# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  2 09:03:35 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 3-[(E)-2-(2-chloro-4-hydroxyphenyl)ethenyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(/C=C/c2cccc(c2)C(O)=O)c(Cl)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
 XLO  XLO  '3-[(E)-2-(2-chloro-4-hydroxyphenyl)ethenyl]benzoic acid'  ligand  30  19  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_XLO
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
 XLO  C01  C   CR16  0  -0.280   4.2788   1.2821  -0.0402
 XLO  C02  C   CR16  0  -0.216   3.1970   2.1521  -0.0564
 XLO  C03  C   CR16  0  -0.327   1.9015   1.6679  -0.0374
 XLO  C04  C   CR6   0   0.201   1.6482   0.2912  -0.0018
 XLO  C05  C   CR16  0  -0.339   2.7428  -0.5719   0.0150
 XLO  C06  C   CR6   0  -0.062   4.0486  -0.0906  -0.0036
 XLO  C07  C   C     0   0.537   5.1577  -1.0779   0.0164
 XLO  C08  C   C1    0  -0.305   0.3053  -0.2853   0.0173
 XLO  C09  C   C1    0  -0.295  -0.8442   0.4040   0.0143
 XLO  C10  C   CR6   0   0.228  -2.1871  -0.1656   0.0358
 XLO  C11  C   CR16  0  -0.345  -2.4153  -1.5456   0.1131
 XLO  C12  C   CR16  0  -0.349  -3.6789  -2.0965   0.1334
 XLO  C13  C   CR6   0   0.345  -4.7979  -1.2661   0.0770
 XLO  C14  C   CR16  0  -0.280  -4.6179   0.1106   0.0016
 XLO  C15  C   CR6   0  -0.110  -3.3367   0.6334  -0.0174
 XLO  O01  O   OH1   0  -0.594   6.3553  -0.5117  -0.0136
 XLO  O02  O   O     0  -0.437   4.9926  -2.2738   0.0549
 XLO  O03  O   OH1   0  -0.621  -6.0558  -1.7305   0.0910
 XLO  CL1  CL  CL    0  -0.128  -3.2069   2.3627  -0.1179
 XLO  H1   H   HCR6  0   0.270   5.2832   1.6808  -0.0561
 XLO  H2   H   HCR6  0   0.269   3.3676   3.2199  -0.0844
 XLO  H3   H   HCR6  0   0.263   1.0844   2.3767  -0.0513
 XLO  H4   H   HCR6  0   0.262   2.5725  -1.6410   0.0428
 XLO  H5   H   H     0   0.256   0.2865  -1.3702   0.0335
 XLO  H6   H   H     0   0.246  -0.7969   1.4856  -0.0062
 XLO  H7   H   HCR6  0   0.269  -1.5724  -2.2215   0.1602
 XLO  H8   H   HCR6  0   0.282  -3.7940  -3.1721   0.1937
 XLO  H9   H   HCR6  0   0.289  -5.4777   0.7656  -0.0443
 XLO  H10  H   HOH1  0   0.488   7.0440  -1.1928  -0.0001
 XLO  H11  H   HOH1  0   0.481  -6.0636  -2.6939   0.1305

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
 XLO  O02  C07  double    1.208  0.020  1.208
 XLO  O01  C07  single    1.325  0.020  1.325
 XLO  C07  C06  single    1.485  0.020  1.485
 XLO  C06  C01  aromatic  1.392  0.020  1.392
 XLO  C06  C05  aromatic  1.392  0.020  1.392
 XLO  C01  C02  aromatic  1.388  0.020  1.388
 XLO  C05  C04  aromatic  1.394  0.020  1.394
 XLO  C02  C03  aromatic  1.383  0.020  1.383
 XLO  C04  C03  aromatic  1.400  0.020  1.400
