# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 23:00:30 2022
#   Inital geometry file: a 116 line input string
#   Ligand name: (2E)-3-{4-hydroxy-3-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methoxyphenyl}prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1O)\C=C\c2cc(\C=C\C(O)=O)cc(OC)c2O
#
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
 V5M  V5M  '(2E)-3-{4-hydroxy-3-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methoxyphenyl}prop-2-enoic acid'  ligand  42  25  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_V5M
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
 V5M  C02   C  CR6    0   0.275  20.8128   8.8629  33.4469
 V5M  C03   C  CR16   0  -0.331  21.6030   9.3805  32.4370
 V5M  C04   C  CR16   0  -0.332  22.7194  10.1491  32.7418
 V5M  C05   C  CR6    0   0.154  23.0730  10.4107  34.0611
 V5M  C06   C  C1     0  -0.309  24.2651  11.2129  34.3260
 V5M  C07   C  C1     0  -0.323  24.8574  11.3982  35.5150
 V5M  C08   C  CR6    0   0.041  26.0645  12.2002  35.7538
 V5M  C09   C  CR6    0   0.190  26.2461  13.4640  35.1956
 V5M  C11   C  CR6    0   0.369  27.4338  14.1787  35.4564
 V5M  C13   C  CH3    0  -0.437  28.6766  16.1578  35.0842
 V5M  C14   C  CR16   0  -0.487  28.4046  13.6351  36.2737
 V5M  C15   C  CR6    0   0.183  28.2228  12.3784  36.8718
 V5M  C16   C  C1     0  -0.253  29.2169  11.7750  37.7587
 V5M  C17   C  C1     0  -0.449  30.3892  12.2906  38.1384
 V5M  C18   C  C      0   0.398  31.3474  11.5783  39.0682
 V5M  C21   C  CR16   0  -0.411  27.0507  11.6895  36.6063
 V5M  C22   C  CR16   0  -0.474  22.2646   9.8919  35.0843
 V5M  C23   C  CR6    0   0.338  21.1523   9.1291  34.7885
 V5M  C25   C  CH3    0  -0.432  20.5777   8.7751  37.0692
 V5M  O01   O  OH1    0  -0.623  19.7329   8.1247  33.1326
 V5M  O10   O  OH1    0  -0.608  25.3366  14.0875  34.4231
 V5M  O12   O  O2     0  -0.466  27.5150  15.3862  34.8653
 V5M  O19   O  O      0  -0.610  32.3946  12.2041  39.3345
 V5M  O20   O  OC    -1  -0.596  31.0214  10.4480  39.4852
 V5M  O24   O  O2     0  -0.488  20.3076   8.5930  35.6941
 V5M  H031  H  HCR6   0   0.264  21.3413   9.1807  31.4054
 V5M  H041  H  HCR6   0   0.252  23.3239  10.5447  31.9348
 V5M  H061  H  H      0   0.266  24.7143  11.6520  33.4388
 V5M  H071  H  H      0   0.263  24.4693  10.8868  36.3910
 V5M  H131  H  HCH3   0   0.259  28.5482  17.0774  34.5183
 V5M  H132  H  HCH3   0   0.227  28.8082  16.4103  36.1400
 V5M  H133  H  HCH3   0   0.227  29.5782  15.6503  34.7305
 V5M  H141  H  HCR6   0   0.276  29.3151  14.1851  36.4695
 V5M  H161  H  H      0   0.229  28.9532  10.7944  38.1442
 V5M  H171  H  H      0   0.221  30.7024  13.2686  37.7835
 V5M  H211  H  HCR6   0   0.247  26.8881  10.7165  37.0566
