# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 09:41:53 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: N,N',N''-triethylbenzene-1,3,5-tricarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)c1cc(cc(c1)C(=O)NCC)C(=O)NCC
#
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
 2KN  2KN  N,N',N''-triethylbenzene-1,3,5-tricarboxamide  ligand  42  21  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2KN
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
 2KN  C11  C  CH3   0  -0.698   3.5323  -4.5287   0.5275
 2KN  C10  C  CH2   0  -0.264   2.0696  -4.4039   0.1471
 2KN  N9   N  NH1   0  -0.644   1.6233  -3.0318   0.2970
 2KN  C7   C  C     0   0.538   0.4523  -2.5948  -0.1851
 2KN  O8   O  O     0  -0.487  -0.3331  -3.3118  -0.7903
 2KN  C4   C  CR6   0   0.005   0.1418  -1.1493   0.0540
 2KN  C5   C  CR16  0  -0.338   1.1336  -0.1792   0.1366
 2KN  C3   C  CR16  0  -0.322  -1.1923  -0.7751   0.1649
 2KN  C2   C  CR6   0   0.003  -1.5342   0.5487   0.4133
 2KN  C17  C  C     0   0.538  -2.9546   0.9826   0.6075
 2KN  O18  O  O     0  -0.488  -3.2294   1.9249   1.3385
 2KN  N19  N  NH1   0  -0.644  -3.8800   0.2799  -0.0573
 2KN  C20  C  CH2   0  -0.261  -5.2997   0.5589   0.0516
 2KN  C21  C  CH3   0  -0.704  -6.0987  -0.4548  -0.7445
 2KN  C1   C  CR16  0  -0.301  -0.5318   1.5033   0.5371
 2KN  C6   C  CR6   0   0.003   0.8002   1.1529   0.3620
 2KN  C12  C  C     0   0.539   1.8358   2.2302   0.4649
 2KN  O13  O  O     0  -0.487   1.6496   3.2138   1.1684
 2KN  N14  N  NH1   0  -0.644   2.9521   2.0423  -0.2516
 2KN  C15  C  CH2   0  -0.264   4.0441   2.9977  -0.2663
 2KN  C16  C  CH3   0  -0.699   5.2689   2.3889  -0.9218
 2KN  H1   H  HCH3  0   0.246   3.8595  -5.5606   0.4082
 2KN  H2   H  HCH3  0   0.236   4.1614  -3.9000  -0.1029
 2KN  H3   H  HCH3  0   0.234   3.6993  -4.2475   1.5683
 2KN  H4   H  HCH2  0   0.242   1.9229  -4.7110  -0.8888
 2KN  H5   H  HCH2  0   0.237   1.4625  -5.0705   0.7662
 2KN  H6   H  HNH1  0   0.408   2.1403  -2.4448   0.9323
 2KN  H7   H  HCR6  0   0.269   2.1724  -0.4657   0.0285
 2KN  H8   H  HCR6  0   0.270  -1.9561  -1.5390   0.0954
 2KN  H9   H  HNH1  0   0.409  -3.5869  -0.3840  -0.7560
 2KN  H10  H  HCH2  0   0.240  -5.5922   0.5258   1.1028
 2KN  H11  H  HCH2  0   0.237  -5.5136   1.5693  -0.3064
 2KN  H12  H  HCH3  0   0.236  -5.8593  -0.4052  -1.8076
 2KN  H13  H  HCH3  0   0.236  -5.9100  -1.4712  -0.3974
 2KN  H14  H  HCH3  0   0.248  -7.1637  -0.2565  -0.6345
 2KN  H15  H  HCR6  0   0.269  -0.7929   2.5316   0.7486
 2KN  H16  H  HNH1  0   0.407   2.9729   1.3092  -0.9424
 2KN  H17  H  HCH2  0   0.237   3.7446   3.9072  -0.7950
 2KN  H18  H  HCH2  0   0.242   4.2740   3.2874   0.7594
 2KN  H19  H  HCH3  0   0.236   5.6052   1.5030  -0.3829
 2KN  H20  H  HCH3  0   0.234   5.0706   2.1060  -1.9567
 2KN  H21  H  HCH3  0   0.246   6.0846   3.1100  -0.9276

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
 2KN  C4   C3   aromatic  1.390  0.020  1.390
 2KN  C4   C5   aromatic  1.390  0.020  1.390
 2KN  C4   C7   single    1.498  0.020  1.498
 2KN  C6   C1   aromatic  1.388  0.020  1.388
 2KN  C6   C5   aromatic  1.392  0.020  1.392
 2KN  C6   C12  single    1.498  0.020  1.498
 2KN  C2   C1   aromatic  1.390  0.020  1.390
 2KN  C2   C3   aromatic  1.390  0.020  1.390
 2KN  C2   C17  single    1.498  0.020  1.498
