# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:08:59 2022
#   Inital geometry file: a 74 line input string
#   Ligand name: N-ethyl-6-methoxy-N'-(propan-2-yl)-1,3,5-triazine-2,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNc1nc(NC(C)C)nc(OC)n1
#
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
 AOO  AOO  N-ethyl-6-methoxy-N'-(propan-2-yl)-1,3,5-triazine-2,4-diamine  ligand  32  15  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AOO
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
 AOO  N1    N  N     0  -0.527  -1.4113   0.7036  -0.0378
 AOO  C2    C  CR6   0   0.592  -0.2834   1.3792  -0.0862
 AOO  N3    N  N     0  -0.515   0.9423   0.8890  -0.1053
 AOO  C4    C  CR6   0   0.612   0.9898  -0.4472  -0.0800
 AOO  N5    N  N     0  -0.532  -0.0717  -1.2543  -0.0256
 AOO  C6    C  CR6   0   0.612  -1.2469  -0.6274  -0.0075
 AOO  N7    N  NH1   0  -0.640   2.1938  -1.0328  -0.1267
 AOO  C8    C  CH1   0  -0.082   3.4664  -0.3339  -0.1153
 AOO  C9    C  CH3   0  -0.627   3.8679   0.0886   1.2932
 AOO  C10   C  CH3   0  -0.647   4.5210  -1.2184  -0.7628
 AOO  N11   N  NH1   0  -0.639  -2.3493  -1.3789   0.0443
 AOO  C12   C  CH2   0  -0.235  -3.7010  -0.8578   0.0520
 AOO  C13   C  CH3   0  -0.671  -4.7001  -1.9967   0.0722
 AOO  O21   O  O2    0  -0.439  -0.3316   2.7020  -0.1191
 AOO  C22   C  CH3   0  -0.391  -1.6074   3.3236  -0.0899
 AOO  HN7   H  HNH1  0   0.363   2.1969  -2.0352  -0.0364
 AOO  H8    H  HCH1  0   0.242   3.3488   0.5632  -0.7251
 AOO  H9    H  HCH3  0   0.235   3.1147   0.7409   1.7340
 AOO  H9A   H  HCH3  0   0.206   3.9928  -0.7792   1.9432
 AOO  H9B   H  HCH3  0   0.218   4.8133   0.6324   1.2761
 AOO  H10   H  HCH3  0   0.234   4.2300  -1.5076  -1.7724
 AOO  H10A  H  HCH3  0   0.233   5.4702  -0.6880  -0.8255
 AOO  H10B  H  HCH3  0   0.210   4.6951  -2.1285  -0.1841
 AOO  HN11  H  HNH1  0   0.370  -2.2136  -2.3752   0.0586
 AOO  H12   H  HCH2  0   0.223  -3.8463  -0.2130   0.9213
 AOO  H12A  H  HCH2  0   0.229  -3.8637  -0.2333  -0.8283
 AOO  H13   H  HCH3  0   0.225  -4.5979  -2.6324  -0.8075
 AOO  H13A  H  HCH3  0   0.221  -4.5849  -2.6178   0.9611
 AOO  H13B  H  HCH3  0   0.243  -5.7125  -1.5986   0.0760
 AOO  H22   H  HCH3  0   0.225  -2.2153   3.0427  -0.9499
 AOO  H22A  H  HCH3  0   0.225  -2.1581   3.0757   0.8175
 AOO  H22B  H  HCH3  0   0.229  -1.4148   4.3932  -0.1164

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
 AOO  C2   N1    aromatic  1.316  0.020  1.316
 AOO  N1   C6    aromatic  1.341  0.020  1.341
 AOO  O21  C2    single    1.324  0.020  1.324
 AOO  C2   N3    aromatic  1.320  0.020  1.320
 AOO  N3   C4    aromatic  1.337  0.020  1.337
 AOO  C4   N7    single    1.340  0.020  1.340
 AOO  C4   N5    aromatic  1.335  0.020  1.335
 AOO  C6   N5    aromatic  1.332  0.020  1.332
 AOO  C6   N11   single    1.335  0.020  1.335
 AOO  N7   C8    single    1.452  0.020  1.452
 AOO  N7   HN7   single    0.860  0.020  1.020
 AOO  C10  C8    single    1.521  0.020  1.521
 AOO  C8   C9    single    1.524  0.020  1.524
 AOO  C8   H8    single    0.970  0.020  1.090
 AOO  C9   H9    single    0.970  0.020  1.090
 AOO  C9   H9A   single    0.970  0.020  1.090
 AOO  C9   H9B   single    0.970  0.020  1.090
 AOO  C10  H10   single    0.970  0.020  1.090
 AOO  C10  H10A  single    0.970  0.020  1.090
 AOO  C10  H10B  single    0.970  0.020  1.090
 AOO  N11  C12   single    1.449  0.020  1.449
 AOO  N11  HN11  single    0.860  0.020  1.020
 AOO  C13  C12   single    1.515  0.020  1.515
 AOO  C12  H12   single    0.970  0.020  1.090
 AOO  C12  H12A  single    0.970  0.020  1.090
 AOO  C13  H13   single    0.970  0.020  1.090
 AOO  C13  H13A  single    0.970  0.020  1.090
 AOO  C13  H13B  single    0.970  0.020  1.090
 AOO  C22  O21   single    1.419  0.020  1.419
 AOO  C22  H22   single    0.970  0.020  1.090
 AOO  C22  H22A  single    0.970  0.020  1.090
 AOO  C22  H22B  single    0.970  0.020  1.090

