# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 19:27:21 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 4-[bis(4-chlorobenzyl)amino]-N-hydroxybutanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)CCCN(Cc1ccc(Cl)cc1)Cc2ccc(Cl)cc2
#
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
 QI1  QI1  4-[bis(4-chlorobenzyl)amino]-N-hydroxybutanamide  ligand  44  24  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QI1
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
 QI1  O1   O   OH1   0  -0.545   6.3599   3.6336  -0.9611
 QI1  N1   N   NH1   0  -0.376   5.5112   2.9364  -0.1555
 QI1  C1   C   C     0   0.530   4.5803   2.1262  -0.6937
 QI1  O2   O   O     0  -0.481   4.3210   2.1025  -1.8844
 QI1  C2   C   CH2   0  -0.587   3.8703   1.2664   0.3254
 QI1  C3   C   CH2   0  -0.440   2.3547   1.3230   0.1685
 QI1  C4   C   CH2   0  -0.264   1.6693   0.4203   1.1843
 QI1  N2   N   NT    0  -0.424   0.2243   0.3873   1.0310
 QI1  C5   C   CH2   0  -0.321  -0.3575  -0.7978   1.6284
 QI1  C6   C   CR6   0   0.091  -0.0378  -2.0532   0.8601
 QI1  C7   C   CR16  0  -0.290  -0.0456  -2.0601  -0.5325
 QI1  C8   C   CR16  0  -0.197   0.2028  -3.2237  -1.2435
 QI1  C9   C   CH2   0  -0.342  -0.4257   1.5952   1.5032
 QI1  C10  C   CR16  0  -0.320   0.2343  -3.2421   1.5275
 QI1  C11  C   CR16  0  -0.197   0.4822  -4.4188   0.8334
 QI1  C12  C   CR6   0  -0.057   0.4629  -4.3971  -0.5510
 QI1  CL1  CL  CL    0  -0.136   0.7756  -5.8584  -1.4344
 QI1  C13  C   CR6   0   0.098  -1.8256   1.7264   0.9640
 QI1  C14  C   CR16  0  -0.320  -2.8966   2.0258   1.7969
 QI1  C15  C   CR16  0  -0.196  -4.1826   2.1727   1.2917
 QI1  C16  C   CR16  0  -0.283  -2.0672   1.5672  -0.3990
 QI1  C17  C   CR16  0  -0.199  -3.3421   1.7078  -0.9223
 QI1  C18  C   CR6   0  -0.056  -4.3921   2.0110  -0.0670
 QI1  CL2  CL  CL    0  -0.135  -5.9939   2.1843  -0.7123
 QI1  H1   H   HCH2  0   0.271   4.2202   0.2389   0.1833
 QI1  H2   H   HCH2  0   0.255   4.1530   1.5497   1.3422
 QI1  H3   H   HCH2  0   0.236   2.0250   2.3590   0.2837
 QI1  H4   H   HCH2  0   0.236   2.0658   1.0066  -0.8350
 QI1  H5   H   HCH2  0   0.239   2.0454  -0.5954   1.0367
 QI1  H6   H   HCH2  0   0.203   1.9629   0.7093   2.2073
 QI1  H7   H   HCH2  0   0.223  -0.0573  -0.9276   2.6809
 QI1  H8   H   HCH2  0   0.262  -1.4448  -0.6768   1.6400
 QI1  H9   H   HCR6  0   0.261  -0.2383  -1.1398  -1.0686
 QI1  H10  H   HCR6  0   0.276   0.1950  -3.2145  -2.3251
 QI1  H11  H   HCH2  0   0.224  -0.4433   1.6616   2.6033
 QI1  H12  H   HCH2  0   0.262   0.1530   2.4561   1.1619
 QI1  H13  H   HCR6  0   0.259   0.2576  -3.2572   2.6107
 QI1  H14  H   HCR6  0   0.277   0.6953  -5.3342   1.3687