 2KN  C17  O18  double    1.224  0.020  1.224
 2KN  C17  N19  single    1.339  0.020  1.339
 2KN  C12  O13  double    1.224  0.020  1.224
 2KN  C12  N14  single    1.340  0.020  1.340
 2KN  C7   O8   double    1.224  0.020  1.224
 2KN  C7   N9   single    1.340  0.020  1.340
 2KN  N19  C20  single    1.451  0.020  1.451
 2KN  N14  C15  single    1.451  0.020  1.451
 2KN  N9   C10  single    1.451  0.020  1.451
 2KN  C20  C21  single    1.516  0.020  1.516
 2KN  C15  C16  single    1.517  0.020  1.517
 2KN  C10  C11  single    1.517  0.020  1.517
 2KN  C11  H1   single    0.970  0.020  1.090
 2KN  C11  H2   single    0.970  0.020  1.090
 2KN  C11  H3   single    0.970  0.020  1.090
 2KN  C10  H4   single    0.970  0.020  1.090
 2KN  C10  H5   single    0.970  0.020  1.090
 2KN  N9   H6   single    0.860  0.020  1.020
 2KN  C5   H7   single    0.930  0.020  1.080
 2KN  C3   H8   single    0.930  0.020  1.080
 2KN  N19  H9   single    0.860  0.020  1.020
 2KN  C20  H10  single    0.970  0.020  1.090
 2KN  C20  H11  single    0.970  0.020  1.090
 2KN  C21  H12  single    0.970  0.020  1.090
 2KN  C21  H13  single    0.970  0.020  1.090
 2KN  C21  H14  single    0.970  0.020  1.090
 2KN  C1   H15  single    0.930  0.020  1.080
 2KN  N14  H16  single    0.860  0.020  1.020
 2KN  C15  H17  single    0.970  0.020  1.090
 2KN  C15  H18  single    0.970  0.020  1.090
 2KN  C16  H19  single    0.970  0.020  1.090
 2KN  C16  H20  single    0.970  0.020  1.090
 2KN  C16  H21  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
 2KN  H3   C11  H2   108.35  3.000
 2KN  H3   C11  H1   107.62  3.000
 2KN  H2   C11  H1   108.04  3.000
 2KN  H3   C11  C10  111.45  3.000
 2KN  H2   C11  C10  111.35  3.000
 2KN  H1   C11  C10  109.90  3.000
 2KN  H5   C10  H4   106.94  3.000
 2KN  H5   C10  N9   110.32  3.000
 2KN  H4   C10  N9   108.85  3.000
 2KN  H5   C10  C11  110.08  3.000
 2KN  H4   C10  C11  110.17  3.000
 2KN  N9   C10  C11  110.41  3.000
 2KN  H6   N9   C7   119.04  3.000
 2KN  H6   N9   C10  117.27  3.000
 2KN  C7   N9   C10  122.70  3.000
 2KN  C4   C7   O8   120.76  3.000
 2KN  O8   C7   N9   123.23  3.000
 2KN  C4   C7   N9   116.02  3.000
 2KN  C3   C4   C5   119.49  3.000
 2KN  C5   C4   C7   122.36  3.000
 2KN  C3   C4   C7   118.14  3.000
 2KN  H7   C5   C6   119.94  3.000
 2KN  H7   C5   C4   119.60  3.000
 2KN  C6   C5   C4   120.45  3.000
 2KN  H8   C3   C2   120.67  3.000
 2KN  H8   C3   C4   118.82  3.000
 2KN  C2   C3   C4   120.46  3.000
 2KN  C1   C2   C17  118.26  3.000
 2KN  C17  C2   C3   122.17  3.000
 2KN  C1   C2   C3   119.53  3.000
 2KN  N19  C17  O18  123.06  3.000
 2KN  N19  C17  C2   116.05  3.000
 2KN  O18  C17  C2   120.89  3.000
 2KN  H9   N19  C20  117.61  3.000
 2KN  H9   N19  C17  119.29  3.000
 2KN  C20  N19  C17  122.56  3.000
 2KN  H11  C20  H10  106.92  3.000
 2KN  H11  C20  C21  110.05  3.000
 2KN  H10  C20  C21  110.12  3.000
 2KN  H11  C20  N19  110.16  3.000
 2KN  H10  C20  N19  109.18  3.000
 2KN  C21  C20  N19  110.34  3.000
 2KN  H14  C21  H13  107.86  3.000
 2KN  H14  C21  H12  107.74  3.000
 2KN  H13  C21  H12  108.34  3.000
 2KN  H14  C21  C20  109.92  3.000
 2KN  H13  C21  C20  111.40  3.000
 2KN  H12  C21  C20  111.44  3.000
 2KN  H15  C1   C6   119.74  3.000
 2KN  H15  C1   C2   119.75  3.000
 2KN  C6   C1   C2   120.49  3.000
 2KN  C12  C6   C1   118.23  3.000