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
 AOO  C6    N1   C2    113.90  3.000
 AOO  O21   C2   N3    113.86  3.000
 AOO  N3    C2   N1    127.29  3.000
 AOO  O21   C2   N1    118.86  3.000
 AOO  C4    N3   C2    113.81  3.000
 AOO  N7    C4   N5    116.86  3.000
 AOO  N5    C4   N3    125.23  3.000
 AOO  N7    C4   N3    117.91  3.000
 AOO  C6    N5   C4    114.68  3.000
 AOO  N11   C6   N5    117.65  3.000
 AOO  N11   C6   N1    117.26  3.000
 AOO  N5    C6   N1    125.09  3.000
 AOO  HN7   N7   C8    118.42  3.000
 AOO  HN7   N7   C4    115.79  3.000
 AOO  C8    N7   C4    125.24  3.000
 AOO  H8    C8   C10   108.36  3.000
 AOO  H8    C8   C9    108.48  3.000
 AOO  C10   C8   C9    111.83  3.000
 AOO  H8    C8   N7    107.27  3.000
 AOO  C9    C8   N7    111.81  3.000
 AOO  C10   C8   N7    108.93  3.000
 AOO  H9B   C9   H9A   107.85  3.000
 AOO  H9B   C9   H9    107.88  3.000
 AOO  H9A   C9   H9    108.32  3.000
 AOO  H9B   C9   C8    110.61  3.000
 AOO  H9A   C9   C8    111.10  3.000
 AOO  H9    C9   C8    110.96  3.000
 AOO  H10B  C10  H10A  107.30  3.000
 AOO  H10B  C10  H10   108.19  3.000
 AOO  H10A  C10  H10   107.97  3.000
 AOO  H10B  C10  C8    111.68  3.000
 AOO  H10A  C10  C8    110.22  3.000
 AOO  H10   C10  C8    111.32  3.000
 AOO  HN11  N11  C12   118.83  3.000
 AOO  HN11  N11  C6    116.54  3.000
 AOO  C12   N11  C6    124.62  3.000
 AOO  H12A  C12  H12   106.52  3.000
 AOO  H12A  C12  C13   110.03  3.000
 AOO  H12   C12  C13   110.21  3.000
 AOO  H12A  C12  N11   109.91  3.000
 AOO  H12   C12  N11   109.93  3.000
 AOO  C13   C12  N11   110.18  3.000
 AOO  H13B  C13  H13A  107.69  3.000
 AOO  H13B  C13  H13   107.67  3.000
 AOO  H13A  C13  H13   108.41  3.000
 AOO  H13B  C13  C12   109.79  3.000
 AOO  H13A  C13  C12   111.67  3.000
 AOO  H13   C13  C12   111.45  3.000
 AOO  C22   O21  C2    118.02  3.000
 AOO  H22B  C22  H22A  109.48  3.000
 AOO  H22B  C22  H22   109.45  3.000
 AOO  H22A  C22  H22   108.45  3.000
 AOO  H22B  C22  O21   105.73  3.000
 AOO  H22A  C22  O21   111.82  3.000
 AOO  H22   C22  O21   111.85  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
 AOO  CONST_01  C4    N3   C2   N1      0.00   0.0  0
 AOO  CONST_02  C4    N5   C6   N1      0.00   0.0  0
 AOO  CONST_03  N5    C6   N1   C2      0.00   0.0  0
 AOO  CONST_04  N5    C4   N3   C2      0.00   0.0  0
 AOO  CONST_05  C6    N1   C2   N3      0.00   0.0  0
 AOO  CONST_06  C6    N5   C4   N3      0.00   0.0  0
 AOO  CONST_07  N11   C6   N1   C2    180.00   0.0  0
 AOO  CONST_08  N7    C4   N3   C2    180.00   0.0  0
 AOO  CONST_09  O21   C2   N3   C4    180.00   0.0  0
 AOO  CONST_10  N11   C6   N5   C4    180.00   0.0  0
 AOO  CONST_11  O21   C2   N1   C6    180.00   0.0  0
 AOO  CONST_12  N7    C4   N5   C6    180.00   0.0  0
 AOO  CONST_13  C12   N11  C6   N1      0.00   0.0  0
 AOO  CONST_14  C8    N7   C4   N3      0.00   0.0  0
 AOO  CONST_15  C8    N7   C4   N5    180.00   0.0  0
 AOO  CONST_16  C12   N11  C6   N5    180.00   0.0  0
 AOO  CONST_17  HN11  N11  C6   N1    180.00   0.0  0
 AOO  CONST_18  HN7   N7   C4   N3    180.00   0.0  0
 AOO  Var_01    C10   C8   N7   C4   -155.84  30.0  3
 AOO  Var_02    C13   C12  N11  C6    178.21  30.0  3
 AOO  Var_03    H22   C22  O21  C2    -61.39  30.0  3
 AOO  Var_04    H10   C10  C8   N7     56.45  30.0  3
 AOO  Var_05    H9    C9   C8   N7    -58.93  30.0  3
 AOO  Var_06    H13   C13  C12  N11   -60.68  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
 AOO  plan-1  N1    0.020
 AOO  plan-1  C2    0.020
 AOO  plan-1  N3    0.020
 AOO  plan-1  C4    0.020
 AOO  plan-1  N5    0.020
 AOO  plan-1  C6    0.020
 AOO  plan-1  N7    0.020
 AOO  plan-1  N11   0.020
 AOO  plan-1  O21   0.020
 AOO  plan-2  C4    0.020
 AOO  plan-2  N7    0.020
 AOO  plan-2  C8    0.020
 AOO  plan-2  HN7   0.020
 AOO  plan-3  C6    0.020
 AOO  plan-3  N11   0.020
 AOO  plan-3  C12   0.020
 AOO  plan-3  HN11  0.020

