# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 05:21:47 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 3-bromo-N-[3-(1H-tetrazol-5-yl)phenyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1cccc(c1)C(=O)Nc2cccc(c2)c3[nH]nnn3
#
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
 DN8  DN8  3-bromo-N-[3-(1H-tetrazol-5-yl)phenyl]benzamide  ligand  31  21  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DN8
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
 DN8  O21  O   O     0  -0.451   0.0023   0.6876   0.0976
 DN8  C7   C   C     0   0.539   0.2941  -0.4938   0.1274
 DN8  C4   C   CR6   0  -0.036   1.7134  -0.9343   0.2979
 DN8  C3   C   CR16  0  -0.288   2.0638  -2.1289   0.9210
 DN8  C2   C   CR16  0  -0.235   3.4007  -2.4618   1.0781
 DN8  C5   C   CR16  0  -0.240   2.7083  -0.0702  -0.1539
 DN8  C6   C   CR6   0  -0.096   4.0365  -0.4275  -0.0010
 DN8  BR1  BR  BR    0  -0.032   5.3825   0.7322  -0.6362
 DN8  C1   C   CR16  0  -0.223   4.3985  -1.6187   0.6131
 DN8  N8   N   NH1   0  -0.765  -0.6033  -1.5033  -0.0019
 DN8  C9   C   CR6   0   0.419  -1.9911  -1.4282  -0.1374
 DN8  C14  C   CR16  0  -0.345  -2.6537  -2.6185  -0.4506
 DN8  C13  C   CR16  0  -0.226  -4.0293  -2.6431  -0.5823
 DN8  C12  C   CR16  0  -0.305  -4.7742  -1.4867  -0.4123
 DN8  C11  C   CR6   0   0.077  -4.1188  -0.3000  -0.1023
 DN8  C10  C   CR16  0  -0.355  -2.7318  -0.2634   0.0373
 DN8  C15  C   CR5   0   0.509  -4.8577   0.9427   0.0869
 DN8  N19  N   NR15  0  -0.508  -6.1823   1.1032   0.0143
 DN8  N18  N   N     0  -0.070  -6.4801   2.3697   0.2427
 DN8  N17  N   N     0  -0.137  -5.3735   2.9668   0.4488
 DN8  N16  N   N     0  -0.345  -4.3490   2.1238   0.3614
 DN8  H1   H   HCR6  0   0.273   1.3102  -2.7982   1.3160
 DN8  H2   H   HCR6  0   0.281   3.6723  -3.3848   1.5716
 DN8  H3   H   HCR6  0   0.286   2.4353   0.8637  -0.6264
 DN8  H4   H   HCR6  0   0.289   5.4378  -1.8914   0.7356
 DN8  H5   H   HNH1  0   0.427  -0.2267  -2.4350  -0.0893
 DN8  H6   H   HCR6  0   0.284  -2.0846  -3.5298  -0.5900
 DN8  H7   H   HCR6  0   0.276  -4.5255  -3.5727  -0.8246
 DN8  H8   H   HCR6  0   0.257  -5.8495  -1.5301  -0.5226
 DN8  H9   H   HCR6  0   0.291  -2.2516   0.6688   0.2837
 DN8  H10  H   HNR5  0   0.451  -6.9169   0.4366  -0.1762

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
 DN8  C2   C1   aromatic  1.387  0.020  1.387
 DN8  C2   C3   aromatic  1.387  0.020  1.387
 DN8  C1   C6   aromatic  1.388  0.020  1.388
 DN8  C3   C4   aromatic  1.392  0.020  1.392
 DN8  C6   BR1  single    1.887  0.020  1.887
 DN8  C6   C5   aromatic  1.384  0.020  1.384
 DN8  C4   C5   aromatic  1.393  0.020  1.393
 DN8  C4   C7   single    1.496  0.020  1.496
 DN8  N18  N19  aromatic  1.321  0.020  1.321
 DN8  N18  N17  aromatic  1.274  0.020  1.274
 DN8  N19  C15  aromatic  1.336  0.020  1.336
 DN8  N8   C7   single    1.357  0.020  1.357
 DN8  N8   C9   single    1.396  0.020  1.396
 DN8  C10  C9   aromatic  1.391  0.020  1.391
 DN8  C10  C11  aromatic  1.395  0.020  1.395
