# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 10:38:31 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: [6-(benzyloxy)-1-benzofuran-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1coc2cc(OCc3ccccc3)ccc12
#
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
 OR4  OR4  '[6-(benzyloxy)-1-benzofuran-3-yl]acetic acid'  ligand  34  21  .  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_OR4
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
 OR4  C02  C  C      0   0.421  -5.0685   1.2714  -0.0530
 OR4  C04  C  CH2    0  -0.728  -4.7477   0.0279   0.8117
 OR4  C05  C  CR5    0   0.088  -3.5713  -0.7585   0.3610
 OR4  C06  C  CR15   0  -0.072  -3.5419  -2.0213  -0.1071
 OR4  C08  C  CR56   0   0.383  -1.4541  -1.4105  -0.1263
 OR4  C09  C  CR16   0  -0.450  -0.0823  -1.3959  -0.2864
 OR4  C10  C  CR6    0   0.377   0.5761  -0.2210   0.0701
 OR4  C12  C  CH2    0  -0.268   2.6710   0.8920   0.3338
 OR4  C13  C  CR6    0   0.101   4.1182   0.5713   0.1127
 OR4  C14  C  CR16   0  -0.298   4.7887   1.0511  -1.0072
 OR4  C15  C  CR16   0  -0.242   6.1249   0.7355  -1.2194
 OR4  C16  C  CR16   0  -0.262   6.8001  -0.0693  -0.3120
 OR4  C17  C  CR16   0  -0.243   6.1364  -0.5552   0.8085
 OR4  C18  C  CR16   0  -0.288   4.8026  -0.2364   1.0177
 OR4  C19  C  CR16   0  -0.388  -0.1384   0.8816   0.5681
 OR4  C20  C  CR16   0  -0.349  -1.5170   0.8310   0.7075
 OR4  C21  C  CR56   0   0.026  -2.1936  -0.3320   0.3616
 OR4  O01  O  O      0  -0.593  -4.4060   1.4410  -1.0908
 OR4  O03  O  OC    -1  -0.625  -5.9872   1.9952   0.3801
 OR4  O07  O  O      0  -0.452  -2.2735  -2.4418  -0.4138
 OR4  O11  O  O2     0  -0.474   1.9166  -0.2282  -0.1061
 OR4  H1   H  HCH2   0   0.241  -4.5978   0.3578   1.8451
 OR4  H2   H  HCH2   0   0.252  -5.6341  -0.6133   0.8352
 OR4  H3   H  HCR5   0   0.277  -4.3272  -2.7416  -0.2772
 OR4  H4   H  HCR6   0   0.271   0.4638  -2.2474  -0.6722
 OR4  H5   H  HCH2   0   0.239   2.4792   1.0858   1.3948
 OR4  H6   H  HCH2   0   0.240   2.3893   1.7904  -0.2252
 OR4  H7   H  HCR6   0   0.255   4.2648   1.6786  -1.7185
 OR4  H8   H  HCR6   0   0.258   6.6370   1.1186  -2.0924
 OR4  H9   H  HCR6   0   0.259   7.8416  -0.3147  -0.4742
 OR4  H10  H  HCR6   0   0.258   6.6603  -1.1788   1.5212
 OR4  H11  H  HCR6   0   0.254   4.2912  -0.6115   1.8962
 OR4  H12  H  HCR6   0   0.278   0.3731   1.7929   0.8452
 OR4  H13  H  HCR6   0   0.252  -2.0468   1.6931   1.0904

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
 OR4  O01  C02  deloc     1.243  0.020  1.243
 OR4  C04  C02  single    1.548  0.020  1.548
 OR4  C04  C05  single    1.485  0.020  1.485
 OR4  C02  O03  deloc     1.247  0.020  1.247
 OR4  C05  C21  aromatic  1.442  0.020  1.442
 OR4  C05  C06  aromatic  1.347  0.020  1.347
 OR4  C20  C21  aromatic  1.389  0.020  1.389
 OR4  C20  C19  aromatic  1.386  0.020  1.386
 OR4  C21  C08  aromatic  1.396  0.020  1.396
 OR4  C06  O07  aromatic  1.371  0.020  1.371
 OR4  C19  C10  aromatic  1.405  0.020  1.405
 OR4  C08  O07  aromatic  1.348  0.020  1.348
 OR4  C08  C09  aromatic  1.381  0.020  1.381
 OR4  C10  C09  aromatic  1.393  0.020  1.393
