# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 13:59:45 2022
#   Inital geometry file: a 70 line input string
#   Ligand name: N-(pyridin-3-ylmethyl)aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C(Nc1ccccc1)c2cccnc2
#
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
 11X  11X  N-(pyridin-3-ylmethyl)aniline  ligand  26  14  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_11X
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
 11X  N1   N  N     0  -0.402   3.6656  -0.2956  -1.2696
 11X  C10  C  CR16  0  -0.341  -2.6313  -1.3115  -0.0057
 11X  C11  C  CR16  0  -0.246  -4.0098  -1.2087  -0.0386
 11X  C9   C  CR6   0   0.363  -1.8239  -0.1630  -0.0211
 11X  C14  C  CR16  0  -0.351  -2.4543   1.0870  -0.0579
 11X  C12  C  CR16  0  -0.294  -4.6319   0.0357  -0.0882
 11X  C13  C  CR16  0  -0.244  -3.8404   1.1742  -0.0972
 11X  C2   C  CR16  0  -0.076   2.4169   0.1125  -1.0979
 11X  C4   C  CR16  0  -0.186   2.6524   0.2095   1.2639
 11X  C5   C  CR16  0  -0.319   3.9625  -0.2173   1.0985
 11X  C6   C  CR16  0  -0.070   4.4208  -0.4567  -0.1866
 11X  C3   C  CR6   0  -0.011   1.8507   0.3846   0.1452
 11X  N8   N  NH1   0  -0.682  -0.4532  -0.3024  -0.0309
 11X  H11  H  HCR6  0   0.251  -4.6070  -2.1119  -0.0247
 11X  H14  H  HCR6  0   0.264  -1.8707   1.9984  -0.0561
 11X  H12  H  HCR6  0   0.245  -5.7106   0.1122  -0.1135
 11X  H13  H  HCR6  0   0.250  -4.3014   2.1537  -0.1283
 11X  H2   H  HCR6  0   0.261   1.8216   0.2388  -1.9975
 11X  H4   H  HCR6  0   0.271   2.2591   0.4058   2.2541
 11X  H5   H  HCR6  0   0.273   4.6155  -0.3627   1.9480
 11X  H6   H  HCR6  0   0.265   5.4392  -0.7902  -0.3513
 11X  HN8  H  HNH1  0   0.380  -0.1230  -1.1820   0.3357
 11X  C7   C  CH2   0  -0.347   0.4172   0.8184   0.2485
 11X  H10  H  HCR6  0   0.254  -2.1642  -2.2894   0.0302
 11X  H7   H  HCH2  0   0.240   0.2315   1.2561   1.2382
 11X  H7A  H  HCH2  0   0.253   0.2293   1.6080  -0.4836

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
 11X  N1   C2   aromatic  1.325  0.020  1.325
 11X  N1   C6   aromatic  1.330  0.020  1.330
 11X  C10  C11  aromatic  1.383  0.020  1.383
 11X  C10  C9   aromatic  1.404  0.020  1.404
 11X  C11  C12  aromatic  1.392  0.020  1.392
 11X  C9   C14  aromatic  1.400  0.020  1.400
 11X  C9   N8   single    1.378  0.020  1.378
 11X  C14  C13  aromatic  1.389  0.020  1.389
 11X  C12  C13  aromatic  1.387  0.020  1.387
 11X  C2   C3   aromatic  1.393  0.020  1.393
 11X  C4   C5   aromatic  1.388  0.020  1.388
 11X  C4   C3   aromatic  1.387  0.020  1.387
 11X  C5   C6   aromatic  1.385  0.020  1.385
 11X  C7   C3   single    1.501  0.020  1.501
 11X  C7   N8   single    1.446  0.020  1.446
 11X  C10  H10  single    0.930  0.020  1.080
 11X  C11  H11  single    0.930  0.020  1.080
 11X  C14  H14  single    0.930  0.020  1.080
 11X  C12  H12  single    0.930  0.020  1.080
 11X  C13  H13  single    0.930  0.020  1.080
 11X  C2   H2   single    0.930  0.020  1.080
 11X  C4   H4   single    0.930  0.020  1.080
 11X  C5   H5   single    0.930  0.020  1.080
 11X  C6   H6   single    0.930  0.020  1.080
 11X  C7   H7   single    0.970  0.020  1.090
 11X  C7   H7A  single    0.970  0.020  1.090
 11X  N8   HN8  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
 11X  C6   N1   C2   117.83  3.000
 11X  H10  C10  C9   119.37  3.000
 11X  H10  C10  C11  119.82  3.000
 11X  C9   C10  C11  120.81  3.000
 11X  H11  C11  C12  119.97  3.000
 11X  H11  C11  C10  119.17  3.000
 11X  C12  C11  C10  120.86  3.000