 DN8  C7   O21  double    1.217  0.020  1.217
 DN8  C9   C14  aromatic  1.398  0.020  1.398
 DN8  C15  C11  single    1.458  0.020  1.458
 DN8  C15  N16  aromatic  1.315  0.020  1.315
 DN8  N17  N16  aromatic  1.330  0.020  1.330
 DN8  C11  C12  aromatic  1.391  0.020  1.391
 DN8  C14  C13  aromatic  1.382  0.020  1.382
 DN8  C12  C13  aromatic  1.386  0.020  1.386
 DN8  C3   H1   single    0.930  0.020  1.080
 DN8  C2   H2   single    0.930  0.020  1.080
 DN8  C5   H3   single    0.930  0.020  1.080
 DN8  C1   H4   single    0.930  0.020  1.080
 DN8  N8   H5   single    0.860  0.020  1.020
 DN8  C14  H6   single    0.930  0.020  1.080
 DN8  C13  H7   single    0.930  0.020  1.080
 DN8  C12  H8   single    0.930  0.020  1.080
 DN8  C10  H9   single    0.930  0.020  1.080
 DN8  N19  H10  single    0.860  0.020  1.020

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
 DN8  N8   C7   C4   114.79  3.000
 DN8  N8   C7   O21  124.14  3.000
 DN8  C4   C7   O21  121.07  3.000
 DN8  C5   C4   C3   119.84  3.000
 DN8  C5   C4   C7   117.26  3.000
 DN8  C3   C4   C7   122.86  3.000
 DN8  H1   C3   C2   118.77  3.000
 DN8  H1   C3   C4   121.24  3.000
 DN8  C2   C3   C4   119.96  3.000
 DN8  H2   C2   C1   119.43  3.000
 DN8  H2   C2   C3   119.92  3.000
 DN8  C1   C2   C3   120.65  3.000
 DN8  H3   C5   C6   120.89  3.000
 DN8  H3   C5   C4   119.80  3.000
 DN8  C6   C5   C4   119.31  3.000
 DN8  C1   C6   BR1  119.36  3.000
 DN8  BR1  C6   C5   119.26  3.000
 DN8  C1   C6   C5   121.37  3.000
 DN8  H4   C1   C6   121.13  3.000
 DN8  H4   C1   C2   120.01  3.000
 DN8  C6   C1   C2   118.85  3.000
 DN8  H5   N8   C9   114.35  3.000
 DN8  H5   N8   C7   116.65  3.000
 DN8  C9   N8   C7   128.79  3.000
 DN8  C10  C9   C14  119.25  3.000
 DN8  C14  C9   N8   116.55  3.000
 DN8  C10  C9   N8   124.19  3.000
 DN8  H6   C14  C13  119.71  3.000
 DN8  H6   C14  C9   119.74  3.000
 DN8  C13  C14  C9   120.55  3.000
 DN8  H7   C13  C12  119.88  3.000
 DN8  H7   C13  C14  119.57  3.000
 DN8  C12  C13  C14  120.55  3.000
 DN8  H8   C12  C11  121.70  3.000
 DN8  H8   C12  C13  119.22  3.000
 DN8  C11  C12  C13  119.08  3.000
 DN8  C15  C11  C10  117.95  3.000
 DN8  C15  C11  C12  121.16  3.000
 DN8  C10  C11  C12  120.89  3.000
 DN8  H9   C10  C11  119.27  3.000
 DN8  H9   C10  C9   121.06  3.000
 DN8  C11  C10  C9   119.67  3.000
 DN8  N16  C15  N19  106.68  3.000
 DN8  N16  C15  C11  126.62  3.000
 DN8  N19  C15  C11  126.70  3.000
 DN8  H10  N19  N18  120.09  3.000
 DN8  H10  N19  C15  130.69  3.000
 DN8  N18  N19  C15  109.22  3.000
 DN8  N17  N18  N19  106.35  3.000
 DN8  N16  N17  N18  111.18  3.000
 DN8  N17  N16  C15  106.57  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
 DN8  CONST_01  C1   C2   C3   C4     0.00   0.0  0
 DN8  CONST_02  C1   C6   C5   C4     0.00   0.0  0
 DN8  CONST_03  C6   C1   C2   C3     0.00   0.0  0
 DN8  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 DN8  CONST_05  C5   C6   C1   C2     0.00   0.0  0
 DN8  CONST_06  C5   C4   C3   C2     0.00   0.0  0
