# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 10:22:00 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 3-chloro-4-(2-hydroxy-4-propylphenoxy)benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1ccc(Oc2ccc(cc2Cl)C#N)c(O)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
 NJ8  NJ8  3-chloro-4-(2-hydroxy-4-propylphenoxy)benzonitrile  ligand  34  20  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NJ8
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
 NJ8  C1    C   CR16  0  -0.446   2.7160   0.4054   0.9911
 NJ8  C2    C   CR6   0   0.148   3.4489   0.5439  -0.1837
 NJ8  C3    C   CR16  0  -0.336   2.8714   0.1504  -1.3883
 NJ8  C4    C   CR16  0  -0.285   1.5838  -0.3646  -1.4150
 NJ8  C5    C   CR6   0   0.211   0.8688  -0.4933  -0.2399
 NJ8  C6    C   CR6   0   0.336   1.4238  -0.1086   0.9798
 NJ8  O7    O   O2    0  -0.480  -0.3919  -1.0509  -0.2547
 NJ8  C8    C   CR6   0   0.475  -1.4643  -0.2466  -0.2057
 NJ8  C9    C   CR6   0  -0.135  -2.7097  -0.8732  -0.0881
 NJ8  C10   C   CR16  0  -0.196  -3.8733  -0.1357  -0.0526
 NJ8  C11   C   CR6   0  -0.022  -3.8044   1.2552  -0.1328
 NJ8  C12   C   CR16  0  -0.224  -2.5694   1.8885  -0.2488
 NJ8  C13   C   CR16  0  -0.343  -1.4077   1.1414  -0.2854
 NJ8  C15   C   CSP   0   0.057  -5.0036   2.0234  -0.0994
 NJ8  CL16  CL  CL    0  -0.086  -2.7762  -2.5918   0.0101
 NJ8  O17   O   OH1   0  -0.615   0.6655  -0.2503   2.0790
 NJ8  N20   N   NS    0  -0.252  -5.9728   2.6464  -0.0738
 NJ8  C21   C   CH2   0  -0.500   4.8556   1.0705  -0.1437
 NJ8  C22   C   CH2   0  -0.417   5.8993  -0.0462  -0.1006
 NJ8  C23   C   CH3   0  -0.665   7.3205   0.4958  -0.0494
 NJ8  H1    H   HCR6  0   0.271   3.1549   0.7069   1.9369
 NJ8  H3    H   HCR6  0   0.251   3.4243   0.2524  -2.3136
 NJ8  H4    H   HCR6  0   0.275   1.1297  -0.6685  -2.3498
 NJ8  H10   H   HCR6  0   0.304  -4.8281  -0.6348   0.0387
 NJ8  H12   H   HCR6  0   0.293  -2.5125   2.9661  -0.3130
 NJ8  H13   H   HCR6  0   0.303  -0.4575   1.6479  -0.3873
 NJ8  HO17  H   HOH1  0   0.481   1.1480   0.0454   2.8595
 NJ8  H21   H   HCH2  0   0.239   5.0360   1.6970  -1.0218
 NJ8  H21A  H   HCH2  0   0.239   4.9839   1.7167   0.7286
 NJ8  H22   H   HCH2  0   0.223   5.7143  -0.6806   0.7710
 NJ8  H22A  H   HCH2  0   0.224   5.7787  -0.6886  -0.9774
 NJ8  H23   H   HCH3  0   0.219   7.5418   1.1079  -0.9257
 NJ8  H23A  H   HCH3  0   0.219   7.4731   1.1188   0.8339
 NJ8  H23B  H   HCH3  0   0.231   8.0521  -0.3117  -0.0165

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
 NJ8  C2    C1    aromatic  1.392  0.020  1.392
 NJ8  C1    C6    aromatic  1.391  0.020  1.391
 NJ8  C1    H1    single    0.930  0.020  1.080
 NJ8  C21   C2    single    1.503  0.020  1.503
 NJ8  C3    C2    aromatic  1.393  0.020  1.393
 NJ8  C3    C4    aromatic  1.387  0.020  1.387
 NJ8  C3    H3    single    0.930  0.020  1.080
 NJ8  C4    C5    aromatic  1.381  0.020  1.381
 NJ8  C4    H4    single    0.930  0.020  1.080
