# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 17:08:02 2020
#   Inital geometry file: a 57 line input string
#   Ligand name: 6-(ethylamino)pyridine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNc1ccc(cn1)C#N
#
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
 RZS  RZS  6-(ethylamino)pyridine-3-carbonitrile  ligand  20  11  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RZS
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
 RZS  C10  C  CR16  0  -0.034   1.2826   1.1699   0.0263
 RZS  C01  C  CH3   0  -0.694  -4.5061  -0.0425  -0.0125
 RZS  C02  C  CH2   0  -0.276  -3.1140  -0.6434   0.0025
 RZS  C04  C  CR6   0   0.532  -0.7928   0.2040   0.0135
 RZS  C05  C  CR16  0  -0.402  -0.2304  -1.0943   0.0096
 RZS  C06  C  CR16  0  -0.123   1.1329  -1.2187   0.0138
 RZS  C07  C  CR6   0  -0.121   1.9315  -0.0655   0.0221
 RZS  C08  C  CSP   0   0.033   3.3463  -0.1394   0.0261
 RZS  N03  N  NH1   0  -0.640  -2.1154   0.4034   0.0081
 RZS  N09  N  NS    0  -0.269   4.4992  -0.1984   0.0301
 RZS  N11  N  N     0  -0.459  -0.0242   1.3063   0.0223
 RZS  H1   H  HCR6  0   0.281   1.8651   2.0853   0.0334
 RZS  H2   H  HCH3  0   0.237  -4.6785   0.5756   0.8692
 RZS  H3   H  HCH3  0   0.237  -4.6600   0.5737  -0.8990
 RZS  H4   H  HCH3  0   0.249  -5.2526  -0.8344  -0.0194
 RZS  H5   H  HCH2  0   0.239  -2.9960  -1.2810   0.8842
 RZS  H6   H  HCH2  0   0.239  -2.9795  -1.2860  -0.8729
 RZS  H7   H  HCR6  0   0.288  -0.8584  -1.9734   0.0031
 RZS  H8   H  HCR6  0   0.286   1.5889  -2.1999   0.0106
 RZS  H9   H  HNH1  0   0.395  -2.4230   1.3638   0.0164

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
 RZS  N09  C08  triple    1.154  0.020  1.154
 RZS  C08  C07  single    1.417  0.020  1.417
 RZS  C07  C06  aromatic  1.403  0.020  1.403
 RZS  C07  C10  aromatic  1.395  0.020  1.395
 RZS  C06  C05  aromatic  1.369  0.020  1.369
 RZS  C10  N11  aromatic  1.314  0.020  1.314
 RZS  C05  C04  aromatic  1.415  0.020  1.415
 RZS  N11  C04  aromatic  1.344  0.020  1.344
 RZS  C04  N03  single    1.338  0.020  1.338
 RZS  N03  C02  single    1.447  0.020  1.447
 RZS  C02  C01  single    1.516  0.020  1.516
 RZS  C10  H1   single    0.930  0.020  1.080
 RZS  C01  H2   single    0.970  0.020  1.090
 RZS  C01  H3   single    0.970  0.020  1.090
 RZS  C01  H4   single    0.970  0.020  1.090
 RZS  C02  H5   single    0.970  0.020  1.090
 RZS  C02  H6   single    0.970  0.020  1.090
 RZS  C05  H7   single    0.930  0.020  1.080
 RZS  C06  H8   single    0.930  0.020  1.080
 RZS  N03  H9   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
 RZS  H1   C10  N11  116.51  3.000
 RZS  H1   C10  C07  119.82  3.000
 RZS  N11  C10  C07  123.67  3.000
 RZS  H4   C01  H3   108.01  3.000
 RZS  H4   C01  H2   108.00  3.000
 RZS  H3   C01  H2   108.34  3.000
 RZS  H4   C01  C02  109.97  3.000
 RZS  H3   C01  C02  111.20  3.000
 RZS  H2   C01  C02  111.21  3.000
 RZS  H6   C02  H5   106.80  3.000
 RZS  H6   C02  N03  110.07  3.000
 RZS  H5   C02  N03  110.13  3.000
 RZS  H6   C02  C01  109.73  3.000
 RZS  H5   C02  C01  109.74  3.000
 RZS  N03  C02  C01  110.30  3.000
 RZS  N11  C04  N03  116.31  3.000
 RZS  N03  C04  C05  121.99  3.000
 RZS  N11  C04  C05  121.70  3.000
 RZS  H7   C05  C06  120.33  3.000
 RZS  H7   C05  C04  121.04  3.000
 RZS  C06  C05  C04  118.63  3.000
 RZS  H8   C06  C07  120.37  3.000
 RZS  H8   C06  C05  120.14  3.000
 RZS  C07  C06  C05  119.49  3.000
 RZS  C08  C07  C06  121.71  3.000
 RZS  C06  C07  C10  117.59  3.000
 RZS  C08  C07  C10  120.70  3.000
 RZS  N09  C08  C07  180.00  3.000
 RZS  H9   N03  C04  116.33  3.000
 RZS  H9   N03  C02  118.59  3.000
 RZS  C04  N03  C02  125.07  3.000
 RZS  C04  N11  C10  118.92  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
 RZS  CONST_01  C05  C06  C07  C10     0.00   0.0  0
 RZS  CONST_02  C05  C04  N11  C10     0.00   0.0  0
 RZS  CONST_03  C07  C06  C05  C04     0.00   0.0  0
 RZS  CONST_04  C07  C10  N11  C04     0.00   0.0  0
 RZS  CONST_05  N11  C10  C07  C06     0.00   0.0  0
 RZS  CONST_06  N11  C04  C05  C06     0.00   0.0  0
 RZS  CONST_07  N03  C04  N11  C10   180.00   0.0  0
 RZS  CONST_08  C08  C07  C06  C05   180.00   0.0  0
 RZS  CONST_09  N03  C04  C05  C06   180.00   0.0  0
 RZS  CONST_10  N11  C10  C07  C08   180.00   0.0  0
 RZS  CONST_11  H8   C06  C07  C10   180.00   0.0  0
 RZS  CONST_12  H1   C10  N11  C04   180.00   0.0  0
 RZS  CONST_13  H7   C05  C06  C07   180.00   0.0  0
 RZS  CONST_14  C05  C04  N03  C02     0.00   0.0  0
 RZS  CONST_15  N11  C04  N03  C02   180.00   0.0  0
 RZS  CONST_16  H9   N03  C04  C05   180.00   0.0  0
 RZS  Var_01    C04  N03  C02  C01  -179.61  30.0  2
 RZS  Var_02    H2   C01  C02  N03   -60.57  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
 RZS  plan-1  C10  0.020
 RZS  plan-1  C04  0.020
 RZS  plan-1  C05  0.020
 RZS  plan-1  C06  0.020
 RZS  plan-1  C07  0.020
 RZS  plan-1  C08  0.020
 RZS  plan-1  N03  0.020
 RZS  plan-1  N09  0.020
 RZS  plan-1  N11  0.020
 RZS  plan-1  H1   0.020
 RZS  plan-1  H7   0.020
 RZS  plan-1  H8   0.020
 RZS  plan-2  C02  0.020
 RZS  plan-2  C04  0.020
 RZS  plan-2  N03  0.020
 RZS  plan-2  H9   0.020