 V5M  H221  H  HCR6   0   0.280  22.5086  10.1037  36.1170
 V5M  H251  H  HCH3   0   0.263  19.7920   8.2547  37.6108
 V5M  H252  H  HCH3   0   0.231  21.5443   8.3500  37.3512
 V5M  H253  H  HCH3   0   0.231  20.5602   9.8314  37.3495
 V5M  H011  H  HOH1   0   0.471  19.2878   7.8253  33.9353
 V5M  H101  H  HOH1   0   0.471  24.5001  13.6039  34.4447

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
 V5M  C03  C04   aromatic  1.389  0.020  1.389
 V5M  C03  C02   aromatic  1.383  0.020  1.383
 V5M  C04  C05   aromatic  1.391  0.020  1.391
 V5M  O01  C02   single    1.345  0.020  1.345
 V5M  C02  C23   aromatic  1.409  0.020  1.409
 V5M  O10  C09   single    1.346  0.020  1.346
 V5M  C13  O12   single    1.412  0.020  1.412
 V5M  C05  C06   single    1.461  0.020  1.461
 V5M  C05  C22   aromatic  1.403  0.020  1.403
 V5M  O12  C11   single    1.347  0.020  1.347
 V5M  C06  C07   double    1.341  0.020  1.341
 V5M  C23  C22   aromatic  1.381  0.020  1.381
 V5M  C23  O24   single    1.349  0.020  1.349
 V5M  C09  C11   aromatic  1.410  0.020  1.410
 V5M  C09  C08   aromatic  1.393  0.020  1.393
 V5M  C11  C14   aromatic  1.381  0.020  1.381
 V5M  O24  C25   single    1.413  0.020  1.413
 V5M  C07  C08   single    1.469  0.020  1.469
 V5M  C08  C21   aromatic  1.400  0.020  1.400
 V5M  C14  C15   aromatic  1.404  0.020  1.404
 V5M  C21  C15   aromatic  1.385  0.020  1.385
 V5M  C15  C16   single    1.462  0.020  1.462
 V5M  C16  C17   double    1.336  0.020  1.336
 V5M  C17  C18   single    1.513  0.020  1.513
 V5M  C18  O19   deloc     1.249  0.020  1.249
 V5M  C18  O20   deloc     1.248  0.020  1.248
 V5M  C03  H031  single    0.930  0.020  1.080
 V5M  C04  H041  single    0.930  0.020  1.080
 V5M  C06  H061  single    0.930  0.020  1.080
 V5M  C07  H071  single    0.930  0.020  1.080
 V5M  C13  H131  single    0.970  0.020  1.090
 V5M  C13  H132  single    0.970  0.020  1.090
 V5M  C13  H133  single    0.970  0.020  1.090
 V5M  C14  H141  single    0.930  0.020  1.080
 V5M  C16  H161  single    0.930  0.020  1.080
 V5M  C17  H171  single    0.930  0.020  1.080
 V5M  C21  H211  single    0.930  0.020  1.080
 V5M  C22  H221  single    0.930  0.020  1.080
 V5M  C25  H251  single    0.970  0.020  1.090
 V5M  C25  H252  single    0.970  0.020  1.090
 V5M  C25  H253  single    0.970  0.020  1.090
 V5M  O01  H011  single    0.850  0.020  0.980
 V5M  O10  H101  single    0.850  0.020  0.980

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
 V5M  O01   C02  C23   121.30  3.000
 V5M  C23   C02  C03   119.14  3.000
 V5M  O01   C02  C03   119.57  3.000
 V5M  H031  C03  C04   120.35  3.000
 V5M  H031  C03  C02   119.25  3.000
 V5M  C04   C03  C02   120.40  3.000
 V5M  H041  C04  C05   119.74  3.000
 V5M  H041  C04  C03   119.15  3.000