 XLO  C04  C08  single    1.462  0.020  1.462
 XLO  C08  C09  double    1.340  0.020  1.340
 XLO  C09  C10  single    1.459  0.020  1.459
 XLO  C11  C10  aromatic  1.401  0.020  1.401
 XLO  C11  C12  aromatic  1.379  0.020  1.379
 XLO  C10  C15  aromatic  1.401  0.020  1.401
 XLO  C12  C13  aromatic  1.395  0.020  1.395
 XLO  C15  CL1  single    1.737  0.020  1.737
 XLO  C15  C14  aromatic  1.384  0.020  1.384
 XLO  C13  C14  aromatic  1.390  0.020  1.390
 XLO  C13  O03  single    1.341  0.020  1.341
 XLO  C01  H1   single    0.930  0.020  1.080
 XLO  C02  H2   single    0.930  0.020  1.080
 XLO  C03  H3   single    0.930  0.020  1.080
 XLO  C05  H4   single    0.930  0.020  1.080
 XLO  C08  H5   single    0.930  0.020  1.080
 XLO  C09  H6   single    0.930  0.020  1.080
 XLO  C11  H7   single    0.930  0.020  1.080
 XLO  C12  H8   single    0.930  0.020  1.080
 XLO  C14  H9   single    0.930  0.020  1.080
 XLO  O01  H10  single    0.850  0.020  0.980
 XLO  O03  H11  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
 XLO  H1   C01  C06  121.18  3.000
 XLO  H1   C01  C02  119.53  3.000
 XLO  C06  C01  C02  119.29  3.000
 XLO  H2   C02  C03  119.58  3.000
 XLO  H2   C02  C01  119.73  3.000
 XLO  C03  C02  C01  120.68  3.000
 XLO  H3   C03  C04  120.52  3.000
 XLO  H3   C03  C02  118.55  3.000
 XLO  C04  C03  C02  120.93  3.000
 XLO  C08  C04  C05  118.49  3.000
 XLO  C08  C04  C03  123.66  3.000
 XLO  C05  C04  C03  117.84  3.000
 XLO  H4   C05  C06  119.30  3.000
 XLO  H4   C05  C04  119.21  3.000
 XLO  C06  C05  C04  121.49  3.000
 XLO  C07  C06  C05  118.07  3.000
 XLO  C05  C06  C01  119.77  3.000
 XLO  C07  C06  C01  122.16  3.000
 XLO  O02  C07  O01  123.19  3.000
 XLO  O01  C07  C06  112.99  3.000
 XLO  O02  C07  C06  123.82  3.000
 XLO  H5   C08  C09  119.95  3.000
 XLO  H5   C08  C04  114.24  3.000
 XLO  C09  C08  C04  125.82  3.000
 XLO  H6   C09  C10  115.49  3.000
 XLO  H6   C09  C08  118.44  3.000
 XLO  C10  C09  C08  126.06  3.000
 XLO  C15  C10  C11  115.49  3.000
 XLO  C15  C10  C09  122.15  3.000
 XLO  C11  C10  C09  122.37  3.000
 XLO  H7   C11  C12  117.65  3.000
 XLO  H7   C11  C10  119.41  3.000
 XLO  C12  C11  C10  122.94  3.000
 XLO  H8   C12  C13  120.54  3.000
 XLO  H8   C12  C11  119.66  3.000
 XLO  C13  C12  C11  119.80  3.000
 XLO  O03  C13  C14  117.70  3.000
 XLO  O03  C13  C12  123.10  3.000
 XLO  C14  C13  C12  119.20  3.000
 XLO  H9   C14  C15  120.43  3.000
 XLO  H9   C14  C13  119.93  3.000
 XLO  C15  C14  C13  119.65  3.000
 XLO  CL1  C15  C14  116.49  3.000
 XLO  C14  C15  C10  122.93  3.000
 XLO  CL1  C15  C10  120.57  3.000
 XLO  H10  O01  C07  109.98  3.000
 XLO  H11  O03  C13  110.73  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
