# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 06:14:19 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: ~{N}'-[(3-chloranyl-4-phenyl-phenyl)methyl]butane-1,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCCCNCc1ccc(c(Cl)c1)c2ccccc2
#
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
 H83  H83  ~{N}'-[(3-chloranyl-4-phenyl-phenyl)methyl]butane-1,4-diamine  ligand  41  20  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_H83
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
 H83  C8   C   CR6   0   0.137   2.2449   0.3645   0.3335
 H83  CL   CL  CL    0  -0.132   1.8956  -1.6808  -1.4242
 H83  C9   C   CR6   0  -0.106   1.3599  -0.5762  -0.1958
 H83  C11  C   CR6   0   0.061   3.6643   0.4641  -0.0715
 H83  C16  C   CR16  0  -0.283   4.5487  -0.5941   0.1345
 H83  C15  C   CR16  0  -0.243   5.8865  -0.4693  -0.2096
 H83  C14  C   CR16  0  -0.263   6.3572   0.7120  -0.7702
 H83  C13  C   CR16  0  -0.242   5.4835   1.7700  -0.9784
 H83  C12  C   CR16  0  -0.292   4.1455   1.6472  -0.6279
 H83  C7   C   CR16  0  -0.295   1.7333   1.2469   1.2821
 H83  C6   C   CR16  0  -0.289   0.4101   1.1863   1.6940
 H83  C10  C   CR16  0  -0.226   0.0360  -0.6423   0.2014
 H83  C5   C   CR6   0   0.077  -0.4520   0.2348   1.1654
 H83  C4   C   CH2   0  -0.325  -1.8893   0.1429   1.6021
 H83  N1   N   NH1   0  -0.593  -2.7847   0.2475   0.4675
 H83  C3   C   CH2   0  -0.247  -4.1762   0.0307   0.8178
 H83  C2   C   CH2   0  -0.448  -5.0815   0.2245  -0.3878
 H83  C1   C   CH2   0  -0.428  -6.5432  -0.0680  -0.0795
 H83  C    C   CH2   0  -0.271  -7.4491   0.1635  -1.2793
 H83  N    N   NH2   0  -0.801  -8.8356  -0.1387  -0.9547
 H83  H1   H   HCR6  0   0.254   4.1941  -1.5145   0.5809
 H83  H2   H   HCR6  0   0.258   6.5647  -1.2945  -0.0349
 H83  H3   H   HCR6  0   0.258   7.4008   0.8070  -1.0406
 H83  H4   H   HCR6  0   0.258   5.8416   2.6931  -1.4151
 H83  H5   H   HCR6  0   0.255   3.4662   2.4744  -0.7942
 H83  H6   H   HCR6  0   0.260   2.3930   1.9902   1.7118
 H83  H7   H   HCR6  0   0.257   0.0489   1.8869   2.4369
 H83  H8   H   HCR6  0   0.269  -0.6248  -1.3753  -0.2432
 H83  H9   H   HCH2  0   0.241  -2.0584  -0.8309   2.0726
 H83  H10  H   HCH2  0   0.218  -2.0807   0.8960   2.3810
 H83  H11  H   HNH1  0   0.341  -2.6856   1.1692   0.0573
 H83  H13  H   HCH2  0   0.215  -4.2777  -0.9948   1.1885
 H83  H14  H   HCH2  0   0.187  -4.5159   0.6863   1.6361
 H83  H15  H   HCH2  0   0.215  -4.9840   1.2549  -0.7485
 H83  H16  H   HCH2  0   0.217  -4.7371  -0.4216  -1.2012
 H83  H17  H   HCH2  0   0.213  -6.6432  -1.1078   0.2524
 H83  H18  H   HCH2  0   0.214  -6.8848   0.5558   0.7524
 H83  H19  H   HCH2  0   0.212  -7.3880   1.2150  -1.5733
 H83  H20  H   HCH2  0   0.187  -7.0619  -0.4144  -2.1320
 H83  H21  H   HNH2  0   0.345  -9.4234   0.0746  -1.7504
 H83  H22  H   HNH2  0   0.337  -8.9327  -1.1358  -0.8058

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
 H83  C15  C16  aromatic  1.387  0.020  1.387
 H83  C15  C14  aromatic  1.390  0.020  1.390