 NJ8  C5    C6    aromatic  1.394  0.020  1.394
 NJ8  C5    O7    single    1.379  0.020  1.379
 NJ8  C6    O17   single    1.343  0.020  1.343
 NJ8  O7    C8    single    1.341  0.020  1.341
 NJ8  C8    C9    aromatic  1.399  0.020  1.399
 NJ8  C8    C13   aromatic  1.392  0.020  1.392
 NJ8  CL16  C9    single    1.723  0.020  1.723
 NJ8  C9    C10   aromatic  1.378  0.020  1.378
 NJ8  C10   C11   aromatic  1.395  0.020  1.395
 NJ8  C10   H10   single    0.930  0.020  1.080
 NJ8  C12   C11   aromatic  1.393  0.020  1.393
 NJ8  C11   C15   single    1.425  0.020  1.425
 NJ8  C13   C12   aromatic  1.382  0.020  1.382
 NJ8  C12   H12   single    0.930  0.020  1.080
 NJ8  C13   H13   single    0.930  0.020  1.080
 NJ8  C15   N20   triple    1.152  0.020  1.152
 NJ8  O17   HO17  single    0.850  0.020  0.980
 NJ8  C22   C21   single    1.529  0.020  1.529
 NJ8  C21   H21   single    0.970  0.020  1.090
 NJ8  C21   H21A  single    0.970  0.020  1.090
 NJ8  C22   C23   single    1.522  0.020  1.522
 NJ8  C22   H22   single    0.970  0.020  1.090
 NJ8  C22   H22A  single    0.970  0.020  1.090
 NJ8  C23   H23   single    0.970  0.020  1.090
 NJ8  C23   H23A  single    0.970  0.020  1.090
 NJ8  C23   H23B  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
 NJ8  H1    C1   C6    119.04  3.000
 NJ8  H1    C1   C2    119.67  3.000
 NJ8  C6    C1   C2    121.28  3.000
 NJ8  C21   C2   C3    120.68  3.000
 NJ8  C3    C2   C1    118.93  3.000
 NJ8  C21   C2   C1    120.37  3.000
 NJ8  H3    C3   C4    119.51  3.000
 NJ8  H3    C3   C2    120.05  3.000
 NJ8  C4    C3   C2    120.43  3.000
 NJ8  H4    C4   C5    119.42  3.000
 NJ8  H4    C4   C3    120.67  3.000
 NJ8  C5    C4   C3    119.91  3.000
 NJ8  O7    C5   C6    119.01  3.000
 NJ8  O7    C5   C4    120.12  3.000
 NJ8  C6    C5   C4    120.83  3.000
 NJ8  O17   C6   C5    117.53  3.000
 NJ8  O17   C6   C1    123.85  3.000
 NJ8  C5    C6   C1    118.62  3.000
 NJ8  C8    O7   C5    119.22  3.000
 NJ8  C13   C8   C9    119.19  3.000
 NJ8  C13   C8   O7    124.30  3.000
 NJ8  C9    C8   O7    116.50  3.000
 NJ8  CL16  C9   C10   119.99  3.000
 NJ8  C10   C9   C8    120.94  3.000
 NJ8  CL16  C9   C8    119.07  3.000
 NJ8  H10   C10  C11   120.58  3.000
 NJ8  H10   C10  C9    120.05  3.000
 NJ8  C11   C10  C9    119.37  3.000
 NJ8  C15   C11  C12   120.21  3.000
 NJ8  C15   C11  C10   119.65  3.000
 NJ8  C12   C11  C10   120.13  3.000
 NJ8  H12   C12  C13   119.55  3.000
 NJ8  H12   C12  C11   120.32  3.000
 NJ8  C13   C12  C11   120.13  3.000
 NJ8  H13   C13  C12   119.21  3.000
 NJ8  H13   C13  C8    120.55  3.000
 NJ8  C12   C13  C8    120.24  3.000
 NJ8  N20   C15  C11   180.00  3.000
 NJ8  HO17  O17  C6    110.35  3.000
 NJ8  H21A  C21  H21   106.42  3.000
 NJ8  H21A  C21  C22   109.21  3.000
 NJ8  H21   C21  C22   109.17  3.000
 NJ8  H21A  C21  C2    109.77  3.000
 NJ8  H21   C21  C2    109.50  3.000
 NJ8  C22   C21  C2    112.57  3.000
 NJ8  H22A  C22  H22   106.23  3.000
 NJ8  H22A  C22  C23   109.82  3.000
