# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 10:59:06 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: {[(2-chlorobenzoyl)amino]methyl}boronic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OB(O)CNC(=O)c1ccccc1Cl
#
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
 BH6  BH6  '{[(2-chlorobenzoyl)amino]methyl}boronic acid'  ligand  23  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_BH6
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
 BH6  B    B   B     0   0.515   3.4166   0.0669  -0.1394
 BH6  CL   CL  CL    0  -0.116  -1.7168  -2.0671  -0.0357
 BH6  O1   O   OH1   0  -0.623   4.2274  -1.0114  -0.3153
 BH6  O2   O   OH1   0  -0.626   3.4118   1.0602  -1.0754
 BH6  C3   C   CH2   0  -0.523   2.6287   0.1940   1.2389
 BH6  N4   N   NH1   0  -0.620   1.2550   0.6152   1.0380
 BH6  C5   C   C     0   0.497   0.5184   0.0574   0.0714
 BH6  O6   O   O     0  -0.475   0.9799  -0.7564  -0.7191
 BH6  C7   C   CR6   0   0.057  -0.8976   0.5290  -0.0119
 BH6  C8   C   CR16  0  -0.288  -1.1663   1.8959  -0.0379
 BH6  C11  C   CR16  0  -0.232  -2.4620   2.3688  -0.1751
 BH6  C12  C   CR16  0  -0.260  -3.5134   1.4704  -0.2773
 BH6  C13  C   CR16  0  -0.199  -3.2693   0.1054  -0.2410
 BH6  C14  C   CR6   0  -0.086  -1.9683  -0.3560  -0.1161
 BH6  HO1  H   HOH1  0   0.485   4.7216  -0.9948  -1.1415
 BH6  HO2  H   HOH1  0   0.473   2.8400   1.7984  -0.8461
 BH6  H3   H   HCH2  0   0.246   2.6624  -0.7413   1.8066
 BH6  H3A  H   HCH2  0   0.259   3.1147   0.9504   1.8591
 BH6  HN4  H   HNH1  0   0.410   0.7995   1.1623   1.7508
 BH6  H8   H   HCR6  0   0.274  -0.3466   2.5997   0.0311
 BH6  H11  H   HCR6  0   0.271  -2.6463   3.4340  -0.2031
 BH6  H12  H   HCR6  0   0.275  -4.5298   1.8254  -0.3829
 BH6  H13  H   HCR6  0   0.286  -4.0876  -0.5982  -0.3080

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
 BH6  C3   B    single    1.593  0.020  1.593
 BH6  O2   B    single    1.365  0.020  1.365
 BH6  B    O1   single    1.361  0.020  1.361
 BH6  C14  CL   single    1.731  0.020  1.731
 BH6  O1   HO1  single    0.850  0.020  0.980
 BH6  O2   HO2  single    0.850  0.020  0.980
 BH6  N4   C3   single    1.451  0.020  1.451
 BH6  C3   H3   single    0.970  0.020  1.090
 BH6  C3   H3A  single    0.970  0.020  1.090
 BH6  N4   C5   single    1.337  0.020  1.337
 BH6  N4   HN4  single    0.860  0.020  1.020
 BH6  C7   C5   single    1.495  0.020  1.495
 BH6  C5   O6   double    1.225  0.020  1.225
 BH6  C8   C7   aromatic  1.393  0.020  1.393
 BH6  C7   C14  aromatic  1.393  0.020  1.393
 BH6  C11  C8   aromatic  1.386  0.020  1.386
 BH6  C8   H8   single    0.930  0.020  1.080
 BH6  C11  C12  aromatic  1.387  0.020  1.387
 BH6  C11  H11  single    0.930  0.020  1.080
 BH6  C12  C13  aromatic  1.387  0.020  1.387
 BH6  C12  H12  single    0.930  0.020  1.080
 BH6  C13  C14  aromatic  1.386  0.020  1.386
