# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 04:55:52 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 2-[(3-chloranyl-2-methyl-phenyl)amino]pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(Cl)cccc1Nc2ncccc2C(O)=O
#
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
 6J3  6J3  '2-[(3-chloranyl-2-methyl-phenyl)amino]pyridine-3-carboxylic acid'  ligand  29  18  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6J3
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
 6J3  O01   O   O     0  -0.465   1.9060  -2.3509   0.8108
 6J3  C02   C   C     0   0.564   2.8759  -1.6623   0.5557
 6J3  O03   O   OH1   0  -0.589   4.1119  -2.1201   0.6724
 6J3  C04   C   CR6   0  -0.259   2.8094  -0.2686   0.0911
 6J3  C05   C   CR16  0  -0.137   3.9686   0.4254  -0.2470
 6J3  C06   C   CR16  0  -0.355   3.9006   1.7296  -0.6971
 6J3  C07   C   CR16  0  -0.036   2.6405   2.2991  -0.8000
 6J3  N08   N   N     0  -0.454   1.5199   1.6741  -0.4874
 6J3  C09   C   CR6   0   0.536   1.5708   0.4204  -0.0424
 6J3  N10   N   NH1   0  -0.789   0.3966  -0.1877   0.2636
 6J3  C11   C   CR6   0   0.295  -0.8824   0.3804   0.2658
 6J3  C12   C   CR6   0   0.114  -1.9401  -0.4019  -0.2301
 6J3  C13   C   CH3   0  -0.744  -1.6632  -1.7560  -0.8121
 6J3  C14   C   CR6   0  -0.112  -3.2219   0.1385  -0.1409
 6J3  CL    CL  CL    0  -0.135  -4.5932  -0.7801  -0.6916
 6J3  C16   C   CR16  0  -0.217  -3.4692   1.4022   0.3708
 6J3  C17   C   CR16  0  -0.286  -2.4027   2.1546   0.8348
 6J3  C18   C   CR16  0  -0.260  -1.1165   1.6469   0.7957
 6J3  H1    H   HOH1  0   0.492   4.0945  -3.0414   0.9714
 6J3  H051  H   HCR6  0   0.284   4.9325  -0.0557  -0.1587
 6J3  H061  H   HCR6  0   0.272   4.7880   2.2847  -0.9628
 6J3  H071  H   HCR6  0   0.271   2.5299   3.3165  -1.1596
 6J3  H101  H   HNH1  0   0.430   0.4747  -1.1705   0.4925
 6J3  H133  H   HCH3  0   0.260  -1.5136  -2.5045  -0.0297
 6J3  H131  H   HCH3  0   0.260  -2.4780  -2.1060  -1.4395
 6J3  H132  H   HCH3  0   0.254  -0.7606  -1.7382  -1.4228
 6J3  H161  H   HCR6  0   0.275  -4.4783   1.7877   0.4153
 6J3  H171  H   HCR6  0   0.266  -2.5820   3.1383   1.2475
 6J3  H181  H   HCR6  0   0.268  -0.2969   2.2288   1.1886

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
 6J3  O01  C02   double    1.217  0.020  1.217
 6J3  C05  C06   aromatic  1.381  0.020  1.381
 6J3  C05  C04   aromatic  1.393  0.020  1.393
 6J3  C02  C04   single    1.471  0.020  1.471
 6J3  C02  O03   single    1.323  0.020  1.323
 6J3  C06  C07   aromatic  1.387  0.020  1.387
 6J3  C04  C09   aromatic  1.424  0.020  1.424
 6J3  C07  N08   aromatic  1.321  0.020  1.321
 6J3  C09  N08   aromatic  1.331  0.020  1.331
 6J3  C09  N10   single    1.357  0.020  1.357
 6J3  N10  C11   single    1.399  0.020  1.399
 6J3  C11  C18   aromatic  1.393  0.020  1.393
 6J3  C11  C12   aromatic  1.406  0.020  1.406
 6J3  C13  C12   single    1.500  0.020  1.500
 6J3  C18  C17   aromatic  1.383  0.020  1.383
 6J3  C12  C14   aromatic  1.394  0.020  1.394
 6J3  C17  C16   aromatic  1.385  0.020  1.385
 6J3  C14  C16   aromatic  1.386  0.020  1.386
 6J3  C14  CL    single    1.740  0.020  1.740
 6J3  O03  H1    single    0.850  0.020  0.980
 6J3  C05  H051  single    0.930  0.020  1.080
 6J3  C06  H061  single    0.930  0.020  1.080
 6J3  C07  H071  single    0.930  0.020  1.080
 6J3  N10  H101  single    0.860  0.020  1.020
 6J3  C13  H133  single    0.970  0.020  1.090
 6J3  C13  H131  single    0.970  0.020  1.090
 6J3  C13  H132  single    0.970  0.020  1.090
 6J3  C16  H161  single    0.930  0.020  1.080
 6J3  C17  H171  single    0.930  0.020  1.080
 6J3  C18  H181  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
 6J3  C04   C02  O03   113.45  3.000
 6J3  O03   C02  O01   122.03  3.000
 6J3  C04   C02  O01   124.51  3.000
 6J3  H1    O03  C02   109.84  3.000
 6J3  C09   C04  C05   117.40  3.000
 6J3  C09   C04  C02   121.85  3.000
 6J3  C05   C04  C02   120.75  3.000
 6J3  H051  C05  C06   119.39  3.000
 6J3  H051  C05  C04   120.03  3.000