 V5M  C05   C04  C03   121.10  3.000
 V5M  C22   C05  C06   122.74  3.000
 V5M  C22   C05  C04   118.40  3.000
 V5M  C06   C05  C04   118.86  3.000
 V5M  H061  C06  C07   119.03  3.000
 V5M  H061  C06  C05   114.27  3.000
 V5M  C07   C06  C05   126.65  3.000
 V5M  H071  C07  C08   114.82  3.000
 V5M  H071  C07  C06   119.48  3.000
 V5M  C08   C07  C06   125.63  3.000
 V5M  C21   C08  C09   118.88  3.000
 V5M  C21   C08  C07   118.60  3.000
 V5M  C09   C08  C07   122.49  3.000
 V5M  O10   C09  C11   116.12  3.000
 V5M  C11   C09  C08   119.69  3.000
 V5M  O10   C09  C08   124.18  3.000
 V5M  O12   C11  C14   124.78  3.000
 V5M  C14   C11  C09   120.14  3.000
 V5M  O12   C11  C09   115.08  3.000
 V5M  H133  C13  H132  108.68  3.000
 V5M  H133  C13  H131  108.76  3.000
 V5M  H132  C13  H131  108.75  3.000
 V5M  H133  C13  O12   112.01  3.000
 V5M  H132  C13  O12   112.02  3.000
 V5M  H131  C13  O12   106.52  3.000
 V5M  H141  C14  C15   119.16  3.000
 V5M  H141  C14  C11   119.93  3.000
 V5M  C15   C14  C11   120.91  3.000
 V5M  C21   C15  C16   119.09  3.000
 V5M  C16   C15  C14   122.67  3.000
 V5M  C21   C15  C14   118.24  3.000
 V5M  H161  C16  C17   117.42  3.000
 V5M  H161  C16  C15   115.01  3.000
 V5M  C17   C16  C15   127.57  3.000
 V5M  H171  C17  C18   116.22  3.000
 V5M  H171  C17  C16   120.50  3.000
 V5M  C18   C17  C16   123.28  3.000
 V5M  O20   C18  O19   126.99  3.000
 V5M  O20   C18  C17   117.78  3.000
 V5M  O19   C18  C17   115.23  3.000
 V5M  H211  C21  C15   119.58  3.000
 V5M  H211  C21  C08   118.33  3.000
 V5M  C15   C21  C08   122.09  3.000
 V5M  H221  C22  C23   119.62  3.000
 V5M  H221  C22  C05   119.57  3.000
 V5M  C23   C22  C05   120.80  3.000
 V5M  O24   C23  C22   125.44  3.000
 V5M  O24   C23  C02   114.40  3.000
 V5M  C22   C23  C02   120.16  3.000
 V5M  H253  C25  H252  108.90  3.000
 V5M  H253  C25  H251  108.87  3.000
 V5M  H252  C25  H251  108.94  3.000
 V5M  H253  C25  O24   111.78  3.000
 V5M  H252  C25  O24   111.71  3.000
 V5M  H251  C25  O24   106.56  3.000
 V5M  H011  O01  C02   110.24  3.000
 V5M  H101  O10  C09   109.89  3.000
 V5M  C13   O12  C11   118.14  3.000
 V5M  C25   O24  C23   118.83  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
 V5M  CONST_01  C05   C04  C03  C02     0.00   0.0  0
 V5M  CONST_02  C05   C22  C23  C02     0.00   0.0  0
 V5M  CONST_03  C22   C05  C04  C03     0.00   0.0  0
 V5M  CONST_04  C22   C23  C02  C03     0.00   0.0  0
 V5M  CONST_05  C23   C02  C03  C04     0.00   0.0  0
 V5M  CONST_06  C23   C22  C05  C04     0.00   0.0  0
 V5M  CONST_07  C14   C11  C09  C08     0.00   0.0  0
 V5M  CONST_08  C14   C15  C21  C08     0.00   0.0  0
 V5M  CONST_09  C15   C14  C11  C09     0.00   0.0  0
