# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 17:36:21 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: [6-(3-methoxyphenoxy)-1-benzofuran-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(Oc2ccc3c(CC(O)=O)coc3c2)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
 OZG  OZG  '[6-(3-methoxyphenoxy)-1-benzofuran-3-yl]acetic acid'  ligand  35  22  .  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_OZG
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
 OZG  C10   C  CR16   0  -0.306  -0.0731  -0.8927   1.2797
 OZG  C13   C  CR5    0   0.086  -3.5102  -0.6955  -0.3323
 OZG  C15   C  C      0   0.423  -4.4168   1.4619   0.6924
 OZG  C20   C  CR56   0   0.370  -1.5054  -1.5453  -0.9565
 OZG  C21   C  CR16   0  -0.409  -0.1662  -1.8999  -0.9386
 OZG  C22   C  C1     0  -0.438   2.6017   0.2960  -0.1729
 OZG  C01   C  CH3    0  -0.437   4.3764   3.4150  -0.6825
 OZG  C03   C  C      0   0.398   3.6712   1.1944  -0.2372
 OZG  C04   C  C1     0  -0.404   4.9582   0.7802   0.0920
 OZG  C05   C  C1     0  -0.233   5.1564  -0.5397   0.4855
 OZG  C06   C  C1     0  -0.353   4.1124  -1.4414   0.5626
 OZG  C07   C  C      0   0.375   2.8292  -1.0092   0.2287
 OZG  C09   C  CR6    0   0.294   0.5305  -1.5626   0.2076
 OZG  C11   C  CR16   0  -0.360  -1.4076  -0.5371   1.2217
 OZG  C12   C  CR56   0   0.042  -2.1427  -0.8728   0.0856
 OZG  C14   C  CH2    0  -0.729  -4.6059  -0.0531   0.4366
 OZG  C18   C  CR15   0  -0.063  -3.5745  -1.2656  -1.5525
 OZG  O08   O  O2     0  -0.515   1.8457  -1.9474   0.3019
 OZG  O16   O  O      0  -0.592  -3.4051   2.0048   0.2169
 OZG  O17   O  OC    -1  -0.624  -5.3193   2.0029   1.3616
 OZG  O19   O  O      0  -0.445  -2.3747  -1.7826  -1.9576
 OZG  H101  H  HCR6   0   0.273   0.5169  -0.6517   2.1551
 OZG  H211  H  HCR6   0   0.281   0.3118  -2.4143  -1.7622
 OZG  H221  H  H      0   0.283   1.6113   0.6415  -0.4409
 OZG  H011  H  HCH3   0   0.229   4.8380   3.5724   0.2956
 OZG  H012  H  HCH3   0   0.229   5.1563   3.1535  -1.4024
 OZG  H013  H  HCH3   0   0.260   3.9048   4.3416  -1.0002
 OZG  H041  H  H      0   0.277   5.8026   1.4534   0.0500
 OZG  H051  H  H      0   0.263   6.1560  -0.8658   0.7413
 OZG  H061  H  H      0   0.264   4.2800  -2.4643   0.8729
 OZG  H111  H  HCR6   0   0.256  -1.8693  -0.0183   2.0510
 OZG  H141  H  HCH2   0   0.252  -5.5585  -0.2032  -0.0799
 OZG  H142  H  HCH2   0   0.244  -4.7199  -0.5515   1.4055
 OZG  H181  H  HCR5   0   0.281  -4.3925  -1.3791  -2.2470
 OZG  O02   O  O2     0  -0.471   3.3532   2.4408  -0.6317

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
 OZG  O19  C18   aromatic  1.368  0.020  1.368
 OZG  O19  C20   aromatic  1.347  0.020  1.347
 OZG  C18  C13   aromatic  1.348  0.020  1.348
 OZG  O16  C15   deloc     1.243  0.020  1.243
 OZG  C20  C21   aromatic  1.385  0.020  1.385
 OZG  C20  C12   aromatic  1.394  0.020  1.394
 OZG  C13  C14   single    1.485  0.020  1.485
 OZG  C13  C12   aromatic  1.441  0.020  1.441
 OZG  C21  C09   aromatic  1.383  0.020  1.383
 OZG  C14  C15   single    1.548  0.020  1.548
 OZG  C15  O17   deloc     1.247  0.020  1.247
 OZG  C12  C11   aromatic  1.394  0.020  1.394
 OZG  C09  O08   single    1.374  0.020  1.374
 OZG  C09  C10   aromatic  1.401  0.020  1.401
 OZG  O08  C07   single    1.361  0.020  1.361
