# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 13:35:10 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: (6-butoxy-1-benzofuran-3-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOc1ccc2c(CC(O)=O)coc2c1
#
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
 OVG  OVG  '(6-butoxy-1-benzofuran-3-yl)acetic acid'  ligand  33  18  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OVG
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
 OVG  C12  C  C      0   0.421  -4.1959   1.4632  -0.1490
 OVG  C15  C  CR15   0  -0.073  -2.9393  -1.9414   0.0957
 OVG  C01  C  CH3    0  -0.662   7.3437   0.8191  -0.2285
 OVG  C02  C  CH2    0  -0.429   5.9035   1.2025   0.0786
 OVG  C03  C  CH2    0  -0.450   4.9287   0.0574  -0.1734
 OVG  C04  C  CH2    0  -0.169   3.5014   0.4745   0.1103
 OVG  C06  C  CR6    0   0.378   1.3197  -0.4922   0.0370
 OVG  C07  C  CR16   0  -0.389   0.7090   0.7156   0.4167
 OVG  C08  C  CR16   0  -0.350  -0.6664   0.7995   0.5690
 OVG  C09  C  CR56   0   0.025  -1.4457  -0.3309   0.3555
 OVG  C10  C  CR5    0   0.089  -2.8533  -0.6376   0.4238
 OVG  C11  C  CH2    0  -0.729  -3.9489   0.2827   0.8210
 OVG  C17  C  CR56   0   0.383  -0.8090  -1.5146  -0.0207
 OVG  C18  C  CR16   0  -0.454   0.5563  -1.6357  -0.1904
 OVG  O13  O  O      0  -0.593  -3.5567   1.4799  -1.2148
 OVG  O14  O  OC    -1  -0.625  -5.0398   2.2973   0.2354
 OVG  O16  O  O      0  -0.452  -1.7177  -2.4976  -0.1839
 OVG  H1   H  HCR5   0   0.277  -3.7848  -2.6071   0.0173
 OVG  H2   H  HCH3   0   0.219   7.6661  -0.0259   0.3825
 OVG  H3   H  HCH3   0   0.219   7.4623   0.5330  -1.2751
 OVG  H4   H  HCH3   0   0.230   8.0253   1.6470  -0.0319
 OVG  H5   H  HCH2   0   0.219   5.8251   1.5248   1.1209
 OVG  H6   H  HCH2   0   0.219   5.6161   2.0660  -0.5290
 OVG  H7   H  HCH2   0   0.227   5.0127  -0.2735  -1.2128
 OVG  H8   H  HCH2   0   0.227   5.1968  -0.7965   0.4560
 OVG  H9   H  HCH2   0   0.218   3.4025   0.8079   1.1504
 OVG  H10  H  HCH2   0   0.217   3.2240   1.3179  -0.5330
 OVG  H11  H  HCR6   0   0.276   1.3029   1.6021   0.5912
 OVG  H12  H  HCR6   0   0.251  -1.1154   1.7401   0.8598
 OVG  H13  H  HCH2   0   0.241  -3.7420   0.6916   1.8154
 OVG  H14  H  HCH2   0   0.252  -4.8833  -0.2774   0.9242
 OVG  H15  H  HCR6   0   0.269   1.0218  -2.5680  -0.4842
 OVG  O05  O  O2     0  -0.482   2.6511  -0.6345  -0.1333

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
 OVG  O05  C04  single    1.419  0.020  1.419
 OVG  O05  C06  single    1.350  0.020  1.350
 OVG  C04  C03  single    1.514  0.020  1.514
 OVG  C07  C06  aromatic  1.406  0.020  1.406
 OVG  C07  C08  aromatic  1.386  0.020  1.386
 OVG  C06  C18  aromatic  1.394  0.020  1.394
 OVG  C01  C02  single    1.522  0.020  1.522
 OVG  C02  C03  single    1.525  0.020  1.525