 QI1  H15  H   HCR6  0   0.260  -2.7358   2.1423   2.8620
 QI1  H16  H   HCR6  0   0.277  -5.0070   2.4012   1.9536
 QI1  H17  H   HCR6  0   0.258  -1.2446   1.3260  -1.0603
 QI1  H18  H   HCR6  0   0.276  -3.5148   1.5840  -1.9829
 QI1  H19  H   HOH1  0   0.478   5.9973   4.5267  -1.0234
 QI1  H20  H   HNH1  0   0.415   5.8155   2.8465   0.8031

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
 QI1  O1   N1   single    1.362  0.020  1.362
 QI1  C1   N1   single    1.346  0.020  1.346
 QI1  C1   C2   single    1.511  0.020  1.511
 QI1  O2   C1   double    1.219  0.020  1.219
 QI1  C2   H1   single    0.970  0.020  1.090
 QI1  C2   H2   single    0.970  0.020  1.090
 QI1  C3   C2   single    1.525  0.020  1.525
 QI1  C3   H3   single    0.970  0.020  1.090
 QI1  C3   H4   single    0.970  0.020  1.090
 QI1  C4   C3   single    1.522  0.020  1.522
 QI1  C4   N2   single    1.453  0.020  1.453
 QI1  C4   H5   single    0.970  0.020  1.090
 QI1  C4   H6   single    0.970  0.020  1.090
 QI1  C5   N2   single    1.449  0.020  1.449
 QI1  C5   H7   single    0.970  0.020  1.090
 QI1  C5   H8   single    0.970  0.020  1.090
 QI1  C6   C5   single    1.506  0.020  1.506
 QI1  C6   C10  aromatic  1.390  0.020  1.390
 QI1  C7   C6   aromatic  1.393  0.020  1.393
 QI1  C7   H9   single    0.930  0.020  1.080
 QI1  C8   C7   aromatic  1.386  0.020  1.386
 QI1  C8   C12  aromatic  1.387  0.020  1.387
 QI1  C8   H10  single    0.930  0.020  1.080
 QI1  C9   N2   single    1.451  0.020  1.451
 QI1  C9   C13  single    1.506  0.020  1.506
 QI1  C9   H11  single    0.970  0.020  1.090
 QI1  C9   H12  single    0.970  0.020  1.090
 QI1  C10  H13  single    0.930  0.020  1.080
 QI1  C11  C10  aromatic  1.388  0.020  1.388
 QI1  C11  H14  single    0.930  0.020  1.080
 QI1  C12  C11  aromatic  1.385  0.020  1.385
 QI1  CL1  C12  single    1.736  0.020  1.736
 QI1  C13  C14  aromatic  1.389  0.020  1.389
 QI1  C14  C15  aromatic  1.389  0.020  1.389
 QI1  C14  H15  single    0.930  0.020  1.080
 QI1  C15  H16  single    0.930  0.020  1.080
 QI1  C16  C13  aromatic  1.393  0.020  1.393
 QI1  C16  C17  aromatic  1.385  0.020  1.385
 QI1  C16  H17  single    0.930  0.020  1.080
 QI1  C17  C18  aromatic  1.388  0.020  1.388
 QI1  C17  H18  single    0.930  0.020  1.080
 QI1  C18  C15  aromatic  1.384  0.020  1.384
 QI1  C18  CL2  single    1.736  0.020  1.736
 QI1  O1   H19  single    0.850  0.020  0.980
 QI1  N1   H20  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
 QI1  H19  O1   N1   106.11  3.000
 QI1  H20  N1   C1   122.30  3.000
 QI1  H20  N1   O1   114.78  3.000
 QI1  C1   N1   O1   120.16  3.000
 QI1  C2   C1   O2   123.23  3.000