 NJ8  H22   C22  C23   109.74  3.000
 NJ8  H22A  C22  C21   109.33  3.000
 NJ8  H22   C22  C21   109.31  3.000
 NJ8  C23   C22  C21   112.22  3.000
 NJ8  H23B  C23  H23A  107.73  3.000
 NJ8  H23B  C23  H23   107.67  3.000
 NJ8  H23A  C23  H23   107.53  3.000
 NJ8  H23B  C23  C22   111.34  3.000
 NJ8  H23A  C23  C22   111.16  3.000
 NJ8  H23   C23  C22   111.23  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
 NJ8  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 NJ8  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 NJ8  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 NJ8  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 NJ8  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 NJ8  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 NJ8  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 NJ8  CONST_08  C11   C12  C13  C8      0.00   0.0  0
 NJ8  CONST_09  C12   C13  C8   C9      0.00   0.0  0
 NJ8  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 NJ8  CONST_11  C13   C8   C9   C10     0.00   0.0  0
 NJ8  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 NJ8  CONST_13  O7    C5   C6   C1    180.00   0.0  0
 NJ8  CONST_14  O17   C6   C1   C2    180.00   0.0  0
 NJ8  CONST_15  O7    C5   C4   C3    180.00   0.0  0
 NJ8  CONST_16  C21   C2   C3   C4    180.00   0.0  0
 NJ8  CONST_17  O17   C6   C5   C4    180.00   0.0  0
 NJ8  CONST_18  C21   C2   C1   C6    180.00   0.0  0
 NJ8  CONST_19  C10   C9   C8   O7    180.00   0.0  0
 NJ8  CONST_20  C12   C13  C8   O7    180.00   0.0  0
 NJ8  CONST_21  C15   C11  C10  C9    180.00   0.0  0
 NJ8  CONST_22  CL16  C9   C10  C11   180.00   0.0  0
 NJ8  CONST_23  CL16  C9   C8   C13   180.00   0.0  0
 NJ8  CONST_24  C15   C11  C12  C13   180.00   0.0  0
 NJ8  CONST_25  H3    C3   C2   C1    180.00   0.0  0
 NJ8  CONST_26  H4    C4   C3   C2    180.00   0.0  0
 NJ8  CONST_27  H1    C1   C2   C3    180.00   0.0  0
 NJ8  CONST_28  H10   C10  C9   C8    180.00   0.0  0
 NJ8  CONST_29  H12   C12  C13  C8    180.00   0.0  0
 NJ8  CONST_30  H13   C13  C8   C9    180.00   0.0  0
 NJ8  Var_01    C9    C8   O7   C5   -173.78  30.0  2
 NJ8  Var_02    C22   C21  C2   C1     94.97  30.0  2
 NJ8  Var_03    C23   C22  C21  C2   -179.56  30.0  1
 NJ8  Var_04    H23   C23  C22  C21   -60.05  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
 NJ8  plan-1  C1    0.020
 NJ8  plan-1  C2    0.020
 NJ8  plan-1  C3    0.020
 NJ8  plan-1  C4    0.020
 NJ8  plan-1  C5    0.020
 NJ8  plan-1  C6    0.020
 NJ8  plan-1  O7    0.020
 NJ8  plan-1  O17   0.020
 NJ8  plan-1  C21   0.020
 NJ8  plan-1  H1    0.020
 NJ8  plan-1  H3    0.020
 NJ8  plan-1  H4    0.020
 NJ8  plan-2  O7    0.020
 NJ8  plan-2  C8    0.020
 NJ8  plan-2  C9    0.020
 NJ8  plan-2  C10   0.020
 NJ8  plan-2  C11   0.020
 NJ8  plan-2  C12   0.020
 NJ8  plan-2  C13   0.020
 NJ8  plan-2  C15   0.020
 NJ8  plan-2  CL16  0.020
 NJ8  plan-2  N20   0.020
 NJ8  plan-2  H10   0.020
 NJ8  plan-2  H12   0.020
 NJ8  plan-2  H13   0.020