 OVG  C08  C09  aromatic  1.389  0.020  1.389
 OVG  C18  C17  aromatic  1.381  0.020  1.381
 OVG  C09  C17  aromatic  1.396  0.020  1.396
 OVG  C09  C10  aromatic  1.442  0.020  1.442
 OVG  C17  O16  aromatic  1.349  0.020  1.349
 OVG  C10  C11  single    1.485  0.020  1.485
 OVG  C10  C15  aromatic  1.347  0.020  1.347
 OVG  C11  C12  single    1.548  0.020  1.548
 OVG  O16  C15  aromatic  1.371  0.020  1.371
 OVG  C12  O13  deloc     1.243  0.020  1.243
 OVG  C12  O14  deloc     1.247  0.020  1.247
 OVG  C15  H1   single    0.930  0.020  1.080
 OVG  C01  H2   single    0.970  0.020  1.090
 OVG  C01  H3   single    0.970  0.020  1.090
 OVG  C01  H4   single    0.970  0.020  1.090
 OVG  C02  H5   single    0.970  0.020  1.090
 OVG  C02  H6   single    0.970  0.020  1.090
 OVG  C03  H7   single    0.970  0.020  1.090
 OVG  C03  H8   single    0.970  0.020  1.090
 OVG  C04  H9   single    0.970  0.020  1.090
 OVG  C04  H10  single    0.970  0.020  1.090
 OVG  C07  H11  single    0.930  0.020  1.080
 OVG  C08  H12  single    0.930  0.020  1.080
 OVG  C11  H13  single    0.970  0.020  1.090
 OVG  C11  H14  single    0.970  0.020  1.090
 OVG  C18  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
 OVG  O14  C12  O13  127.11  3.000
 OVG  O14  C12  C11  115.14  3.000
 OVG  O13  C12  C11  117.75  3.000
 OVG  H1   C15  O16  115.66  3.000
 OVG  H1   C15  C10  131.67  3.000
 OVG  O16  C15  C10  112.67  3.000
 OVG  H4   C01  H3   107.70  3.000
 OVG  H4   C01  H2   107.60  3.000
 OVG  H3   C01  H2   107.57  3.000
 OVG  H4   C01  C02  111.34  3.000
 OVG  H3   C01  C02  111.25  3.000
 OVG  H2   C01  C02  111.20  3.000
 OVG  H6   C02  H5   106.13  3.000
 OVG  H6   C02  C03  109.45  3.000
 OVG  H5   C02  C03  109.44  3.000
 OVG  H6   C02  C01  109.60  3.000
 OVG  H5   C02  C01  109.54  3.000
 OVG  C03  C02  C01  112.49  3.000
 OVG  H8   C03  H7   106.96  3.000
 OVG  H8   C03  C04  109.77  3.000
 OVG  H7   C03  C04  109.50  3.000
 OVG  H8   C03  C02  109.53  3.000
 OVG  H7   C03  C02  109.58  3.000
 OVG  C04  C03  C02  111.40  3.000
 OVG  H10  C04  H9   107.45  3.000
 OVG  H10  C04  O05  110.42  3.000
 OVG  H9   C04  O05  110.27  3.000
 OVG  H10  C04  C03  109.91  3.000
 OVG  H9   C04  C03  110.27  3.000
 OVG  O05  C04  C03  108.51  3.000
 OVG  O05  C06  C18  115.67  3.000
 OVG  C18  C06  C07  120.74  3.000
 OVG  O05  C06  C07  123.59  3.000
 OVG  H11  C07  C08  118.53  3.000
 OVG  H11  C07  C06  120.62  3.000
 OVG  C08  C07  C06  120.84  3.000
 OVG  H12  C08  C09  121.05  3.000
 OVG  H12  C08  C07  119.59  3.000
 OVG  C09  C08  C07  119.36  3.000
 OVG  C17  C09  C10  106.12  3.000
 OVG  C10  C09  C08  135.49  3.000
 OVG  C17  C09  C08  118.39  3.000
 OVG  C11  C10  C09  126.94  3.000
 OVG  C11  C10  C15  128.16  3.000
 OVG  C09  C10  C15  104.87  3.000