 QI1  O2   C1   N1   123.32  3.000
 QI1  C2   C1   N1   113.44  3.000
 QI1  H2   C2   H1   106.34  3.000
 QI1  H2   C2   C3   110.08  3.000
 QI1  H1   C2   C3   109.83  3.000
 QI1  C3   C2   C1   112.12  3.000
 QI1  H2   C2   C1   111.01  3.000
 QI1  H1   C2   C1   107.25  3.000
 QI1  H4   C3   H3   106.97  3.000
 QI1  H4   C3   C4   108.82  3.000
 QI1  H3   C3   C4   110.85  3.000
 QI1  C4   C3   C2   110.91  3.000
 QI1  H4   C3   C2   110.30  3.000
 QI1  H3   C3   C2   108.91  3.000
 QI1  H6   C4   H5   106.09  3.000
 QI1  H6   C4   N2   111.62  3.000
 QI1  H5   C4   N2   107.87  3.000
 QI1  H6   C4   C3   110.10  3.000
 QI1  H5   C4   C3   107.83  3.000
 QI1  N2   C4   C3   113.00  3.000
 QI1  C9   N2   C5   111.52  3.000
 QI1  C9   N2   C4   113.10  3.000
 QI1  C5   N2   C4   111.98  3.000
 QI1  H8   C5   H7   105.88  3.000
 QI1  H8   C5   C6   107.97  3.000
 QI1  H7   C5   C6   109.33  3.000
 QI1  C6   C5   N2   112.72  3.000
 QI1  H8   C5   N2   108.24  3.000
 QI1  H7   C5   N2   112.37  3.000
 QI1  C10  C6   C7   118.48  3.000
 QI1  C7   C6   C5   120.86  3.000
 QI1  C10  C6   C5   120.63  3.000
 QI1  H9   C7   C8   119.45  3.000
 QI1  C8   C7   C6   121.07  3.000
 QI1  H9   C7   C6   119.48  3.000
 QI1  H10  C8   C12  120.52  3.000
 QI1  H10  C8   C7   120.30  3.000
 QI1  C12  C8   C7   119.19  3.000
 QI1  H12  C9   H11  105.84  3.000
 QI1  H12  C9   C13  108.18  3.000
 QI1  H11  C9   C13  109.71  3.000
 QI1  H12  C9   N2   108.50  3.000
 QI1  H11  C9   N2   112.47  3.000
 QI1  C13  C9   N2   111.87  3.000
 QI1  H13  C10  C11  118.95  3.000
 QI1  C11  C10  C6   121.31  3.000
 QI1  H13  C10  C6   119.74  3.000
 QI1  H14  C11  C12  120.71  3.000
 QI1  C12  C11  C10  118.95  3.000
 QI1  H14  C11  C10  120.34  3.000
 QI1  CL1  C12  C11  119.54  3.000
 QI1  CL1  C12  C8   119.46  3.000
 QI1  C11  C12  C8   120.99  3.000
 QI1  C16  C13  C14  118.51  3.000
 QI1  C16  C13  C9   120.10  3.000
 QI1  C14  C13  C9   121.38  3.000
 QI1  H15  C14  C15  118.91  3.000
 QI1  H15  C14  C13  119.87  3.000
 QI1  C15  C14  C13  121.21  3.000
 QI1  H16  C15  C18  120.67  3.000
 QI1  C18  C15  C14  118.99  3.000
 QI1  H16  C15  C14  120.35  3.000
 QI1  H17  C16  C17  119.41  3.000
 QI1  H17  C16  C13  119.42  3.000
 QI1  C17  C16  C13  121.17  3.000
 QI1  H18  C17  C18  120.56  3.000
 QI1  H18  C17  C16  120.38  3.000
 QI1  C18  C17  C16  119.06  3.000
 QI1  CL2  C18  C17  119.40  3.000
 QI1  CL2  C18  C15  119.53  3.000
 QI1  C17  C18  C15  121.06  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
 QI1  CONST_01  C12  C11  C10  C6      0.00   0.0  0
 QI1  CONST_02  C12  C8   C7   C6      0.00   0.0  0
 QI1  CONST_03  C11  C10  C6   C7      0.00   0.0  0