 XLO  CONST_01  C04  C05  C06  C01     0.00   0.0  0
 XLO  CONST_02  C04  C03  C02  C01     0.00   0.0  0
 XLO  CONST_03  C05  C06  C01  C02     0.00   0.0  0
 XLO  CONST_04  C05  C04  C03  C02     0.00   0.0  0
 XLO  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 XLO  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 XLO  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 XLO  CONST_08  C13  C14  C15  C10     0.00   0.0  0
 XLO  CONST_09  C14  C15  C10  C11     0.00   0.0  0
 XLO  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 XLO  CONST_11  C15  C10  C11  C12     0.00   0.0  0
 XLO  CONST_12  C15  C14  C13  C12     0.00   0.0  0
 XLO  CONST_13  C07  C06  C01  C02   180.00   0.0  0
 XLO  CONST_14  C08  C04  C03  C02   180.00   0.0  0
 XLO  CONST_15  C07  C06  C05  C04   180.00   0.0  0
 XLO  CONST_16  C08  C04  C05  C06   180.00   0.0  0
 XLO  CONST_17  C12  C11  C10  C09   180.00   0.0  0
 XLO  CONST_18  C14  C15  C10  C09   180.00   0.0  0
 XLO  CONST_19  CL1  C15  C10  C11   180.00   0.0  0
 XLO  CONST_20  O03  C13  C12  C11   180.00   0.0  0
 XLO  CONST_21  CL1  C15  C14  C13   180.00   0.0  0
 XLO  CONST_22  O03  C13  C14  C15   180.00   0.0  0
 XLO  CONST_23  H4   C05  C06  C01   180.00   0.0  0
 XLO  CONST_24  H3   C03  C02  C01   180.00   0.0  0
 XLO  CONST_25  H1   C01  C02  C03   180.00   0.0  0
 XLO  CONST_26  H2   C02  C03  C04   180.00   0.0  0
 XLO  CONST_27  H8   C12  C11  C10   180.00   0.0  0
 XLO  CONST_28  H9   C14  C15  C10   180.00   0.0  0
 XLO  CONST_29  H7   C11  C12  C13   180.00   0.0  0
 XLO  CONST_30  H10  O01  C07  C06   180.00   0.0  0
 XLO  Var_01    C10  C09  C08  C04  -179.88   0.0  2
 XLO  Var_02    O02  C07  C06  C01   179.61  30.0  2
 XLO  Var_03    C09  C08  C04  C03    -0.54  30.0  2
 XLO  Var_04    C11  C10  C09  C08     2.43  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
 XLO  plan-1  C01  0.020
 XLO  plan-1  C02  0.020
 XLO  plan-1  C03  0.020
 XLO  plan-1  C04  0.020
 XLO  plan-1  C05  0.020
 XLO  plan-1  C06  0.020
 XLO  plan-1  C07  0.020
 XLO  plan-1  C08  0.020
 XLO  plan-1  H1   0.020
 XLO  plan-1  H2   0.020
 XLO  plan-1  H3   0.020
 XLO  plan-1  H4   0.020
 XLO  plan-2  C09  0.020
 XLO  plan-2  C10  0.020
 XLO  plan-2  C11  0.020
 XLO  plan-2  C12  0.020
 XLO  plan-2  C13  0.020
 XLO  plan-2  C14  0.020
 XLO  plan-2  C15  0.020
 XLO  plan-2  O03  0.020
 XLO  plan-2  CL1  0.020
 XLO  plan-2  H7   0.020
 XLO  plan-2  H8   0.020
 XLO  plan-2  H9   0.020
 XLO  plan-3  C06  0.020
 XLO  plan-3  C07  0.020
 XLO  plan-3  O01  0.020
 XLO  plan-3  O02  0.020
 XLO  plan-3  H10  0.020
 XLO  plan-4  C04  0.020
 XLO  plan-4  C08  0.020
 XLO  plan-4  C09  0.020
 XLO  plan-4  C10  0.020
 XLO  plan-4  H5   0.020
 XLO  plan-4  H6   0.020

