# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 02:36:41 2020
#   Inital geometry file: a 46 line input string
#   Ligand name: 5-chloro-2-hydroxybenzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(Cl)cc1C#N
#
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
 4ZC  4ZC  5-chloro-2-hydroxybenzonitrile  ligand  14  10  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4ZC
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
 4ZC  O01   O   OH1   0  -0.598  -2.5809   1.2578   0.1924
 4ZC  C02   C   CR6   0   0.389  -1.2980   0.9026   0.1282
 4ZC  C03   C   CR16  0  -0.376  -0.2407   1.8084   0.1451
 4ZC  C04   C   CR16  0  -0.180   1.0650   1.3606   0.0744
 4ZC  C05   C   CR6   0  -0.057   1.3355  -0.0000  -0.0148
 4ZC  CL06  CL  CL    0  -0.117   2.9744  -0.5461  -0.1025
 4ZC  C07   C   CR16  0  -0.193   0.3066  -0.9181  -0.0334
 4ZC  C08   C   CR6   0  -0.098  -1.0109  -0.4650   0.0381
 4ZC  C09   C   CSP   0   0.077  -2.0844  -1.3993   0.0172
 4ZC  N10   N   NS    0  -0.247  -2.9503  -2.1593  -0.0002
 4ZC  H1    H   HOH1  0   0.492  -2.6757   2.2172   0.2376
 4ZC  H2    H   HCR6  0   0.300  -0.4359   2.8714   0.2139
 4ZC  H3    H   HCR6  0   0.300   1.8742   2.0774   0.0891
 4ZC  H4    H   HCR6  0   0.305   0.5054  -1.9785  -0.1040

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
 4ZC  CL06  C05  single    1.730  0.020  1.730
 4ZC  C04   C05  aromatic  1.390  0.020  1.390
 4ZC  C04   C03  aromatic  1.382  0.020  1.382
 4ZC  C05   C07  aromatic  1.379  0.020  1.379
 4ZC  C03   C02  aromatic  1.392  0.020  1.392
 4ZC  C07   C08  aromatic  1.395  0.020  1.395
 4ZC  C02   C08  aromatic  1.400  0.020  1.400
 4ZC  C02   O01  single    1.333  0.020  1.333
 4ZC  C08   C09  single    1.423  0.020  1.423
 4ZC  C09   N10  triple    1.152  0.020  1.152
 4ZC  O01   H1   single    0.850  0.020  0.980
 4ZC  C03   H2   single    0.930  0.020  1.080
 4ZC  C04   H3   single    0.930  0.020  1.080
 4ZC  C07   H4   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
 4ZC  H1    O01  C02   111.20  3.000
 4ZC  C08   C02  C03   118.72  3.000
 4ZC  C08   C02  O01   117.43  3.000
 4ZC  C03   C02  O01   123.85  3.000
 4ZC  H2    C03  C04   119.44  3.000
 4ZC  H2    C03  C02   120.16  3.000
 4ZC  C04   C03  C02   120.39  3.000
 4ZC  H3    C04  C05   120.28  3.000
 4ZC  H3    C04  C03   119.44  3.000
 4ZC  C05   C04  C03   120.28  3.000
 4ZC  C07   C05  CL06  119.74  3.000
 4ZC  C07   C05  C04   120.48  3.000
 4ZC  CL06  C05  C04   119.78  3.000
 4ZC  H4    C07  C08   119.70  3.000
 4ZC  H4    C07  C05   121.11  3.000
 4ZC  C08   C07  C05   119.19  3.000
 4ZC  C09   C08  C07   119.89  3.000
 4ZC  C09   C08  C02   119.17  3.000
 4ZC  C07   C08  C02   120.93  3.000
 4ZC  N10   C09  C08   180.00  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
 4ZC  CONST_01  C05   C04  C03  C02     0.00  0.0  0
 4ZC  CONST_02  C05   C07  C08  C02     0.00  0.0  0
 4ZC  CONST_03  C07   C05  C04  C03     0.00  0.0  0
 4ZC  CONST_04  C07   C08  C02  C03     0.00  0.0  0
 4ZC  CONST_05  C08   C07  C05  C04     0.00  0.0  0
 4ZC  CONST_06  C08   C02  C03  C04     0.00  0.0  0
 4ZC  CONST_07  C04   C03  C02  O01   180.00  0.0  0
 4ZC  CONST_08  C07   C08  C02  O01   180.00  0.0  0
 4ZC  CONST_09  CL06  C05  C04  C03   180.00  0.0  0
 4ZC  CONST_10  C09   C08  C02  C03   180.00  0.0  0
 4ZC  CONST_11  C09   C08  C07  C05   180.00  0.0  0
 4ZC  CONST_12  C08   C07  C05  CL06  180.00  0.0  0
 4ZC  CONST_13  H3    C04  C03  C02   180.00  0.0  0
 4ZC  CONST_14  H4    C07  C08  C02   180.00  0.0  0
 4ZC  CONST_15  H2    C03  C04  C05   180.00  0.0  0

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
 4ZC  plan-1  O01   0.020
 4ZC  plan-1  C02   0.020
 4ZC  plan-1  C03   0.020
 4ZC  plan-1  C04   0.020
 4ZC  plan-1  C05   0.020
 4ZC  plan-1  CL06  0.020
 4ZC  plan-1  C07   0.020
 4ZC  plan-1  C08   0.020
 4ZC  plan-1  C09   0.020
 4ZC  plan-1  N10   0.020
 4ZC  plan-1  H2    0.020
 4ZC  plan-1  H3    0.020
 4ZC  plan-1  H4    0.020

