# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 10:32:39 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(\C=C\C=O)ccc1O
#
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
 CIY  CIY  (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal  ligand  23  13  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CIY
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
 CIY  C1    C  CR6   0   0.149  -0.5432  -0.0400   0.0159
 CIY  C2    C  CR16  0  -0.441   0.5543   0.8355  -0.0086
 CIY  C3    C  CR6   0   0.343   1.8531   0.3643   0.0335
 CIY  O3    O  O2    0  -0.465   2.9593   1.1290   0.0144
 CIY  C4    C  CR6   0   0.278   2.0773  -1.0242   0.1031
 CIY  O4    O  OH1   0  -0.610   3.3536  -1.4311   0.1428
 CIY  C5    C  CR16  0  -0.354   0.9938  -1.8919   0.1271
 CIY  C6    C  CR16  0  -0.324  -0.3031  -1.4099   0.0837
 CIY  C7    C  C1    0  -0.251  -1.8760   0.5281  -0.0300
 CIY  C8    C  C1    0  -0.359  -3.0514  -0.1262  -0.0297
 CIY  C9    C  C1    0   0.136  -4.2830   0.6396  -0.0770
 CIY  O9    O  O     0  -0.420  -5.3991   0.1607  -0.0814
 CIY  C3M   C  CH3   0  -0.440   2.7995   2.5320  -0.0554
 CIY  H2    H  HCR6  0   0.288   0.3643   1.8998  -0.0629
 CIY  HO4   H  HOH1  0   0.481   3.3972  -2.3934   0.1917
 CIY  H5    H  HCR6  0   0.281   1.1670  -2.9606   0.1813
 CIY  H6    H  HCR6  0   0.259  -1.1207  -2.1176   0.1059
 CIY  H7    H  H     0   0.271  -1.9125   1.6149  -0.0666
 CIY  H8    H  H     0   0.267  -3.1233  -1.2079   0.0040
 CIY  H9    H  H     0   0.188  -4.1398   1.7360  -0.1104
 CIY  H3M   H  HCH3  0   0.230   2.2464   2.9220   0.8032
 CIY  H3MA  H  HCH3  0   0.263   3.8002   2.9571  -0.0512
 CIY  H3MB  H  HCH3  0   0.230   2.2895   2.8390  -0.9725

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
 CIY  C6   C1    aromatic  1.392  0.020  1.392
 CIY  C2   C1    aromatic  1.404  0.020  1.404
 CIY  C1   C7    single    1.450  0.020  1.450
 CIY  C3   C2    aromatic  1.382  0.020  1.382
 CIY  C2   H2    single    0.930  0.020  1.080
 CIY  C4   C3    aromatic  1.408  0.020  1.408
 CIY  O3   C3    single    1.345  0.020  1.345
 CIY  O3   C3M   single    1.414  0.020  1.414
 CIY  O4   C4    single    1.340  0.020  1.340
 CIY  C4   C5    aromatic  1.388  0.020  1.388
 CIY  O4   HO4   single    0.850  0.020  0.980
 CIY  C5   C6    aromatic  1.384  0.020  1.384
 CIY  C5   H5    single    0.930  0.020  1.080
 CIY  C6   H6    single    0.930  0.020  1.080
 CIY  C7   C8    double    1.345  0.020  1.345
 CIY  C7   H7    single    0.930  0.020  1.080
 CIY  C8   C9    single    1.451  0.020  1.451
 CIY  C8   H8    single    0.930  0.020  1.080
 CIY  C9   O9    double    1.215  0.020  1.215
 CIY  C9   H9    single    0.930  0.020  1.080
 CIY  C3M  H3M   single    0.970  0.020  1.090
 CIY  C3M  H3MA  single    0.970  0.020  1.090
 CIY  C3M  H3MB  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
