# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 07:08:44 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: tert-butyl {(1S)-1-[(3-chloro-2-formylphenyl)carbamoyl]-2-methylpropyl}carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@H](NC(=O)OC(C)(C)C)C(=O)Nc1cccc(Cl)c1C=O
#
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
 ICL  ICL  'tert-butyl {(1S)-1-[(3-chloro-2-formylphenyl)carbamoyl]-2-methylpropyl}carbamate'  ligand  47  24  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ICL
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
 ICL  C1    C   C1    0   0.127   1.3370   0.7885   3.3625
 ICL  O1    O   O     0  -0.359   2.0574   1.0094   4.3036
 ICL  C2    C   CR6   0   0.024  -0.0341   0.2403   3.4362
 ICL  C3    C   CR6   0  -0.085  -0.8088   0.2426   4.6029
 ICL  CL    CL  CL    0  -0.091  -0.1985   0.8382   6.1033
 ICL  C4    C   CR16  0  -0.204  -2.1206  -0.1976   4.5942
 ICL  C5    C   CR16  0  -0.261  -2.6749  -0.6727   3.4160
 ICL  C6    C   CR16  0  -0.256  -1.9281  -0.7169   2.2520
 ICL  C7    C   CR6   0   0.320  -0.6173  -0.2646   2.2612
 ICL  N1    N   NH1   0  -0.759   0.1523  -0.3420   1.0818
 ICL  C8    C   C     0   0.547  -0.2109   0.2450  -0.0888
 ICL  O2    O   O     0  -0.445  -1.2249   0.9001  -0.2141
 ICL  C9    C   CH1   0  -0.228   0.7998   0.0549  -1.2169
 ICL  C10   C   CH1   0  -0.238   2.1025   0.8348  -0.9267
 ICL  C11   C   CH3   0  -0.653   3.1269   0.5896  -2.0275
 ICL  C12   C   CH3   0  -0.672   1.8608   2.3270  -0.7268
 ICL  N2    N   NH1   0  -0.651   0.1989   0.4271  -2.4648
 ICL  C13   C   C     0   0.764   0.1097  -0.4162  -3.5181
 ICL  O3    O   O     0  -0.513   0.5524  -1.5464  -3.5316
 ICL  O4    O   O2    0  -0.504  -0.5250   0.1833  -4.5231
 ICL  C14   C   CT    0   0.190  -0.7603  -0.4693  -5.7999
 ICL  C15   C   CH3   0  -0.660  -1.4937   0.6000  -6.6011
 ICL  C16   C   CH3   0  -0.672   0.5553  -0.8176  -6.4855
 ICL  C17   C   CH3   0  -0.671  -1.6593  -1.6885  -5.6326
 ICL  H1    H   H     0   0.196   1.6755   1.0094   2.3384
 ICL  H4    H   HCR6  0   0.292  -2.7060  -0.1776   5.5028
 ICL  H5    H   HCR6  0   0.285  -3.6967  -1.0268   3.4148
 ICL  H6    H   HCR6  0   0.283  -2.3545  -1.1248   1.3470
 ICL  HN1   H   HNH1  0   0.426   0.9867  -0.9098   1.0975
 ICL  H9    H   HCH1  0   0.299   1.0535  -1.0063  -1.2757
 ICL  H10   H   HCH1  0   0.234   2.5184   0.4297   0.0024
 ICL  H111  H   HCH3  0   0.238   4.0793   1.0501  -1.7626
 ICL  H112  H   HCH3  0   0.233   3.3038  -0.4751  -2.1849
 ICL  H113  H   HCH3  0   0.224   2.8043   1.0235  -2.9748
 ICL  H121  H   HCH3  0   0.227   1.4649   2.7949  -1.6304
 ICL  H122  H   HCH3  0   0.234   1.1667   2.5366   0.0891
 ICL  H123  H   HCH3  0   0.245   2.7986   2.8299  -0.4895
 ICL  HN2   H   HNH1  0   0.397  -0.2472   1.3284  -2.5324
 ICL  H151  H   HCH3  0   0.231  -1.7363   0.2148  -7.5913
 ICL  H152  H   HCH3  0   0.238  -2.4280   0.8855  -6.1159
 ICL  H153  H   HCH3  0   0.238  -0.8827   1.4947  -6.7289
 ICL  H161  H   HCH3  0   0.235   1.2179   0.0488  -6.5179
 ICL  H162  H   HCH3  0   0.246   1.0777  -1.6368  -5.9965
 ICL  H163  H   HCH3  0   0.234   0.3551  -1.1166  -7.5152
 ICL  H171  H   HCH3  0   0.235  -2.5753  -1.4253  -5.1007
 ICL  H172  H   HCH3  0   0.234  -1.9473  -2.0568  -6.6181
 ICL  H173  H   HCH3  0   0.247  -1.1676  -2.5005  -5.1027

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
 ICL  C1   O1    double    1.206  0.020  1.206
 ICL  C1   C2    single    1.478  0.020  1.478
 ICL  C1   H1    single    0.930  0.020  1.080
 ICL  C2   C3    aromatic  1.401  0.020  1.401
 ICL  C2   C7    aromatic  1.406  0.020  1.406