 OZG  C11  C10   aromatic  1.382  0.020  1.382
 OZG  C06  C07   aromatic  1.395  0.020  1.395
 OZG  C06  C05   aromatic  1.382  0.020  1.382
 OZG  C07  C22   aromatic  1.384  0.020  1.384
 OZG  C05  C04   aromatic  1.391  0.020  1.391
 OZG  C22  C03   aromatic  1.398  0.020  1.398
 OZG  C04  C03   aromatic  1.392  0.020  1.392
 OZG  C03  O02   single    1.345  0.020  1.345
 OZG  O02  C01   single    1.414  0.020  1.414
 OZG  C10  H101  single    0.930  0.020  1.080
 OZG  C21  H211  single    0.930  0.020  1.080
 OZG  C22  H221  single    0.930  0.020  1.080
 OZG  C01  H011  single    0.970  0.020  1.090
 OZG  C01  H012  single    0.970  0.020  1.090
 OZG  C01  H013  single    0.970  0.020  1.090
 OZG  C04  H041  single    0.930  0.020  1.080
 OZG  C05  H051  single    0.930  0.020  1.080
 OZG  C06  H061  single    0.930  0.020  1.080
 OZG  C11  H111  single    0.930  0.020  1.080
 OZG  C14  H141  single    0.970  0.020  1.090
 OZG  C14  H142  single    0.970  0.020  1.090
 OZG  C18  H181  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
 OZG  H101  C10  C11   120.18  3.000
 OZG  H101  C10  C09   119.37  3.000
 OZG  C11   C10  C09   120.45  3.000
 OZG  C18   C13  C14   128.06  3.000
 OZG  C14   C13  C12   127.12  3.000
 OZG  C18   C13  C12   104.81  3.000
 OZG  O17   C15  O16   127.23  3.000
 OZG  O17   C15  C14   115.14  3.000
 OZG  O16   C15  C14   117.63  3.000
 OZG  O19   C20  C12   110.21  3.000
 OZG  C12   C20  C21   123.75  3.000
 OZG  O19   C20  C21   126.04  3.000
 OZG  H211  C21  C09   121.61  3.000
 OZG  H211  C21  C20   122.60  3.000
 OZG  C09   C21  C20   115.79  3.000
 OZG  H221  C22  C07   121.53  3.000
 OZG  H221  C22  C03   118.90  3.000
 OZG  C07   C22  C03   119.57  3.000
 OZG  H013  C01  H012  108.73  3.000
 OZG  H013  C01  H011  108.78  3.000
 OZG  H012  C01  H011  108.82  3.000
 OZG  H013  C01  O02   106.49  3.000
 OZG  H012  C01  O02   112.03  3.000
 OZG  H011  C01  O02   111.88  3.000
 OZG  O02   C03  C04   124.31  3.000
 OZG  O02   C03  C22   115.34  3.000
 OZG  C04   C03  C22   120.35  3.000
 OZG  H041  C04  C05   119.38  3.000
 OZG  H041  C04  C03   121.87  3.000
 OZG  C05   C04  C03   118.75  3.000
 OZG  H051  C05  C06   119.21  3.000
 OZG  H051  C05  C04   118.97  3.000
 OZG  C06   C05  C04   121.82  3.000
 OZG  H061  C06  C07   120.27  3.000
 OZG  H061  C06  C05   121.06  3.000
 OZG  C07   C06  C05   118.67  3.000
 OZG  O08   C07  C06   116.00  3.000
 OZG  C06   C07  C22   120.85  3.000
 OZG  O08   C07  C22   123.14  3.000
 OZG  O08   C09  C21   118.09  3.000
 OZG  O08   C09  C10   119.60  3.000
 OZG  C21   C09  C10   122.27  3.000
 OZG  H111  C11  C12   121.01  3.000
 OZG  H111  C11  C10   120.22  3.000
 OZG  C12   C11  C10   118.77  3.000
 OZG  C11   C12  C20   118.96  3.000
 OZG  C11   C12  C13   135.00  3.000
 OZG  C20   C12  C13   106.04  3.000
 OZG  H142  C14  H141  105.34  3.000
 OZG  H142  C14  C15   108.17  3.000
 OZG  H141  C14  C15   108.59  3.000
 OZG  H142  C14  C13   109.75  3.000
 OZG  H141  C14  C13   109.80  3.000
 OZG  C15   C14  C13   114.76  3.000
 OZG  H181  C18  O19   115.75  3.000
 OZG  H181  C18  C13   131.54  3.000
 OZG  O19   C18  C13   112.71  3.000
 OZG  C09   O08  C07   119.67  3.000
 OZG  C18   O19  C20   106.22  3.000