 11X  N8   C9   C14  122.54  3.000
 11X  N8   C9   C10  119.30  3.000
 11X  C14  C9   C10  118.14  3.000
 11X  H14  C14  C13  119.02  3.000
 11X  H14  C14  C9   120.59  3.000
 11X  C13  C14  C9   120.39  3.000
 11X  H12  C12  C13  120.73  3.000
 11X  H12  C12  C11  120.64  3.000
 11X  C13  C12  C11  118.63  3.000
 11X  H13  C13  C12  119.99  3.000
 11X  H13  C13  C14  118.83  3.000
 11X  C12  C13  C14  121.18  3.000
 11X  H2   C2   C3   119.59  3.000
 11X  H2   C2   N1   116.43  3.000
 11X  C3   C2   N1   123.98  3.000
 11X  H4   C4   C3   120.29  3.000
 11X  H4   C4   C5   120.49  3.000
 11X  C3   C4   C5   119.22  3.000
 11X  H5   C5   C6   120.39  3.000
 11X  H5   C5   C4   121.19  3.000
 11X  C6   C5   C4   118.42  3.000
 11X  H6   C6   C5   120.32  3.000
 11X  H6   C6   N1   116.54  3.000
 11X  C5   C6   N1   123.14  3.000
 11X  C7   C3   C4   122.19  3.000
 11X  C7   C3   C2   120.40  3.000
 11X  C4   C3   C2   117.40  3.000
 11X  HN8  N8   C7   114.12  3.000
 11X  HN8  N8   C9   114.29  3.000
 11X  C7   N8   C9   121.26  3.000
 11X  H7A  C7   H7   106.66  3.000
 11X  H7A  C7   N8   109.08  3.000
 11X  H7   C7   N8   112.41  3.000
 11X  H7A  C7   C3   109.07  3.000
 11X  H7   C7   C3   109.80  3.000
 11X  N8   C7   C3   109.72  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
 11X  CONST_01  C4   C3   C2   N1      0.00   0.0  0
 11X  CONST_02  C4   C5   C6   N1      0.00   0.0  0
 11X  CONST_03  C13  C12  C11  C10     0.00   0.0  0
 11X  CONST_04  C13  C14  C9   C10     0.00   0.0  0
 11X  CONST_05  C14  C9   C10  C11     0.00   0.0  0
 11X  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 11X  CONST_07  C12  C11  C10  C9      0.00   0.0  0
 11X  CONST_08  C12  C13  C14  C9      0.00   0.0  0
 11X  CONST_09  C5   C6   N1   C2      0.00   0.0  0
 11X  CONST_10  C5   C4   C3   C2      0.00   0.0  0
 11X  CONST_11  C3   C2   N1   C6      0.00   0.0  0
 11X  CONST_12  C3   C4   C5   C6      0.00   0.0  0
 11X  CONST_13  C7   C3   C2   N1    180.00   0.0  0
 11X  CONST_14  N8   C9   C10  C11   180.00   0.0  0
 11X  CONST_15  N8   C9   C14  C13   180.00   0.0  0
 11X  CONST_16  C7   C3   C4   C5    180.00   0.0  0
 11X  CONST_17  H5   C5   C6   N1    180.00   0.0  0
 11X  CONST_18  H12  C12  C11  C10   180.00   0.0  0
 11X  CONST_19  H14  C14  C9   C10   180.00   0.0  0
 11X  CONST_20  H13  C13  C12  C11   180.00   0.0  0
 11X  CONST_21  H11  C11  C10  C9    180.00   0.0  0
 11X  CONST_22  H10  C10  C9   C14   180.00   0.0  0
 11X  CONST_23  H6   C6   N1   C2    180.00   0.0  0
 11X  CONST_24  H4   C4   C3   C2    180.00   0.0  0
 11X  CONST_25  H2   C2   C3   C4    180.00   0.0  0
 11X  CONST_26  C7   N8   C9   C10   180.00   0.0  0
 11X  Var_01    C3   C7   N8   C9   -179.02  30.0  1
 11X  Var_02    N8   C7   C3   C2     72.07  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
 11X  plan-1  N1   0.020
 11X  plan-1  C2   0.020
 11X  plan-1  C4   0.020
 11X  plan-1  C5   0.020
 11X  plan-1  C6   0.020
 11X  plan-1  C3   0.020
 11X  plan-1  H2   0.020
 11X  plan-1  H4   0.020
 11X  plan-1  H5   0.020
 11X  plan-1  H6   0.020
 11X  plan-1  C7   0.020
 11X  plan-2  C10  0.020
 11X  plan-2  C11  0.020
 11X  plan-2  C9   0.020
 11X  plan-2  C14  0.020
 11X  plan-2  C12  0.020
 11X  plan-2  C13  0.020
 11X  plan-2  N8   0.020
 11X  plan-2  H11  0.020
 11X  plan-2  H14  0.020
 11X  plan-2  H12  0.020
 11X  plan-2  H13  0.020
 11X  plan-2  H10  0.020
 11X  plan-3  C9   0.020
 11X  plan-3  N8   0.020
 11X  plan-3  HN8  0.020
 11X  plan-3  C7   0.020

