# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 19:22:41 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: N-(1-methylbenzimidazol-5-yl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cnc2cc(NC(C)=O)ccc12
#
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
 N91  N91  N-(1-methylbenzimidazol-5-yl)ethanamide  ligand  25  14  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N91
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
 N91  O10   O  O     0  -0.481   3.3782  -1.2495   0.7094
 N91  C10   C  C     0   0.504   3.4769  -0.1666   0.1574
 N91  C11   C  CH3   0  -0.782   4.8108   0.5098  -0.0365
 N91  N5    N  NH1   0  -0.733   2.4185   0.5289  -0.3266
 N91  C5    C  CR6   0   0.346   1.0558   0.1920  -0.2198
 N91  C4    C  CR16  0  -0.410   0.1502   1.2294  -0.0517
 N91  C9    C  CR56  0   0.141  -1.2063   0.9205   0.0084
 N91  N3    N  N     0  -0.472  -2.2936   1.7458   0.1647
 N91  C2    C  CR15  0   0.101  -3.3183   0.9390   0.1627
 N91  N1    N  NR5   0  -0.497  -2.9932  -0.3677   0.0159
 N91  C1    C  CH3   0  -0.528  -3.8992  -1.4895  -0.0233
 N91  C8    C  CR56  0   0.340  -1.6273  -0.4144  -0.0856
 N91  C7    C  CR16  0  -0.304  -0.7291  -1.4599  -0.2557
 N91  C6    C  CR16  0  -0.310   0.6145  -1.1412  -0.3278
 N91  H111  H  HCH3  0   0.269   5.4828  -0.1624  -0.5693
 N91  H112  H  HCH3  0   0.251   4.7538   1.4481  -0.5850
 N91  H113  H  HCH3  0   0.270   5.2562   0.7081   0.9387
 N91  H5    H  HNH1  0   0.411   2.6104   1.4510  -0.6850
 N91  H4    H  HCR6  0   0.266   0.4882   2.2557   0.0308
 N91  H6    H  HCR6  0   0.269   1.3290  -1.9343  -0.4822
 N91  H2    H  HCR5  0   0.288  -4.3497   1.2454   0.2662
 N91  H11C  H  HCH3  0   0.260  -3.7855  -2.0422  -0.9545
 N91  H12C  H  HCH3  0   0.260  -3.7180  -2.1626   0.8133
 N91  H13C  H  HCH3  0   0.269  -4.9201  -1.1232   0.0398
 N91  H7    H  HCR6  0   0.273  -1.0525  -2.4892  -0.3425

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
 N91  O10  C10   double    1.220  0.020  1.220
 N91  C10  C11   single    1.508  0.020  1.508
 N91  C10  N5    single    1.356  0.020  1.356
 N91  N5   C5    single    1.408  0.020  1.408
 N91  C5   C4    aromatic  1.387  0.020  1.387
 N91  C5   C6    aromatic  1.409  0.020  1.409
 N91  C4   C9    aromatic  1.392  0.020  1.392
 N91  C9   N3    aromatic  1.374  0.020  1.374
 N91  C9   C8    aromatic  1.403  0.020  1.403
 N91  N3   C2    aromatic  1.304  0.020  1.304
 N91  C2   N1    aromatic  1.354  0.020  1.354
 N91  N1   C1    single    1.442  0.020  1.442
 N91  N1   C8    aromatic  1.370  0.020  1.370
 N91  C8   C7    aromatic  1.389  0.020  1.389
 N91  C7   C6    aromatic  1.383  0.020  1.383
 N91  C11  H111  single    0.970  0.020  1.090
 N91  C11  H112  single    0.970  0.020  1.090
 N91  C11  H113  single    0.970  0.020  1.090
 N91  N5   H5    single    0.860  0.020  1.020
 N91  C4   H4    single    0.930  0.020  1.080
 N91  C6   H6    single    0.930  0.020  1.080
 N91  C2   H2    single    0.930  0.020  1.080
 N91  C1   H11C  single    0.970  0.020  1.090
 N91  C1   H12C  single    0.970  0.020  1.090
 N91  C1   H13C  single    0.970  0.020  1.090
 N91  C7   H7    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
 N91  N5    C10  C11   114.49  3.000
 N91  N5    C10  O10   123.64  3.000
 N91  C11   C10  O10   121.87  3.000
 N91  H113  C11  H112  108.38  3.000
 N91  H113  C11  H111  107.31  3.000
 N91  H112  C11  H111  108.52  3.000
 N91  H113  C11  C10   109.15  3.000
 N91  H112  C11  C10   113.90  3.000