 ICL  C3   CL    single    1.726  0.020  1.726
 ICL  C3   C4    aromatic  1.384  0.020  1.384
 ICL  C4   C5    aromatic  1.386  0.020  1.386
 ICL  C4   H4    single    0.930  0.020  1.080
 ICL  C5   C6    aromatic  1.384  0.020  1.384
 ICL  C5   H5    single    0.930  0.020  1.080
 ICL  C6   C7    aromatic  1.387  0.020  1.387
 ICL  C6   H6    single    0.930  0.020  1.080
 ICL  C7   N1    single    1.410  0.020  1.410
 ICL  N1   C8    single    1.359  0.020  1.359
 ICL  N1   HN1   single    0.860  0.020  1.020
 ICL  C8   O2    double    1.214  0.020  1.214
 ICL  C8   C9    single    1.527  0.020  1.527
 ICL  C9   C10   single    1.546  0.020  1.546
 ICL  C9   N2    single    1.434  0.020  1.434
 ICL  C9   H9    single    0.970  0.020  1.090
 ICL  C10  C11   single    1.523  0.020  1.523
 ICL  C10  C12   single    1.525  0.020  1.525
 ICL  C10  H10   single    0.970  0.020  1.090
 ICL  C11  H111  single    0.970  0.020  1.090
 ICL  C11  H112  single    0.970  0.020  1.090
 ICL  C11  H113  single    0.970  0.020  1.090
 ICL  C12  H121  single    0.970  0.020  1.090
 ICL  C12  H122  single    0.970  0.020  1.090
 ICL  C12  H123  single    0.970  0.020  1.090
 ICL  N2   C13   single    1.352  0.020  1.352
 ICL  N2   HN2   single    0.860  0.020  1.020
 ICL  C13  O3    double    1.214  0.020  1.214
 ICL  C13  O4    single    1.331  0.020  1.331
 ICL  O4   C14   single    1.453  0.020  1.453
 ICL  C14  C15   single    1.524  0.020  1.524
 ICL  C14  C16   single    1.524  0.020  1.524
 ICL  C14  C17   single    1.524  0.020  1.524
 ICL  C15  H151  single    0.970  0.020  1.090
 ICL  C15  H152  single    0.970  0.020  1.090
 ICL  C15  H153  single    0.970  0.020  1.090
 ICL  C16  H161  single    0.970  0.020  1.090
 ICL  C16  H162  single    0.970  0.020  1.090
 ICL  C16  H163  single    0.970  0.020  1.090
 ICL  C17  H171  single    0.970  0.020  1.090
 ICL  C17  H172  single    0.970  0.020  1.090
 ICL  C17  H173  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
 ICL  H1    C1   C2    113.95  3.000
 ICL  H1    C1   O1    120.37  3.000
 ICL  C2    C1   O1    125.68  3.000
 ICL  C7    C2   C3    117.87  3.000
 ICL  C7    C2   C1    118.44  3.000
 ICL  C3    C2   C1    123.63  3.000
 ICL  C4    C3   CL    116.77  3.000
 ICL  C4    C3   C2    121.24  3.000
 ICL  CL    C3   C2    121.95  3.000
 ICL  H4    C4   C5    120.28  3.000
 ICL  H4    C4   C3    120.15  3.000
 ICL  C5    C4   C3    119.57  3.000
 ICL  H5    C5   C6    119.91  3.000
 ICL  H5    C5   C4    119.41  3.000
 ICL  C6    C5   C4    120.67  3.000
 ICL  H6    C6   C7    120.11  3.000
 ICL  H6    C6   C5    120.25  3.000
 ICL  C7    C6   C5    119.62  3.000
 ICL  N1    C7   C6    119.50  3.000
 ICL  N1    C7   C2    119.50  3.000
 ICL  C6    C7   C2    120.99  3.000
 ICL  HN1   N1   C8    118.51  3.000
 ICL  HN1   N1   C7    117.97  3.000
 ICL  C8    N1   C7    123.42  3.000
 ICL  C9    C8   O2    122.96  3.000
 ICL  C9    C8   N1    113.94  3.000
 ICL  O2    C8   N1    123.05  3.000
 ICL  H9    C9   N2    107.61  3.000
 ICL  H9    C9   C10   107.72  3.000
 ICL  N2    C9   C10   112.68  3.000
 ICL  H9    C9   C8    108.33  3.000
 ICL  N2    C9   C8    109.47  3.000
 ICL  C10   C9   C8    110.88  3.000
 ICL  H10   C10  C12   108.11  3.000
 ICL  H10   C10  C11   107.34  3.000
 ICL  C12   C10  C11   111.03  3.000
 ICL  H10   C10  C9    107.01  3.000
 ICL  C12   C10  C9    112.63  3.000
 ICL  C11   C10  C9    110.48  3.000
 ICL  H113  C11  H112  108.11  3.000
 ICL  H113  C11  H111  107.53  3.000
 ICL  H112  C11  H111  107.79  3.000
 ICL  H113  C11  C10   111.39  3.000
 ICL  H112  C11  C10   111.74  3.000