 6J3  C06   C05  C04   120.57  3.000
 6J3  H061  C06  C07   121.16  3.000
 6J3  H061  C06  C05   121.67  3.000
 6J3  C07   C06  C05   117.17  3.000
 6J3  H071  C07  N08   115.83  3.000
 6J3  H071  C07  C06   120.16  3.000
 6J3  N08   C07  C06   124.00  3.000
 6J3  C09   N08  C07   119.49  3.000
 6J3  N10   C09  N08   117.66  3.000
 6J3  N10   C09  C04   120.98  3.000
 6J3  N08   C09  C04   121.36  3.000
 6J3  H101  N10  C11   117.66  3.000
 6J3  H101  N10  C09   114.79  3.000
 6J3  C11   N10  C09   127.53  3.000
 6J3  C18   C11  C12   120.91  3.000
 6J3  C12   C11  N10   117.46  3.000
 6J3  C18   C11  N10   121.56  3.000
 6J3  C14   C12  C13   123.01  3.000
 6J3  C14   C12  C11   116.97  3.000
 6J3  C13   C12  C11   120.02  3.000
 6J3  H132  C13  H131  107.63  3.000
 6J3  H132  C13  H133  107.39  3.000
 6J3  H131  C13  H133  107.18  3.000
 6J3  H132  C13  C12   110.83  3.000
 6J3  H131  C13  C12   112.12  3.000
 6J3  H133  C13  C12   111.45  3.000
 6J3  C16   C14  CL    117.24  3.000
 6J3  CL    C14  C12   119.98  3.000
 6J3  C16   C14  C12   122.78  3.000
 6J3  H161  C16  C17   120.74  3.000
 6J3  H161  C16  C14   120.46  3.000
 6J3  C17   C16  C14   118.79  3.000
 6J3  H171  C17  C18   119.91  3.000
 6J3  H171  C17  C16   119.61  3.000
 6J3  C18   C17  C16   120.47  3.000
 6J3  H181  C18  C17   119.87  3.000
 6J3  H181  C18  C11   120.07  3.000
 6J3  C17   C18  C11   120.06  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
 6J3  CONST_01  C07   C06  C05  C04     0.00   0.0  0
 6J3  CONST_02  C07   N08  C09  C04     0.00   0.0  0
 6J3  CONST_03  N08   C07  C06  C05     0.00   0.0  0
 6J3  CONST_04  N08   C09  C04  C05     0.00   0.0  0
 6J3  CONST_05  C09   C04  C05  C06     0.00   0.0  0
 6J3  CONST_06  C09   N08  C07  C06     0.00   0.0  0
 6J3  CONST_07  C16   C17  C18  C11     0.00   0.0  0
 6J3  CONST_08  C16   C14  C12  C11     0.00   0.0  0
 6J3  CONST_09  C17   C18  C11  C12     0.00   0.0  0
 6J3  CONST_10  C17   C16  C14  C12     0.00   0.0  0
 6J3  CONST_11  C18   C11  C12  C14     0.00   0.0  0
 6J3  CONST_12  C18   C17  C16  C14     0.00   0.0  0
 6J3  CONST_13  C06   C05  C04  C02   180.00   0.0  0
 6J3  CONST_14  N08   C09  C04  C02   180.00   0.0  0
 6J3  CONST_15  N10   C09  C04  C05   180.00   0.0  0
 6J3  CONST_16  N10   C09  N08  C07   180.00   0.0  0
 6J3  CONST_17  C17   C18  C11  N10   180.00   0.0  0
 6J3  CONST_18  C14   C12  C11  N10   180.00   0.0  0
 6J3  CONST_19  CL    C14  C12  C11   180.00   0.0  0
 6J3  CONST_20  C18   C11  C12  C13   180.00   0.0  0
 6J3  CONST_21  C16   C14  C12  C13   180.00   0.0  0
 6J3  CONST_22  C17   C16  C14  CL    180.00   0.0  0
 6J3  CONST_23  H061  C06  C05  C04   180.00   0.0  0
 6J3  CONST_24  H071  C07  C06  C05   180.00   0.0  0
 6J3  CONST_25  H051  C05  C06  C07   180.00   0.0  0
 6J3  CONST_26  H171  C17  C18  C11   180.00   0.0  0
 6J3  CONST_27  H181  C18  C11  C12   180.00   0.0  0
 6J3  CONST_28  H161  C16  C14  C12   180.00   0.0  0
 6J3  CONST_29  H1    O03  C02  C04   180.00   0.0  0
 6J3  Var_01    C11   N10  C09  C04   175.57  30.0  2
 6J3  Var_02    C18   C11  N10  C09   -42.90  30.0  2
 6J3  Var_03    C05   C04  C02  O01  -176.53  30.0  2
 6J3  Var_04    H133  C13  C12  C11    78.73  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
 6J3  plan-1  C02   0.020
 6J3  plan-1  C04   0.020
 6J3  plan-1  C05   0.020
 6J3  plan-1  C06   0.020
 6J3  plan-1  C07   0.020
 6J3  plan-1  N08   0.020
 6J3  plan-1  C09   0.020
 6J3  plan-1  N10   0.020
 6J3  plan-1  H051  0.020
 6J3  plan-1  H061  0.020
 6J3  plan-1  H071  0.020
 6J3  plan-2  N10   0.020
 6J3  plan-2  C11   0.020
 6J3  plan-2  C12   0.020
 6J3  plan-2  C13   0.020
 6J3  plan-2  C14   0.020
 6J3  plan-2  CL    0.020
 6J3  plan-2  C16   0.020
 6J3  plan-2  C17   0.020
 6J3  plan-2  C18   0.020
 6J3  plan-2  H161  0.020
 6J3  plan-2  H171  0.020
 6J3  plan-2  H181  0.020
 6J3  plan-3  O01   0.020
 6J3  plan-3  C02   0.020
 6J3  plan-3  O03   0.020
 6J3  plan-3  C04   0.020
 6J3  plan-3  H1    0.020