 CIY  C7    C1   C6    123.07  3.000
 CIY  C7    C1   C2    118.28  3.000
 CIY  C6    C1   C2    118.66  3.000
 CIY  H2    C2   C3    120.11  3.000
 CIY  H2    C2   C1    118.47  3.000
 CIY  C3    C2   C1    121.42  3.000
 CIY  C4    C3   O3    115.49  3.000
 CIY  O3    C3   C2    125.35  3.000
 CIY  C4    C3   C2    119.16  3.000
 CIY  C3M   O3   C3    118.16  3.000
 CIY  C5    C4   O4    123.57  3.000
 CIY  C5    C4   C3    119.53  3.000
 CIY  O4    C4   C3    116.90  3.000
 CIY  HO4   O4   C4    110.33  3.000
 CIY  H5    C5   C6    119.64  3.000
 CIY  H5    C5   C4    119.50  3.000
 CIY  C6    C5   C4    120.86  3.000
 CIY  H6    C6   C5    118.67  3.000
 CIY  H6    C6   C1    120.96  3.000
 CIY  C5    C6   C1    120.37  3.000
 CIY  H7    C7   C8    117.16  3.000
 CIY  H7    C7   C1    115.05  3.000
 CIY  C8    C7   C1    127.79  3.000
 CIY  H8    C8   C9    118.10  3.000
 CIY  H8    C8   C7    122.89  3.000
 CIY  C9    C8   C7    119.01  3.000
 CIY  H9    C9   O9    120.64  3.000
 CIY  H9    C9   C8    114.47  3.000
 CIY  O9    C9   C8    124.89  3.000
 CIY  H3MB  C3M  H3MA  108.83  3.000
 CIY  H3MB  C3M  H3M   108.82  3.000
 CIY  H3MA  C3M  H3M   108.85  3.000
 CIY  H3MB  C3M  O3    111.89  3.000
 CIY  H3MA  C3M  O3    106.49  3.000
 CIY  H3M   C3M  O3    111.86  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
 CIY  CONST_01  C4   C5   C6  C1     0.00   0.0  0
 CIY  CONST_02  C4   C3   C2  C1     0.00   0.0  0
 CIY  CONST_03  C5   C6   C1  C2     0.00   0.0  0
 CIY  CONST_04  C5   C4   C3  C2     0.00   0.0  0
 CIY  CONST_05  C6   C1   C2  C3     0.00   0.0  0
 CIY  CONST_06  C6   C5   C4  C3     0.00   0.0  0
 CIY  CONST_07  O3   C3   C2  C1   180.00   0.0  0
 CIY  CONST_08  O4   C4   C3  C2   180.00   0.0  0
 CIY  CONST_09  C7   C1   C2  C3   180.00   0.0  0
 CIY  CONST_10  C5   C4   C3  O3   180.00   0.0  0
 CIY  CONST_11  C6   C5   C4  O4   180.00   0.0  0
 CIY  CONST_12  C7   C1   C6  C5   180.00   0.0  0
 CIY  CONST_13  H5   C5   C6  C1   180.00   0.0  0
 CIY  CONST_14  H6   C6   C1  C2   180.00   0.0  0
 CIY  CONST_15  H2   C2   C3  C4   180.00   0.0  0
 CIY  Var_01    C8   C7   C1  C2   179.30  30.0  2
 CIY  Var_02    C9   C8   C7  C1   179.83   0.0  2
 CIY  Var_03    H3M  C3M  O3  C3    60.72  30.0  3
 CIY  Var_04    O9   C9   C8  C7  -180.00  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
 CIY  plan-1  C1  0.020
 CIY  plan-1  C2  0.020
 CIY  plan-1  C3  0.020
 CIY  plan-1  O3  0.020
 CIY  plan-1  C4  0.020
 CIY  plan-1  O4  0.020
 CIY  plan-1  C5  0.020
 CIY  plan-1  C6  0.020
 CIY  plan-1  C7  0.020
 CIY  plan-1  H2  0.020
 CIY  plan-1  H5  0.020
 CIY  plan-1  H6  0.020
 CIY  plan-2  C1  0.020
 CIY  plan-2  C7  0.020
 CIY  plan-2  C8  0.020
 CIY  plan-2  C9  0.020
 CIY  plan-2  H7  0.020
 CIY  plan-2  H8  0.020
 CIY  plan-3  C8  0.020
 CIY  plan-3  C9  0.020
 CIY  plan-3  O9  0.020
 CIY  plan-3  H9  0.020

