# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 10:30:58 2020
#   Inital geometry file: a 56 line input string
#   Ligand name: 3,4-bis(azanyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1ccc(N)c(N)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
 93K  93K  '3,4-bis(azanyl)benzamide '  ligand  20  11  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_93K
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
 93K  C1  C  CR6   0  -0.064   0.8994  -0.1250   0.0203
 93K  C2  C  CR16  0  -0.307   0.3819  -1.4168   0.0005
 93K  C3  C  CR16  0  -0.323  -0.9864  -1.6237   0.0334
 93K  C4  C  CR6   0   0.275  -1.8872  -0.5597   0.0991
 93K  C5  C  CR6   0   0.249  -1.3729   0.7575   0.1013
 93K  C6  C  CR16  0  -0.352  -0.0018   0.9423   0.0575
 93K  O   O  O     0  -0.495   2.7475   1.3593   0.0004
 93K  C   C  C     0   0.491   2.3523   0.1972  -0.0141
 93K  N   N  NH2   0  -0.831   3.2124  -0.8346  -0.0627
 93K  N2  N  NH2   0  -0.865  -2.2562   1.8359   0.2128
 93K  N1  N  NH2   0  -0.849  -3.2359  -0.7881   0.2228
 93K  H1  H  HCR6  0   0.239   1.0176  -2.2919  -0.0405
 93K  H2  H  HCR6  0   0.259  -1.3712  -2.6368   0.0250
 93K  H3  H  HCR6  0   0.254   0.3831   1.9551   0.0546
 93K  H4  H  HNH2  0   0.411   2.9272  -1.7963  -0.0697
 93K  H5  H  HNH2  0   0.400   4.2021  -0.6540  -0.0821
 93K  H6  H  HNH2  0   0.369  -3.0053   1.8276  -0.4667
 93K  H7  H  HNH2  0   0.374  -1.7857   2.7266   0.1456
 93K  H8  H  HNH2  0   0.386  -3.5590  -1.6964  -0.0676
 93K  H9  H  HNH2  0   0.379  -3.8705  -0.0582  -0.0518

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
 93K  N2  C5  single    1.398  0.020  1.398
 93K  N1  C4  single    1.373  0.020  1.373
 93K  C5  C4  aromatic  1.414  0.020  1.414
 93K  C5  C6  aromatic  1.384  0.020  1.384
 93K  C4  C3  aromatic  1.396  0.020  1.396
 93K  C6  C1  aromatic  1.397  0.020  1.397
 93K  C3  C2  aromatic  1.384  0.020  1.384
 93K  C1  C2  aromatic  1.392  0.020  1.392
 93K  C1  C   single    1.489  0.020  1.489
 93K  O   C   double    1.228  0.020  1.228
 93K  C   N   single    1.344  0.020  1.344
 93K  C2  H1  single    0.930  0.020  1.080
 93K  C3  H2  single    0.930  0.020  1.080
 93K  C6  H3  single    0.930  0.020  1.080
 93K  N   H4  single    0.860  0.020  1.020
 93K  N   H5  single    0.860  0.020  1.020
 93K  N2  H6  single    0.890  0.020  1.040
 93K  N2  H7  single    0.890  0.020  1.040
 93K  N1  H8  single    0.890  0.020  1.040
 93K  N1  H9  single    0.890  0.020  1.040

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
 93K  C   C1  C6  117.70  3.000
 93K  C   C1  C2  124.30  3.000
 93K  C6  C1  C2  118.00  3.000
 93K  H1  C2  C3  117.42  3.000
 93K  H1  C2  C1  122.18  3.000
 93K  C3  C2  C1  120.40  3.000
 93K  H2  C3  C4  118.94  3.000
 93K  H2  C3  C2  119.38  3.000
 93K  C4  C3  C2  121.68  3.000
 93K  N1  C4  C5  120.79  3.000
 93K  C5  C4  C3  118.39  3.000
 93K  N1  C4  C3  120.75  3.000
 93K  N2  C5  C6  121.69  3.000
 93K  C6  C5  C4  118.99  3.000
 93K  N2  C5  C4  119.25  3.000
 93K  H3  C6  C5  118.48  3.000
 93K  H3  C6  C1  119.00  3.000
 93K  C5  C6  C1  122.53  3.000
 93K  N   C   O   121.41  3.000
 93K  N   C   C1  117.34  3.000
 93K  O   C   C1  121.25  3.000
 93K  H5  N   H4  116.84  3.000
 93K  H5  N   C   119.50  3.000
 93K  H4  N   C   123.66  3.000
 93K  H7  N2  H6  107.92  3.000
 93K  H7  N2  C5  112.37  3.000
 93K  H6  N2  C5  114.08  3.000
 93K  H9  N1  H8  111.94  3.000
 93K  H9  N1  C4  118.33  3.000
 93K  H8  N1  C4  116.05  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
 93K  CONST_01  C4  C5  C6  C1    0.00   0.0  0
 93K  CONST_02  C4  C3  C2  C1    0.00   0.0  0
 93K  CONST_03  C5  C4  C3  C2    0.00   0.0  0
 93K  CONST_04  C5  C6  C1  C2    0.00   0.0  0
 93K  CONST_05  C6  C5  C4  C3    0.00   0.0  0
 93K  CONST_06  C6  C1  C2  C3    0.00   0.0  0
 93K  CONST_07  N2  C5  C6  C1  180.00   0.0  0
 93K  CONST_08  N1  C4  C3  C2  180.00   0.0  0
 93K  CONST_09  N2  C5  C4  C3  180.00   0.0  0
 93K  CONST_10  C   C1  C2  C3  180.00   0.0  0
 93K  CONST_11  C   C1  C6  C5  180.00   0.0  0
 93K  CONST_12  N1  C4  C5  C6  180.00   0.0  0
 93K  CONST_13  H2  C3  C2  C1  180.00   0.0  0
 93K  CONST_14  H3  C6  C1  C2  180.00   0.0  0
 93K  CONST_15  H1  C2  C3  C4  180.00   0.0  0
 93K  CONST_19  H7  N2  C5  C4  180.00   0.0  0
 93K  CONST_20  H4  N   C   C1    0.00   0.0  0
 93K  CONST_21  H5  N   C   C1  180.00   0.0  0
 93K  Var_01    O   C   C1  C2  179.70  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
 93K  plan-1  C1  0.020
 93K  plan-1  C2  0.020
 93K  plan-1  C3  0.020
 93K  plan-1  C4  0.020
 93K  plan-1  C5  0.020
 93K  plan-1  C6  0.020
 93K  plan-1  C   0.020
 93K  plan-1  N2  0.020
 93K  plan-1  N1  0.020
 93K  plan-1  H1  0.020
 93K  plan-1  H2  0.020
 93K  plan-1  H3  0.020
 93K  plan-2  C1  0.020
 93K  plan-2  O   0.020
 93K  plan-2  C   0.020
 93K  plan-2  N   0.020
 93K  plan-2  H4  0.020
 93K  plan-2  H5  0.020
 93K  plan-3  C5  0.020
 93K  plan-3  N2  0.020
 93K  plan-3  H6  0.020
 93K  plan-3  H7  0.020
 93K  plan-4  C4  0.020
 93K  plan-4  N1  0.020
 93K  plan-4  H8  0.020
 93K  plan-4  H9  0.020

