  O17  O  OC    -1  -0.629  -3.0519   0.4776  -2.4916
 4TF  C01  C  CH1    0  -0.339  -1.4034  -0.2180  -0.9230
 4TF  C06  C  CH1    0  -0.379  -1.1379   0.5087   0.4329
 4TF  C07  C  C      0   0.441  -2.3773   1.1574   1.0754
 4TF  O09  O  OC    -1  -0.628  -2.9059   2.0685   0.4059
 4TF  O08  O  O      0  -0.605  -2.7243   0.7850   2.2134
 4TF  C02  C  CH1    0  -0.023  -0.9665  -1.6495  -0.5515
 4TF  O10  O  O2     0  -0.496  -1.2640  -1.7527   0.8344
 4TF  C05  C  CH1    0  -0.011  -0.5111  -0.6221   1.2497
 4TF  C03  C  CH2    0  -0.446   0.5657  -1.7270  -0.5663
 4TF  C04  C  CH1    0  -0.261   0.9041  -0.9933   0.7521
 4TF  C11  C  CH2    0  -0.132   1.8805   0.1538   0.6172
 4TF  O12  O  O2     0  -0.492   3.1344  -0.3638   0.2390
 4TF  C13  C  CH2    0  -0.117   4.1233   0.6278   0.1058
 4TF  C14  C  CH2    0  -0.464   5.3769   0.0224  -0.4945
 4TF  C15  C  CH3    0  -0.673   6.4898   1.0537  -0.6202
 4TF  H2   H  HCH1   0   0.201  -0.7400   0.1829  -1.6944
 4TF  H3   H  HCH1   0   0.228  -0.4288   1.3251   0.2707
 4TF  H5   H  HCH1   0   0.218  -1.4685  -2.4437  -1.1050
 4TF  H6   H  HCH1   0   0.218  -0.5826  -0.4901   2.3285
 4TF  H7   H  HCH2   0   0.234   0.9136  -2.7614  -0.5518
 4TF  H8   H  HCH2   0   0.226   0.9982  -1.2486  -1.4470
 4TF  H9   H  HCH1   0   0.237   1.3312  -1.7004   1.4707
 4TF  H10  H  HCH2   0   0.191   1.5383   0.8797  -0.1344
 4TF  H11  H  HCH2   0   0.200   1.9558   0.6986   1.5714
 4TF  H12  H  HCH2   0   0.189   3.7658   1.4467  -0.5366
 4TF  H13  H  HCH2   0   0.189   4.3549   1.0773   1.0833
 4TF  H14  H  HCH2   0   0.223   5.7139  -0.8117   0.1271
 4TF  H15  H  HCH2   0   0.222   5.1426  -0.3916  -1.4789
 4TF  H16  H  HCH3   0   0.221   6.1803   1.8998  -1.2365
 4TF  H17  H  HCH3   0   0.222   6.7817   1.4455   0.3555
 4TF  H18  H  HCH3   0   0.235   7.3779   0.6214  -1.0804

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
 4TF  C03  C02  single  1.534  0.020  1.534
 4TF  C03  C04  single  1.546  0.020  1.546
 4TF  O18  C16  deloc   1.247  0.020  1.247
 4TF  C02  C01  single  1.542  0.020  1.542
 4TF  C02  O10  single  1.421  0.020  1.421
 4TF  C16  C01  single  1.536  0.020  1.536
 4TF  C16  O17  deloc   1.250  0.020  1.250
 4TF  C01  C06  single  1.561  0.020  1.561
 4TF  O10  C05  single  1.420  0.020  1.420
 4TF  C04  C11  single  1.512  0.020  1.512
 4TF  C04  C05  single  1.545  0.020  1.545
 4TF  C11  O12  single  1.408  0.020  1.408
 4TF  C05  C06  single  1.529  0.020  1.529
 4TF  C06  C07  single  1.539  0.020  1.539
 4TF  O12  C13  single  1.407  0.020  1.407
 4TF  C07  O08  deloc   1.247  0.020  1.247
 4TF  C07  O09  deloc   1.248  0.020  1.248
 4TF  C14  C13  single  1.516  0.020  1.516
 4TF  C14  C15  single  1.522  0.020  1.522
 4TF  C01  H2   single  0.970  0.020  1.090
 4TF  C06  H3   single  0.970  0.020  1.090
 4TF  C02  H5   single  0.970  0.020  1.090
 4TF  C05  H6   single  0.970  0.020  1.090
 4TF  C03  H7   single  0.970  0.020  1.090
 4TF  C03  H8   single  0.970  0.020  1.090
 4TF  C04  H9   single  0.970  0.020  1.090
 4TF  C11  H10  single  0.970  0.020  1.090
 4TF  C11  H11  single  0.970  0.020  1.090
 4TF  C13  H12  single  0.970  0.020  1.090
 4TF  C13  H13  single  0.970  0.020  1.090
 4TF  C14  H14  single  0.970  0.020  1.090
 4TF  C14  H15  single  0.970  0.020  1.090