 OR4  C10  O11  single    1.352  0.020  1.352
 OR4  O11  C12  single    1.420  0.020  1.420
 OR4  C18  C17  aromatic  1.387  0.020  1.387
 OR4  C18  C13  aromatic  1.393  0.020  1.393
 OR4  C12  C13  single    1.499  0.020  1.499
 OR4  C17  C16  aromatic  1.390  0.020  1.390
 OR4  C13  C14  aromatic  1.391  0.020  1.391
 OR4  C16  C15  aromatic  1.388  0.020  1.388
 OR4  C14  C15  aromatic  1.389  0.020  1.389
 OR4  C04  H1   single    0.970  0.020  1.090
 OR4  C04  H2   single    0.970  0.020  1.090
 OR4  C06  H3   single    0.930  0.020  1.080
 OR4  C09  H4   single    0.930  0.020  1.080
 OR4  C12  H5   single    0.970  0.020  1.090
 OR4  C12  H6   single    0.970  0.020  1.090
 OR4  C14  H7   single    0.930  0.020  1.080
 OR4  C15  H8   single    0.930  0.020  1.080
 OR4  C16  H9   single    0.930  0.020  1.080
 OR4  C17  H10  single    0.930  0.020  1.080
 OR4  C18  H11  single    0.930  0.020  1.080
 OR4  C19  H12  single    0.930  0.020  1.080
 OR4  C20  H13  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
 OR4  O03  C02  O01  127.12  3.000
 OR4  O03  C02  C04  115.14  3.000
 OR4  O01  C02  C04  117.74  3.000
 OR4  H2   C04  H1   105.49  3.000
 OR4  H2   C04  C05  109.75  3.000
 OR4  H1   C04  C05  109.72  3.000
 OR4  H2   C04  C02  108.35  3.000
 OR4  H1   C04  C02  108.26  3.000
 OR4  C05  C04  C02  114.83  3.000
 OR4  C21  C05  C06  104.86  3.000
 OR4  C06  C05  C04  128.25  3.000
 OR4  C21  C05  C04  126.87  3.000
 OR4  H3   C06  O07  115.68  3.000
 OR4  H3   C06  C05  131.65  3.000
 OR4  O07  C06  C05  112.67  3.000
 OR4  O07  C08  C21  110.09  3.000
 OR4  O07  C08  C09  125.95  3.000
 OR4  C21  C08  C09  123.96  3.000
 OR4  H4   C09  C10  121.07  3.000
 OR4  H4   C09  C08  122.27  3.000
 OR4  C10  C09  C08  116.66  3.000
 OR4  O11  C10  C19  123.68  3.000
 OR4  O11  C10  C09  115.51  3.000
 OR4  C19  C10  C09  120.81  3.000
 OR4  H6   C12  H5   107.71  3.000
 OR4  H6   C12  O11  110.63  3.000
 OR4  H5   C12  O11  110.27  3.000
 OR4  H6   C12  C13  110.41  3.000
 OR4  H5   C12  C13  110.48  3.000
 OR4  O11  C12  C13  107.36  3.000
 OR4  C18  C13  C14  119.10  3.000
 OR4  C14  C13  C12  120.70  3.000
 OR4  C18  C13  C12  120.19  3.000
 OR4  H7   C14  C15  119.76  3.000
 OR4  H7   C14  C13  119.68  3.000
 OR4  C15  C14  C13  120.55  3.000
 OR4  H8   C15  C16  120.16  3.000
 OR4  H8   C15  C14  119.86  3.000
 OR4  C16  C15  C14  119.98  3.000
 OR4  H9   C16  C17  120.07  3.000
 OR4  H9   C16  C15  120.10  3.000
 OR4  C17  C16  C15  119.82  3.000
 OR4  H10  C17  C18  119.90  3.000
 OR4  H10  C17  C16  120.07  3.000
 OR4  C18  C17  C16  120.02  3.000
 OR4  H11  C18  C17  119.77  3.000
 OR4  H11  C18  C13  119.71  3.000
 OR4  C17  C18  C13  120.52  3.000
 OR4  H12  C19  C20  118.39  3.000
 OR4  H12  C19  C10  120.78  3.000
 OR4  C20  C19  C10  120.83  3.000
 OR4  H13  C20  C21  121.11  3.000
 OR4  H13  C20  C19  119.56  3.000
 OR4  C21  C20  C19  119.33  3.000
 OR4  C20  C21  C08  118.41  3.000
 OR4  C08  C21  C05  106.11  3.000
 OR4  C20  C21  C05  135.47  3.000
 OR4  C08  O07  C06  106.26  3.000
 OR4  C12  O11  C10  118.81  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