 BH6  C13  H13  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
 BH6  C3   B    O2   122.26  3.000
 BH6  O2   B    O1   119.36  3.000
 BH6  C3   B    O1   118.03  3.000
 BH6  HO1  O1   B    113.77  3.000
 BH6  HO2  O2   B    113.41  3.000
 BH6  H3A  C3   H3   106.47  3.000
 BH6  H3A  C3   N4   107.39  3.000
 BH6  H3   C3   N4   110.43  3.000
 BH6  H3A  C3   B    109.06  3.000
 BH6  H3   C3   B    111.43  3.000
 BH6  N4   C3   B    111.82  3.000
 BH6  HN4  N4   C5   119.27  3.000
 BH6  HN4  N4   C3   119.19  3.000
 BH6  C5   N4   C3   120.04  3.000
 BH6  C7   C5   O6   122.04  3.000
 BH6  O6   C5   N4   122.42  3.000
 BH6  C7   C5   N4   115.50  3.000
 BH6  C14  C7   C8   118.27  3.000
 BH6  C14  C7   C5   122.13  3.000
 BH6  C8   C7   C5   119.56  3.000
 BH6  H8   C8   C11  119.49  3.000
 BH6  H8   C8   C7   119.37  3.000
 BH6  C11  C8   C7   121.12  3.000
 BH6  H11  C11  C12  120.46  3.000
 BH6  H11  C11  C8   119.87  3.000
 BH6  C12  C11  C8   119.67  3.000
 BH6  H12  C12  C13  119.40  3.000
 BH6  H12  C12  C11  120.46  3.000
 BH6  C13  C12  C11  120.14  3.000
 BH6  H13  C13  C14  119.96  3.000
 BH6  H13  C13  C12  120.36  3.000
 BH6  C14  C13  C12  119.68  3.000
 BH6  C13  C14  C7   121.11  3.000
 BH6  C13  C14  CL   118.00  3.000
 BH6  C7   C14  CL   120.85  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
 BH6  CONST_01  C12  C11  C8   C7      0.00   0.0  0
 BH6  CONST_02  C12  C13  C14  C7      0.00   0.0  0
 BH6  CONST_03  C13  C14  C7   C8      0.00   0.0  0
 BH6  CONST_04  C13  C12  C11  C8      0.00   0.0  0
 BH6  CONST_05  C14  C7   C8   C11     0.00   0.0  0
 BH6  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 BH6  CONST_07  C8   C7   C14  CL    180.00   0.0  0
 BH6  CONST_08  C12  C13  C14  CL    180.00   0.0  0
 BH6  CONST_09  C11  C8   C7   C5    180.00   0.0  0
 BH6  CONST_10  C13  C14  C7   C5    180.00   0.0  0
 BH6  CONST_11  H11  C11  C8   C7    180.00   0.0  0
 BH6  CONST_12  H13  C13  C14  C7    180.00   0.0  0
 BH6  CONST_13  H12  C12  C11  C8    180.00   0.0  0
 BH6  CONST_14  H8   C8   C11  C12   180.00   0.0  0
 BH6  CONST_15  C7   C5   N4   C3    180.00   0.0  0
 BH6  CONST_16  HN4  N4   C5   C7      0.00   0.0  0
 BH6  CONST_17  O6   C5   N4   C3      0.00   0.0  0
 BH6  Var_01    C8   C7   C5   N4     50.26  30.0  2
 BH6  Var_02    C5   N4   C3   B      44.59  30.0  1
 BH6  Var_03    N4   C3   B    O1   -137.25  30.0  1

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
 BH6  plan-1  CL   0.020
 BH6  plan-1  C5   0.020
 BH6  plan-1  C7   0.020
 BH6  plan-1  C8   0.020
 BH6  plan-1  C11  0.020
 BH6  plan-1  C12  0.020
 BH6  plan-1  C13  0.020
 BH6  plan-1  C14  0.020
 BH6  plan-1  H8   0.020
 BH6  plan-1  H11  0.020
 BH6  plan-1  H12  0.020
 BH6  plan-1  H13  0.020
 BH6  plan-2  C3   0.020
 BH6  plan-2  N4   0.020
 BH6  plan-2  C5   0.020
 BH6  plan-2  O6   0.020
 BH6  plan-2  C7   0.020
 BH6  plan-2  HN4  0.020