 N91  H111  C11  C10   109.37  3.000
 N91  H5    N5   C5    115.48  3.000
 N91  H5    N5   C10   116.60  3.000
 N91  C5    N5   C10   127.28  3.000
 N91  C6    C5   C4    120.83  3.000
 N91  C6    C5   N5    121.60  3.000
 N91  C4    C5   N5    117.53  3.000
 N91  H4    C4   C9    120.71  3.000
 N91  H4    C4   C5    120.91  3.000
 N91  C9    C4   C5    118.38  3.000
 N91  C8    C9   N3    109.98  3.000
 N91  C8    C9   C4    120.04  3.000
 N91  N3    C9   C4    129.98  3.000
 N91  C2    N3   C9    104.48  3.000
 N91  H2    C2   N1    120.85  3.000
 N91  H2    C2   N3    125.04  3.000
 N91  N1    C2   N3    114.10  3.000
 N91  C8    N1   C1    126.68  3.000
 N91  C8    N1   C2    106.27  3.000
 N91  C1    N1   C2    127.05  3.000
 N91  H13C  C1   H12C  108.67  3.000
 N91  H13C  C1   H11C  108.60  3.000
 N91  H12C  C1   H11C  109.02  3.000
 N91  H13C  C1   N1    109.05  3.000
 N91  H12C  C1   N1    110.81  3.000
 N91  H11C  C1   N1    110.63  3.000
 N91  C7    C8   N1    132.80  3.000
 N91  C7    C8   C9    122.03  3.000
 N91  N1    C8   C9    105.17  3.000
 N91  H7    C7   C6    120.35  3.000
 N91  H7    C7   C8    122.17  3.000
 N91  C6    C7   C8    117.47  3.000
 N91  H6    C6   C7    118.79  3.000
 N91  H6    C6   C5    119.96  3.000
 N91  C7    C6   C5    121.24  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
 N91  CONST_01  N3    C9   C4   C5   180.00   0.0  0
 N91  CONST_02  C8    C9   C4   C5     0.00   0.0  0
 N91  CONST_03  C8    C7   C6   C5     0.00   0.0  0
 N91  CONST_04  C7    C6   C5   C4     0.00   0.0  0
 N91  CONST_05  C2    N3   C9   C4   180.00   0.0  0
 N91  CONST_06  N1    C8   C9   C4   180.00   0.0  0
 N91  CONST_07  C7    C8   C9   C4     0.00   0.0  0
 N91  CONST_08  C6    C5   C4   C9     0.00   0.0  0
 N91  CONST_09  N1    C2   N3   C9     0.00   0.0  0
 N91  CONST_10  C2    N1   C8   C9     0.00   0.0  0
 N91  CONST_11  C6    C7   C8   C9     0.00   0.0  0
 N91  CONST_12  N1    C8   C9   N3     0.00   0.0  0
 N91  CONST_13  C7    C8   C9   N3   180.00   0.0  0
 N91  CONST_14  C8    N1   C2   N3     0.00   0.0  0
 N91  CONST_15  C8    C9   N3   C2     0.00   0.0  0
 N91  CONST_16  C7    C8   N1   C2   180.00   0.0  0
 N91  CONST_17  C6    C7   C8   N1   180.00   0.0  0
 N91  CONST_18  C9    C4   C5   N5   180.00   0.0  0
 N91  CONST_19  C7    C6   C5   N5   180.00   0.0  0
 N91  CONST_20  C1    N1   C8   C9   180.00   0.0  0
 N91  CONST_21  C1    N1   C2   N3   180.00   0.0  0
 N91  CONST_22  C7    C8   N1   C1     0.00   0.0  0
 N91  CONST_23  H7    C7   C6   C5   180.00   0.0  0
 N91  CONST_24  H6    C6   C5   C4   180.00   0.0  0
 N91  CONST_25  H2    C2   N3   C9   180.00   0.0  0
 N91  CONST_26  H4    C4   C9   N3     0.00   0.0  0
 N91  CONST_30  C5    N5   C10  O10    0.00   0.0  0
 N91  CONST_31  C5    N5   C10  C11  180.00   0.0  0
 N91  Var_01    H11C  C1   N1   C2   121.94  30.0  2
 N91  Var_02    H111  C11  C10  O10   55.68  30.0  3

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
 N91  plan-1  N5   0.020
 N91  plan-1  C5   0.020
 N91  plan-1  C4   0.020
 N91  plan-1  C9   0.020
 N91  plan-1  N3   0.020
 N91  plan-1  C2   0.020
 N91  plan-1  N1   0.020
 N91  plan-1  C1   0.020
 N91  plan-1  C8   0.020
 N91  plan-1  C7   0.020
 N91  plan-1  C6   0.020
 N91  plan-1  H4   0.020
 N91  plan-1  H6   0.020
 N91  plan-1  H2   0.020
 N91  plan-1  H7   0.020
 N91  plan-2  O10  0.020
 N91  plan-2  C10  0.020
 N91  plan-2  C11  0.020
 N91  plan-2  N5   0.020
 N91  plan-2  C5   0.020
 N91  plan-2  H5   0.020