 OZG  C03   O02  C01   118.54  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
 OZG  CONST_01  C20   C21  C09  C10     0.00   0.0  0
 OZG  CONST_02  C20   C12  C11  C10     0.00   0.0  0
 OZG  CONST_03  C13   C12  C11  C10   180.00   0.0  0
 OZG  CONST_04  C20   O19  C18  C13     0.00   0.0  0
 OZG  CONST_05  O19   C20  C12  C13     0.00   0.0  0
 OZG  CONST_06  C21   C20  C12  C13   180.00   0.0  0
 OZG  CONST_07  C18   C13  C12  C20     0.00   0.0  0
 OZG  CONST_08  C18   O19  C20  C21   180.00   0.0  0
 OZG  CONST_09  C11   C12  C20  C21     0.00   0.0  0
 OZG  CONST_10  C11   C10  C09  C21     0.00   0.0  0
 OZG  CONST_11  C05   C06  C07  C22     0.00   0.0  0
 OZG  CONST_12  C05   C04  C03  C22     0.00   0.0  0
 OZG  CONST_13  C06   C07  C22  C03     0.00   0.0  0
 OZG  CONST_14  C06   C05  C04  C03     0.00   0.0  0
 OZG  CONST_15  C07   C06  C05  C04     0.00   0.0  0
 OZG  CONST_16  C07   C22  C03  C04     0.00   0.0  0
 OZG  CONST_17  O19   C20  C21  C09   180.00   0.0  0
 OZG  CONST_18  C12   C20  C21  C09     0.00   0.0  0
 OZG  CONST_19  C12   C11  C10  C09     0.00   0.0  0
 OZG  CONST_20  O19   C20  C12  C11   180.00   0.0  0
 OZG  CONST_21  C18   C13  C12  C11   180.00   0.0  0
 OZG  CONST_22  C18   O19  C20  C12     0.00   0.0  0
 OZG  CONST_23  O19   C18  C13  C12     0.00   0.0  0
 OZG  CONST_24  O08   C09  C21  C20   180.00   0.0  0
 OZG  CONST_25  C14   C13  C12  C20   180.00   0.0  0
 OZG  CONST_26  O08   C07  C22  C03   180.00   0.0  0
 OZG  CONST_27  O08   C07  C06  C05   180.00   0.0  0
 OZG  CONST_28  O02   C03  C04  C05   180.00   0.0  0
 OZG  CONST_29  O02   C03  C22  C07   180.00   0.0  0
 OZG  CONST_30  C14   C13  C12  C11     0.00   0.0  0
 OZG  CONST_31  O08   C09  C10  C11   180.00   0.0  0
 OZG  CONST_32  O19   C18  C13  C14   180.00   0.0  0
 OZG  CONST_33  H211  C21  C09  C10   180.00   0.0  0
 OZG  CONST_34  H111  C11  C12  C13     0.00   0.0  0
 OZG  CONST_35  H181  C18  O19  C20   180.00   0.0  0
 OZG  CONST_36  H101  C10  C09  C21   180.00   0.0  0
 OZG  CONST_37  H061  C06  C07  C22   180.00   0.0  0
 OZG  CONST_38  H041  C04  C03  C22   180.00   0.0  0
 OZG  CONST_39  H051  C05  C04  C03   180.00   0.0  0
 OZG  CONST_40  H221  C22  C03  C04   180.00   0.0  0
 OZG  Var_01    C18   C13  C14  C15  -115.78  30.0  2
 OZG  Var_02    C04   C03  O02  C01    -1.94  30.0  1
 OZG  Var_03    O16   C15  C14  C13     1.64  30.0  3
 OZG  Var_04    H011  C01  O02  C03   -60.06  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
 OZG  plan-1  C22   0.020
 OZG  plan-1  C03   0.020
 OZG  plan-1  C04   0.020
 OZG  plan-1  C05   0.020
 OZG  plan-1  C06   0.020
 OZG  plan-1  C07   0.020
 OZG  plan-1  O08   0.020
 OZG  plan-1  H221  0.020
 OZG  plan-1  H041  0.020
 OZG  plan-1  H051  0.020
 OZG  plan-1  H061  0.020
 OZG  plan-1  O02   0.020
 OZG  plan-2  C10   0.020
 OZG  plan-2  C13   0.020
 OZG  plan-2  C20   0.020
 OZG  plan-2  C21   0.020
 OZG  plan-2  C09   0.020
 OZG  plan-2  C11   0.020
 OZG  plan-2  C12   0.020
 OZG  plan-2  C14   0.020
 OZG  plan-2  C18   0.020
 OZG  plan-2  O08   0.020
 OZG  plan-2  O19   0.020
 OZG  plan-2  H101  0.020
 OZG  plan-2  H211  0.020
 OZG  plan-2  H111  0.020
 OZG  plan-2  H181  0.020
 OZG  plan-3  C15   0.020
 OZG  plan-3  C14   0.020
 OZG  plan-3  O16   0.020
 OZG  plan-3  O17   0.020