 ICL  H111  C11  C10   110.10  3.000
 ICL  H123  C12  H122  107.19  3.000
 ICL  H123  C12  H121  107.12  3.000
 ICL  H122  C12  H121  107.80  3.000
 ICL  H123  C12  C10   110.10  3.000
 ICL  H122  C12  C10   112.75  3.000
 ICL  H121  C12  C10   111.62  3.000
 ICL  HN2   N2   C13   118.44  3.000
 ICL  HN2   N2   C9    118.41  3.000
 ICL  C13   N2   C9    122.93  3.000
 ICL  O4    C13  O3    125.79  3.000
 ICL  O4    C13  N2    109.80  3.000
 ICL  O3    C13  N2    124.42  3.000
 ICL  C14   O4   C13   122.57  3.000
 ICL  C17   C14  C16   112.07  3.000
 ICL  C17   C14  C15   109.58  3.000
 ICL  C16   C14  C15   109.83  3.000
 ICL  C17   C14  O4    111.00  3.000
 ICL  C16   C14  O4    110.99  3.000
 ICL  C15   C14  O4    102.99  3.000
 ICL  H153  C15  H152  108.49  3.000
 ICL  H153  C15  H151  107.95  3.000
 ICL  H152  C15  H151  107.82  3.000
 ICL  H153  C15  C14   111.56  3.000
 ICL  H152  C15  C14   111.22  3.000
 ICL  H151  C15  C14   109.68  3.000
 ICL  H163  C16  H162  107.82  3.000
 ICL  H163  C16  H161  107.52  3.000
 ICL  H162  C16  H161  108.64  3.000
 ICL  H163  C16  C14   109.20  3.000
 ICL  H162  C16  C14   112.61  3.000
 ICL  H161  C16  C14   110.86  3.000
 ICL  H173  C17  H172  107.91  3.000
 ICL  H173  C17  H171  108.79  3.000
 ICL  H172  C17  H171  107.47  3.000
 ICL  H173  C17  C14   112.60  3.000
 ICL  H172  C17  C14   109.07  3.000
 ICL  H171  C17  C14   110.83  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
 ICL  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 ICL  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 ICL  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 ICL  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 ICL  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 ICL  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 ICL  CONST_07  C4    C3   C2   C1    180.00   0.0  0
 ICL  CONST_08  C6    C7   C2   C1    180.00   0.0  0
 ICL  CONST_09  N1    C7   C2   C3    180.00   0.0  0
 ICL  CONST_10  C7    C2   C3   CL    180.00   0.0  0
 ICL  CONST_11  C5    C4   C3   CL    180.00   0.0  0
 ICL  CONST_12  N1    C7   C6   C5    180.00   0.0  0
 ICL  CONST_13  H4    C4   C3   C2    180.00   0.0  0
 ICL  CONST_14  H6    C6   C7   C2    180.00   0.0  0
 ICL  CONST_15  H5    C5   C4   C3    180.00   0.0  0
 ICL  CONST_19  O2    C8   N1   C7      0.00   0.0  0
 ICL  CONST_20  C9    C8   N1   C7    180.00   0.0  0
 ICL  Var_01    C3    C2   C1   O1     18.04  30.0  2
 ICL  Var_02    O3    C13  N2   C9     -2.00  30.0  2
 ICL  Var_03    C15   C14  O4   C13  -179.61  30.0  3
 ICL  Var_04    H111  C11  C10  C9   -173.68  30.0  3
 ICL  Var_05    H121  C12  C10  C9    -63.23  30.0  3
 ICL  Var_06    H151  C15  C14  O4   -179.40  30.0  3
 ICL  Var_07    H161  C16  C14  O4    -50.38  30.0  3
 ICL  Var_08    H171  C17  C14  O4     52.76  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 ICL  chir_01  C9  C8  C10  N2  positiv

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
 ICL  plan-1  C1   0.020
 ICL  plan-1  C2   0.020
 ICL  plan-1  C3   0.020
 ICL  plan-1  CL   0.020
 ICL  plan-1  C4   0.020
 ICL  plan-1  C5   0.020
 ICL  plan-1  C6   0.020
 ICL  plan-1  C7   0.020
 ICL  plan-1  N1   0.020
 ICL  plan-1  H4   0.020
 ICL  plan-1  H5   0.020
 ICL  plan-1  H6   0.020
 ICL  plan-2  C7   0.020
 ICL  plan-2  N1   0.020
 ICL  plan-2  C8   0.020
 ICL  plan-2  O2   0.020
 ICL  plan-2  C9   0.020
 ICL  plan-2  HN1  0.020
 ICL  plan-3  C1   0.020
 ICL  plan-3  O1   0.020
 ICL  plan-3  C2   0.020
 ICL  plan-3  H1   0.020
 ICL  plan-4  N2   0.020
 ICL  plan-4  C13  0.020
 ICL  plan-4  O3   0.020
 ICL  plan-4  O4   0.020