 OVG  H14  C11  H13  105.47  3.000
 OVG  H14  C11  C10  109.75  3.000
 OVG  H13  C11  C10  109.57  3.000
 OVG  H14  C11  C12  108.25  3.000
 OVG  H13  C11  C12  108.33  3.000
 OVG  C10  C11  C12  115.02  3.000
 OVG  O16  C17  C18  125.97  3.000
 OVG  O16  C17  C09  110.09  3.000
 OVG  C18  C17  C09  123.95  3.000
 OVG  H15  C18  C17  122.26  3.000
 OVG  H15  C18  C06  121.02  3.000
 OVG  C17  C18  C06  116.71  3.000
 OVG  C17  O16  C15  106.26  3.000
 OVG  C06  O05  C04  119.15  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
 OVG  CONST_01  C08  C09  C10  C15   180.00   0.0  0
 OVG  CONST_02  C17  C09  C10  C15     0.00   0.0  0
 OVG  CONST_03  C18  C17  O16  C15   180.00   0.0  0
 OVG  CONST_04  C09  C17  O16  C15     0.00   0.0  0
 OVG  CONST_05  C09  C08  C07  C06     0.00   0.0  0
 OVG  CONST_06  C09  C17  C18  C06     0.00   0.0  0
 OVG  CONST_07  O16  C17  C18  C06   180.00   0.0  0
 OVG  CONST_08  C17  C18  C06  C07     0.00   0.0  0
 OVG  CONST_09  C17  C09  C08  C07     0.00   0.0  0
 OVG  CONST_10  C10  C09  C08  C07   180.00   0.0  0
 OVG  CONST_11  C18  C06  C07  C08     0.00   0.0  0
 OVG  CONST_12  C18  C17  C09  C08     0.00   0.0  0
 OVG  CONST_13  O16  C17  C09  C08   180.00   0.0  0
 OVG  CONST_14  O16  C15  C10  C09     0.00   0.0  0
 OVG  CONST_15  C18  C17  C09  C10   180.00   0.0  0
 OVG  CONST_16  O16  C17  C09  C10     0.00   0.0  0
 OVG  CONST_17  C17  O16  C15  C10     0.00   0.0  0
 OVG  CONST_18  O05  C06  C07  C08   180.00   0.0  0
 OVG  CONST_19  C11  C10  C09  C08     0.00   0.0  0
 OVG  CONST_20  C17  C09  C10  C11   180.00   0.0  0
 OVG  CONST_21  O16  C15  C10  C11   180.00   0.0  0
 OVG  CONST_22  O05  C06  C18  C17   180.00   0.0  0
 OVG  CONST_23  H12  C08  C07  C06   180.00   0.0  0
 OVG  CONST_24  H15  C18  C06  C07   180.00   0.0  0
 OVG  CONST_25  H11  C07  C08  C09   180.00   0.0  0
 OVG  CONST_26  H1   C15  C10  C09   180.00   0.0  0
 OVG  Var_01    C09  C10  C11  C12    66.38  30.0  2
 OVG  Var_02    C07  C06  O05  C04     1.58  30.0  2
 OVG  Var_03    O13  C12  C11  C10     6.18  30.0  3
 OVG  Var_04    H9   C04  O05  C06    60.02  30.0  3
 OVG  Var_05    C04  C03  C02  C01  -178.74  30.0  3
 OVG  Var_06    O05  C04  C03  C02  -179.57  30.0  1
 OVG  Var_07    H2   C01  C02  C03   -59.41  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
 OVG  plan-1  C15  0.020
 OVG  plan-1  C06  0.020
 OVG  plan-1  C07  0.020
 OVG  plan-1  C08  0.020
 OVG  plan-1  C09  0.020
 OVG  plan-1  C10  0.020
 OVG  plan-1  C11  0.020
 OVG  plan-1  C17  0.020
 OVG  plan-1  C18  0.020
 OVG  plan-1  O16  0.020
 OVG  plan-1  H1   0.020
 OVG  plan-1  H11  0.020
 OVG  plan-1  H12  0.020
 OVG  plan-1  H15  0.020
 OVG  plan-1  O05  0.020
 OVG  plan-2  C12  0.020
 OVG  plan-2  C11  0.020
 OVG  plan-2  O13  0.020
 OVG  plan-2  O14  0.020