 4TF  C15  H16  single  0.970  0.020  1.090
 4TF  C15  H17  single  0.970  0.020  1.090
 4TF  C15  H18  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
 4TF  C01  C16  O17  116.99  3.000
 4TF  O17  C16  O18  126.08  3.000
 4TF  C01  C16  O18  116.86  3.000
 4TF  H2   C01  C02  109.78  3.000
 4TF  H2   C01  C06  109.81  3.000
 4TF  C02  C01  C06  100.06  3.000
 4TF  H2   C01  C16  108.75  3.000
 4TF  C06  C01  C16  115.80  3.000
 4TF  C02  C01  C16  112.35  3.000
 4TF  H3   C06  C05  111.44  3.000
 4TF  H3   C06  C07  105.63  3.000
 4TF  C05  C06  C07  114.76  3.000
 4TF  H3   C06  C01  109.21  3.000
 4TF  C07  C06  C01  114.94  3.000
 4TF  C05  C06  C01  100.92  3.000
 4TF  O08  C07  O09  126.14  3.000
 4TF  O09  C07  C06  115.14  3.000
 4TF  O08  C07  C06  118.63  3.000
 4TF  H5   C02  C03  114.72  3.000
 4TF  H5   C02  O10  110.23  3.000
 4TF  C03  C02  O10  102.40  3.000
 4TF  H5   C02  C01  115.05  3.000
 4TF  O10  C02  C01  104.06  3.000
 4TF  C03  C02  C01  109.12  3.000
 4TF  C05  O10  C02   96.68  3.000
 4TF  H6   C05  C04  114.09  3.000
 4TF  H6   C05  O10  110.57  3.000
 4TF  C04  C05  O10  101.54  3.000
 4TF  H6   C05  C06  114.36  3.000
 4TF  C04  C05  C06  112.39  3.000
 4TF  O10  C05  C06  102.42  3.000
 4TF  H8   C03  H7   107.45  3.000
 4TF  H8   C03  C04  113.16  3.000
 4TF  H7   C03  C04  111.63  3.000
 4TF  H8   C03  C02  112.41  3.000
 4TF  H7   C03  C02  111.48  3.000
 4TF  C04  C03  C02  100.74  3.000
 4TF  H9   C04  C11  107.24  3.000
 4TF  H9   C04  C03  109.79  3.000
 4TF  C11  C04  C03  115.16  3.000
 4TF  H9   C04  C05  107.52  3.000
 4TF  C11  C04  C05  115.96  3.000
 4TF  C03  C04  C05  100.85  3.000
 4TF  H11  C11  H10  106.68  3.000
 4TF  H11  C11  O12  110.71  3.000
 4TF  H10  C11  O12  109.64  3.000
 4TF  H11  C11  C04  110.00  3.000
 4TF  H10  C11  C04  111.14  3.000
 4TF  O12  C11  C04  108.67  3.000
 4TF  C13  O12  C11  113.10  3.000
 4TF  H13  C13  H12  106.43  3.000
 4TF  H13  C13  C14  109.93  3.000
 4TF  H12  C13  C14  109.55  3.000
 4TF  H13  C13  O12  110.60  3.000
 4TF  H12  C13  O12  110.58  3.000
 4TF  C14  C13  O12  109.71  3.000
 4TF  H15  C14  H14  106.80  3.000
 4TF  H15  C14  C15  109.81  3.000
 4TF  H14  C14  C15  109.78  3.000
 4TF  H15  C14  C13  109.30  3.000
 4TF  H14  C14  C13  109.53  3.000
 4TF  C15  C14  C13  111.51  3.000
 4TF  H18  C15  H17  107.58  3.000
 4TF  H18  C15  H16  107.47  3.000
 4TF  H17  C15  H16  107.60  3.000
 4TF  H18  C15  C14  111.21  3.000
 4TF  H17  C15  C14  111.40  3.000
 4TF  H16  C15  C14  111.37  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
 4TF  Var_01  C14  C13  O12  C11  -171.78  30.0  3
 4TF  Var_02  C15  C14  C13  O12  -178.37  30.0  2
 4TF  Var_03  H10  C11  O12  C13    59.24  30.0  1
 4TF  Var_04  H16  C15  C14  C13   -58.40  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
 4TF  chir_01  C01  C02  C16  C06  negativ
 4TF  chir_02  C06  C01  C05  C07  positiv
 4TF  chir_03  C02  O10  C01  C03  negativ
 4TF  chir_04  C05  O10  C04  C06  negativ
 4TF  chir_05  C04  C05  C11  C03  positiv

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
 4TF  plan-1  O18  0.020
 4TF  plan-1  C16  0.020
 4TF  plan-1  O17  0.020
 4TF  plan-1  C01  0.020
 4TF  plan-2  C06  0.020
 4TF  plan-2  C07  0.020
 4TF  plan-2  O09  0.020
 4TF  plan-2  O08  0.020