 2KN  C12  C6   C5   122.28  3.000
 2KN  C1   C6   C5   119.46  3.000
 2KN  N14  C12  O13  123.17  3.000
 2KN  N14  C12  C6   116.00  3.000
 2KN  O13  C12  C6   120.83  3.000
 2KN  H16  N14  C15  117.17  3.000
 2KN  H16  N14  C12  119.08  3.000
 2KN  C15  N14  C12  122.69  3.000
 2KN  H18  C15  H17  106.95  3.000
 2KN  H18  C15  C16  110.05  3.000
 2KN  H17  C15  C16  110.24  3.000
 2KN  H18  C15  N14  108.91  3.000
 2KN  H17  C15  N14  110.27  3.000
 2KN  C16  C15  N14  110.35  3.000
 2KN  H21  C16  H20  107.63  3.000
 2KN  H21  C16  H19  108.04  3.000
 2KN  H20  C16  H19  108.31  3.000
 2KN  H21  C16  C15  109.97  3.000
 2KN  H20  C16  C15  111.55  3.000
 2KN  H19  C16  C15  111.20  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
 2KN  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 2KN  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 2KN  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 2KN  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 2KN  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 2KN  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 2KN  CONST_07  C2   C3   C4   C7    180.00   0.0  0
 2KN  CONST_08  C6   C5   C4   C7    180.00   0.0  0
 2KN  CONST_09  C17  C2   C3   C4    180.00   0.0  0
 2KN  CONST_10  C12  C6   C5   C4    180.00   0.0  0
 2KN  CONST_11  C12  C6   C1   C2    180.00   0.0  0
 2KN  CONST_12  C6   C1   C2   C17   180.00   0.0  0
 2KN  CONST_13  H8   C3   C4   C5    180.00   0.0  0
 2KN  CONST_14  H15  C1   C6   C5    180.00   0.0  0
 2KN  CONST_15  H7   C5   C4   C3    180.00   0.0  0
 2KN  CONST_16  C4   C7   N9   C10   180.00   0.0  0
 2KN  CONST_17  C20  N19  C17  C2    180.00   0.0  0
 2KN  CONST_18  C15  N14  C12  C6    180.00   0.0  0
 2KN  CONST_19  H6   N9   C7   C4      0.00   0.0  0
 2KN  CONST_20  H9   N19  C17  C2      0.00   0.0  0
 2KN  CONST_21  H16  N14  C12  C6      0.00   0.0  0
 2KN  CONST_22  O8   C7   N9   C10     0.00   0.0  0
 2KN  CONST_23  C20  N19  C17  O18     0.00   0.0  0
 2KN  CONST_24  C15  N14  C12  O13     0.00   0.0  0
 2KN  Var_01    C3   C4   C7   N9   -150.72  30.0  2
 2KN  Var_02    O13  C12  C6   C5   -149.49  30.0  2
 2KN  Var_03    O18  C17  C2   C3    148.92  30.0  2
 2KN  Var_04    C7   N9   C10  C11   168.14  30.0  1
 2KN  Var_05    C21  C20  N19  C17  -176.40  30.0  3
 2KN  Var_06    C16  C15  N14  C12   168.23  30.0  3
 2KN  Var_07    H1   C11  C10  N9   -179.77  30.0  3
 2KN  Var_08    H12  C21  C20  N19   -62.26  30.0  3
 2KN  Var_09    H19  C16  C15  N14   -60.25  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
 2KN  plan-1  C7   0.020
 2KN  plan-1  C4   0.020
 2KN  plan-1  C5   0.020
 2KN  plan-1  C3   0.020
 2KN  plan-1  C2   0.020
 2KN  plan-1  C17  0.020
 2KN  plan-1  C1   0.020
 2KN  plan-1  C6   0.020
 2KN  plan-1  C12  0.020
 2KN  plan-1  H7   0.020
 2KN  plan-1  H8   0.020
 2KN  plan-1  H15  0.020
 2KN  plan-2  C10  0.020
 2KN  plan-2  N9   0.020
 2KN  plan-2  C7   0.020
 2KN  plan-2  O8   0.020
 2KN  plan-2  C4   0.020
 2KN  plan-2  H6   0.020
 2KN  plan-3  C2   0.020
 2KN  plan-3  C17  0.020
 2KN  plan-3  O18  0.020
 2KN  plan-3  N19  0.020
 2KN  plan-3  C20  0.020
 2KN  plan-3  H9   0.020
 2KN  plan-4  C6   0.020
 2KN  plan-4  C12  0.020
 2KN  plan-4  O13  0.020
 2KN  plan-4  N14  0.020
 2KN  plan-4  C15  0.020
 2KN  plan-4  H16  0.020