 QI1  CONST_04  C11  C12  C8   C7      0.00   0.0  0
 QI1  CONST_05  C10  C6   C7   C8      0.00   0.0  0
 QI1  CONST_06  C10  C11  C12  C8      0.00   0.0  0
 QI1  CONST_07  C18  C15  C14  C13     0.00   0.0  0
 QI1  CONST_08  C18  C17  C16  C13     0.00   0.0  0
 QI1  CONST_09  C17  C16  C13  C14     0.00   0.0  0
 QI1  CONST_10  C17  C18  C15  C14     0.00   0.0  0
 QI1  CONST_11  C16  C13  C14  C15     0.00   0.0  0
 QI1  CONST_12  C16  C17  C18  C15     0.00   0.0  0
 QI1  CONST_13  C11  C10  C6   C5    180.00   0.0  0
 QI1  CONST_14  C8   C7   C6   C5    180.00   0.0  0
 QI1  CONST_15  CL1  C12  C8   C7    180.00   0.0  0
 QI1  CONST_16  C15  C14  C13  C9    180.00   0.0  0
 QI1  CONST_17  C17  C16  C13  C9    180.00   0.0  0
 QI1  CONST_18  CL1  C12  C11  C10   180.00   0.0  0
 QI1  CONST_19  CL2  C18  C15  C14   180.00   0.0  0
 QI1  CONST_20  CL2  C18  C17  C16   180.00   0.0  0
 QI1  CONST_21  H14  C11  C10  C6    180.00   0.0  0
 QI1  CONST_22  H10  C8   C7   C6    180.00   0.0  0
 QI1  CONST_23  H13  C10  C6   C7    180.00   0.0  0
 QI1  CONST_24  H9   C7   C6   C10   180.00   0.0  0
 QI1  CONST_25  H16  C15  C14  C13   180.00   0.0  0
 QI1  CONST_26  H18  C17  C16  C13   180.00   0.0  0
 QI1  CONST_27  H17  C16  C13  C14   180.00   0.0  0
 QI1  CONST_28  H15  C14  C13  C16   180.00   0.0  0
 QI1  CONST_29  C2   C1   N1   O1    180.00   0.0  0
 QI1  CONST_30  O2   C1   N1   O1      0.00   0.0  0
 QI1  CONST_31  H20  N1   C1   O2    180.00   0.0  0
 QI1  Var_01    C10  C6   C5   N2    141.59  30.0  3
 QI1  Var_02    C14  C13  C9   N2    131.60  30.0  2
 QI1  Var_03    C6   C5   N2   C4    -70.69  30.0  1
 QI1  Var_04    C13  C9   N2   C4    162.44  30.0  1
 QI1  Var_05    C3   C2   C1   N1    130.88  30.0  3
 QI1  Var_06    C4   C3   C2   C1    178.54  30.0  1
 QI1  Var_07    N2   C4   C3   C2   -177.07  30.0  1
 QI1  Var_08    C5   N2   C4   C3    158.61  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
 QI1  plan-1  C5   0.020
 QI1  plan-1  C6   0.020
 QI1  plan-1  C7   0.020
 QI1  plan-1  C8   0.020
 QI1  plan-1  C10  0.020
 QI1  plan-1  C11  0.020
 QI1  plan-1  C12  0.020
 QI1  plan-1  CL1  0.020
 QI1  plan-1  H9   0.020
 QI1  plan-1  H10  0.020
 QI1  plan-1  H13  0.020
 QI1  plan-1  H14  0.020
 QI1  plan-2  C9   0.020
 QI1  plan-2  C13  0.020
 QI1  plan-2  C14  0.020
 QI1  plan-2  C15  0.020
 QI1  plan-2  C16  0.020
 QI1  plan-2  C17  0.020
 QI1  plan-2  C18  0.020
 QI1  plan-2  CL2  0.020
 QI1  plan-2  H15  0.020
 QI1  plan-2  H16  0.020
 QI1  plan-2  H17  0.020
 QI1  plan-2  H18  0.020
 QI1  plan-3  O1   0.020
 QI1  plan-3  N1   0.020
 QI1  plan-3  C1   0.020
 QI1  plan-3  O2   0.020
 QI1  plan-3  C2   0.020
 QI1  plan-3  H20  0.020