 DN8  CONST_07  C15  C11  C10  C9   180.00   0.0  0
 DN8  CONST_08  C12  C11  C10  C9     0.00   0.0  0
 DN8  CONST_09  C12  C13  C14  C9     0.00   0.0  0
 DN8  CONST_10  C11  C10  C9   C14    0.00   0.0  0
 DN8  CONST_11  C11  C12  C13  C14    0.00   0.0  0
 DN8  CONST_12  C10  C9   C14  C13    0.00   0.0  0
 DN8  CONST_13  C10  C11  C12  C13    0.00   0.0  0
 DN8  CONST_14  C15  C11  C12  C13  180.00   0.0  0
 DN8  CONST_15  N19  C15  C11  C12    0.00   0.0  0
 DN8  CONST_16  N16  C15  C11  C12  180.00   0.0  0
 DN8  CONST_17  N18  N19  C15  C11  180.00   0.0  0
 DN8  CONST_18  N17  N16  C15  C11  180.00   0.0  0
 DN8  CONST_19  N19  C15  C11  C10  180.00   0.0  0
 DN8  CONST_20  N16  C15  C11  C10    0.00   0.0  0
 DN8  CONST_21  N17  N18  N19  C15    0.00   0.0  0
 DN8  CONST_22  N18  N17  N16  C15    0.00   0.0  0
 DN8  CONST_23  N16  N17  N18  N19    0.00   0.0  0
 DN8  CONST_24  N17  N16  C15  N19    0.00   0.0  0
 DN8  CONST_25  N16  C15  N19  N18    0.00   0.0  0
 DN8  CONST_26  C2   C3   C4   C7   180.00   0.0  0
 DN8  CONST_27  C6   C5   C4   C7   180.00   0.0  0
 DN8  CONST_28  BR1  C6   C5   C4   180.00   0.0  0
 DN8  CONST_29  BR1  C6   C1   C2   180.00   0.0  0
 DN8  CONST_30  C11  C10  C9   N8   180.00   0.0  0
 DN8  CONST_31  C13  C14  C9   N8   180.00   0.0  0
 DN8  CONST_32  H2   C2   C3   C4   180.00   0.0  0
 DN8  CONST_33  H4   C1   C2   C3   180.00   0.0  0
 DN8  CONST_34  H3   C5   C4   C3   180.00   0.0  0
 DN8  CONST_35  H1   C3   C4   C5   180.00   0.0  0
 DN8  CONST_36  H7   C13  C14  C9   180.00   0.0  0
 DN8  CONST_37  H9   C10  C9   C14  180.00   0.0  0
 DN8  CONST_38  H8   C12  C13  C14  180.00   0.0  0
 DN8  CONST_39  H6   C14  C13  C12  180.00   0.0  0
 DN8  CONST_40  H10  N19  C15  C11    0.00   0.0  0
 DN8  CONST_41  C9   N8   C7   C4   180.00   0.0  0
 DN8  CONST_42  C10  C9   N8   C7     0.00   0.0  0
 DN8  CONST_43  C14  C9   N8   C7   180.00   0.0  0
 DN8  CONST_44  H5   N8   C9   C14    0.00   0.0  0
 DN8  CONST_45  C9   N8   C7   O21    0.00   0.0  0
 DN8  Var_01    C3   C4   C7   O21  150.16  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
 DN8  plan-1  C11  0.020
 DN8  plan-1  C15  0.020
 DN8  plan-1  N19  0.020
 DN8  plan-1  N18  0.020
 DN8  plan-1  N17  0.020
 DN8  plan-1  N16  0.020
 DN8  plan-1  H10  0.020
 DN8  plan-2  C7   0.020
 DN8  plan-2  C4   0.020
 DN8  plan-2  C3   0.020
 DN8  plan-2  C2   0.020
 DN8  plan-2  C5   0.020
 DN8  plan-2  C6   0.020
 DN8  plan-2  BR1  0.020
 DN8  plan-2  C1   0.020
 DN8  plan-2  H1   0.020
 DN8  plan-2  H2   0.020
 DN8  plan-2  H3   0.020
 DN8  plan-2  H4   0.020
 DN8  plan-3  N8   0.020
 DN8  plan-3  C9   0.020
 DN8  plan-3  C14  0.020
 DN8  plan-3  C13  0.020
 DN8  plan-3  C12  0.020
 DN8  plan-3  C11  0.020
 DN8  plan-3  C10  0.020
 DN8  plan-3  C15  0.020
 DN8  plan-3  H6   0.020
 DN8  plan-3  H7   0.020
 DN8  plan-3  H8   0.020
 DN8  plan-3  H9   0.020
 DN8  plan-4  O21  0.020
 DN8  plan-4  C7   0.020
 DN8  plan-4  C4   0.020
 DN8  plan-4  N8   0.020
 DN8  plan-4  C9   0.020
 DN8  plan-4  H5   0.020