 OR4  CONST_01  C19  C20  C21  C05  180.00   0.0  0
 OR4  CONST_02  O07  C08  C21  C05    0.00   0.0  0
 OR4  CONST_03  C09  C08  C21  C05  180.00   0.0  0
 OR4  CONST_04  C08  O07  C06  C05    0.00   0.0  0
 OR4  CONST_05  C20  C21  C05  C06  180.00   0.0  0
 OR4  CONST_06  C08  C21  C05  C06    0.00   0.0  0
 OR4  CONST_07  C21  C08  O07  C06    0.00   0.0  0
 OR4  CONST_08  C09  C08  O07  C06  180.00   0.0  0
 OR4  CONST_09  C19  C20  C21  C08    0.00   0.0  0
 OR4  CONST_10  C19  C10  C09  C08    0.00   0.0  0
 OR4  CONST_11  C20  C21  C08  C09    0.00   0.0  0
 OR4  CONST_12  C20  C19  C10  C09    0.00   0.0  0
 OR4  CONST_13  C21  C20  C19  C10    0.00   0.0  0
 OR4  CONST_14  C21  C08  C09  C10    0.00   0.0  0
 OR4  CONST_15  O07  C08  C09  C10  180.00   0.0  0
 OR4  CONST_16  C16  C17  C18  C13    0.00   0.0  0
 OR4  CONST_17  C16  C15  C14  C13    0.00   0.0  0
 OR4  CONST_18  C17  C18  C13  C14    0.00   0.0  0
 OR4  CONST_19  C17  C16  C15  C14    0.00   0.0  0
 OR4  CONST_20  C18  C17  C16  C15    0.00   0.0  0
 OR4  CONST_21  C18  C13  C14  C15    0.00   0.0  0
 OR4  CONST_22  O07  C08  C21  C20  180.00   0.0  0
 OR4  CONST_23  O07  C06  C05  C21    0.00   0.0  0
 OR4  CONST_24  C20  C21  C05  C04    0.00   0.0  0
 OR4  CONST_25  C08  C21  C05  C04  180.00   0.0  0
 OR4  CONST_26  O07  C06  C05  C04  180.00   0.0  0
 OR4  CONST_27  O11  C10  C09  C08  180.00   0.0  0
 OR4  CONST_28  C17  C18  C13  C12  180.00   0.0  0
 OR4  CONST_29  C15  C14  C13  C12  180.00   0.0  0
 OR4  CONST_30  O11  C10  C19  C20  180.00   0.0  0
 OR4  CONST_31  H13  C20  C21  C05    0.00   0.0  0
 OR4  CONST_32  H3   C06  O07  C08  180.00   0.0  0
 OR4  CONST_33  H12  C19  C10  C09  180.00   0.0  0
 OR4  CONST_34  H10  C17  C18  C13  180.00   0.0  0
 OR4  CONST_35  H8   C15  C14  C13  180.00   0.0  0
 OR4  CONST_36  H11  C18  C13  C14  180.00   0.0  0
 OR4  CONST_37  H9   C16  C15  C14  180.00   0.0  0
 OR4  CONST_38  H7   C14  C15  C16  180.00   0.0  0
 OR4  CONST_39  H4   C09  C10  C19  180.00   0.0  0
 OR4  Var_01    C21  C05  C04  C02   66.34  30.0  2
 OR4  Var_02    C13  C12  O11  C10  175.72  30.0  3
 OR4  Var_03    C19  C10  O11  C12    5.40  30.0  2
 OR4  Var_04    O11  C12  C13  C14   98.86  30.0  2
 OR4  Var_05    O01  C02  C04  C05    5.94  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
 OR4  plan-1  C12  0.020
 OR4  plan-1  C13  0.020
 OR4  plan-1  C14  0.020
 OR4  plan-1  C15  0.020
 OR4  plan-1  C16  0.020
 OR4  plan-1  C17  0.020
 OR4  plan-1  C18  0.020
 OR4  plan-1  H7   0.020
 OR4  plan-1  H8   0.020
 OR4  plan-1  H9   0.020
 OR4  plan-1  H10  0.020
 OR4  plan-1  H11  0.020
 OR4  plan-2  C04  0.020
 OR4  plan-2  C05  0.020
 OR4  plan-2  C06  0.020
 OR4  plan-2  C08  0.020
 OR4  plan-2  C09  0.020
 OR4  plan-2  C10  0.020
 OR4  plan-2  C19  0.020
 OR4  plan-2  C20  0.020
 OR4  plan-2  C21  0.020
 OR4  plan-2  O07  0.020
 OR4  plan-2  O11  0.020
 OR4  plan-2  H3   0.020
 OR4  plan-2  H4   0.020
 OR4  plan-2  H12  0.020
 OR4  plan-2  H13  0.020
 OR4  plan-3  C02  0.020
 OR4  plan-3  C04  0.020
 OR4  plan-3  O01  0.020
 OR4  plan-3  O03  0.020