 V5M  CONST_10  C15   C21  C08  C09     0.00   0.0  0
 V5M  CONST_11  C21   C08  C09  C11     0.00   0.0  0
 V5M  CONST_12  C21   C15  C14  C11     0.00   0.0  0
 V5M  CONST_13  C06   C05  C04  C03   180.00   0.0  0
 V5M  CONST_14  O24   C23  C02  C03   180.00   0.0  0
 V5M  CONST_15  O01   C02  C03  C04   180.00   0.0  0
 V5M  CONST_16  O24   C23  C22  C05   180.00   0.0  0
 V5M  CONST_17  C23   C22  C05  C06   180.00   0.0  0
 V5M  CONST_18  C11   C09  C08  C07   180.00   0.0  0
 V5M  CONST_19  C15   C21  C08  C07   180.00   0.0  0
 V5M  CONST_20  O12   C11  C09  C08   180.00   0.0  0
 V5M  CONST_21  C16   C15  C21  C08   180.00   0.0  0
 V5M  CONST_22  C16   C15  C14  C11   180.00   0.0  0
 V5M  CONST_23  O10   C09  C11  C14   180.00   0.0  0
 V5M  CONST_24  O12   C11  C14  C15   180.00   0.0  0
 V5M  CONST_25  O10   C09  C08  C21   180.00   0.0  0
 V5M  CONST_26  O01   C02  C23  C22   180.00   0.0  0
 V5M  CONST_27  H041  C04  C03  C02   180.00   0.0  0
 V5M  CONST_28  H221  C22  C23  C02   180.00   0.0  0
 V5M  CONST_29  H031  C03  C04  C05   180.00   0.0  0
 V5M  CONST_30  H141  C14  C11  C09   180.00   0.0  0
 V5M  CONST_31  H211  C21  C08  C09   180.00   0.0  0
 V5M  Var_01    C08   C07  C06  C05   179.38   0.0  2
 V5M  Var_02    C07   C06  C05  C04  -169.62  30.0  2
 V5M  Var_03    C09   C08  C07  C06    44.95  30.0  2
 V5M  Var_04    C14   C11  O12  C13     0.39  30.0  2
 V5M  Var_05    C17   C16  C15  C14     0.70  30.0  2
 V5M  Var_06    C18   C17  C16  C15   179.86   0.0  2
 V5M  Var_07    H131  C13  O12  C11   179.40  30.0  3
 V5M  Var_08    H251  C25  O24  C23  -179.09  30.0  3
 V5M  Var_09    O19   C18  C17  C16  -179.31  30.0  2

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
 V5M  plan-1  C02   0.020
 V5M  plan-1  C03   0.020
 V5M  plan-1  C04   0.020
 V5M  plan-1  C05   0.020
 V5M  plan-1  C06   0.020
 V5M  plan-1  C22   0.020
 V5M  plan-1  C23   0.020
 V5M  plan-1  O01   0.020
 V5M  plan-1  O24   0.020
 V5M  plan-1  H031  0.020
 V5M  plan-1  H041  0.020
 V5M  plan-1  H221  0.020
 V5M  plan-2  C07   0.020
 V5M  plan-2  C08   0.020
 V5M  plan-2  C09   0.020
 V5M  plan-2  C11   0.020
 V5M  plan-2  C14   0.020
 V5M  plan-2  C15   0.020
 V5M  plan-2  C16   0.020
 V5M  plan-2  C21   0.020
 V5M  plan-2  O10   0.020
 V5M  plan-2  O12   0.020
 V5M  plan-2  H141  0.020
 V5M  plan-2  H211  0.020
 V5M  plan-3  C17   0.020
 V5M  plan-3  C18   0.020
 V5M  plan-3  O19   0.020
 V5M  plan-3  O20   0.020
 V5M  plan-4  C05   0.020
 V5M  plan-4  C06   0.020
 V5M  plan-4  C07   0.020
 V5M  plan-4  C08   0.020
 V5M  plan-4  H061  0.020
 V5M  plan-4  H071  0.020
 V5M  plan-5  C15   0.020
 V5M  plan-5  C16   0.020
 V5M  plan-5  C17   0.020
 V5M  plan-5  C18   0.020
 V5M  plan-5  H161  0.020
 V5M  plan-5  H171  0.020