 H83  C16  C11  aromatic  1.394  0.020  1.394
 H83  C14  C13  aromatic  1.388  0.020  1.388
 H83  C11  C8   single    1.479  0.020  1.479
 H83  C11  C12  aromatic  1.393  0.020  1.393
 H83  C13  C12  aromatic  1.389  0.020  1.389
 H83  C7   C8   aromatic  1.393  0.020  1.393
 H83  C7   C6   aromatic  1.387  0.020  1.387
 H83  C8   C9   aromatic  1.396  0.020  1.396
 H83  C6   C5   aromatic  1.389  0.020  1.389
 H83  C9   CL   single    1.737  0.020  1.737
 H83  C9   C10  aromatic  1.384  0.020  1.384
 H83  C5   C10  aromatic  1.392  0.020  1.392
 H83  C5   C4   single    1.505  0.020  1.505
 H83  C4   N1   single    1.449  0.020  1.449
 H83  C3   N1   single    1.451  0.020  1.451
 H83  C3   C2   single    1.520  0.020  1.520
 H83  C1   C2   single    1.522  0.020  1.522
 H83  C1   C    single    1.521  0.020  1.521
 H83  N    C    single    1.456  0.020  1.456
 H83  C16  H1   single    0.930  0.020  1.080
 H83  C15  H2   single    0.930  0.020  1.080
 H83  C14  H3   single    0.930  0.020  1.080
 H83  C13  H4   single    0.930  0.020  1.080
 H83  C12  H5   single    0.930  0.020  1.080
 H83  C7   H6   single    0.930  0.020  1.080
 H83  C6   H7   single    0.930  0.020  1.080
 H83  C10  H8   single    0.930  0.020  1.080
 H83  C4   H9   single    0.970  0.020  1.090
 H83  C4   H10  single    0.970  0.020  1.090
 H83  N1   H11  single    0.890  0.020  1.040
 H83  C3   H13  single    0.970  0.020  1.090
 H83  C3   H14  single    0.970  0.020  1.090
 H83  C2   H15  single    0.970  0.020  1.090
 H83  C2   H16  single    0.970  0.020  1.090
 H83  C1   H17  single    0.970  0.020  1.090
 H83  C1   H18  single    0.970  0.020  1.090
 H83  C    H19  single    0.970  0.020  1.090
 H83  C    H20  single    0.970  0.020  1.090
 H83  N    H21  single    0.890  0.020  1.040
 H83  N    H22  single    0.890  0.020  1.040

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
 H83  C7   C8   C11  119.75  3.000
 H83  C7   C8   C9   116.89  3.000
 H83  C11  C8   C9   123.36  3.000
 H83  C10  C9   CL   117.89  3.000
 H83  C10  C9   C8   122.00  3.000
 H83  CL   C9   C8   120.09  3.000
 H83  C12  C11  C16  118.97  3.000
 H83  C12  C11  C8   119.86  3.000
 H83  C16  C11  C8   121.13  3.000
 H83  H1   C16  C15  119.65  3.000
 H83  H1   C16  C11  119.89  3.000
 H83  C15  C16  C11  120.45  3.000
 H83  H2   C15  C14  120.06  3.000
 H83  H2   C15  C16  119.72  3.000
 H83  C14  C15  C16  120.22  3.000
 H83  H3   C14  C13  120.18  3.000
 H83  H3   C14  C15  120.14  3.000
 H83  C13  C14  C15  119.69  3.000
 H83  H4   C13  C12  119.75  3.000
 H83  H4   C13  C14  120.17  3.000
 H83  C12  C13  C14  120.09  3.000
 H83  H5   C12  C13  119.87  3.000
 H83  H5   C12  C11  119.55  3.000
 H83  C13  C12  C11  120.58  3.000
 H83  H6   C7   C6   119.57  3.000
 H83  H6   C7   C8   118.77  3.000
 H83  C6   C7   C8   121.66  3.000
 H83  H7   C6   C5   119.83  3.000
 H83  H7   C6   C7   119.57  3.000
 H83  C5   C6   C7   120.60  3.000
 H83  H8   C10  C5   119.82  3.000
 H83  H8   C10  C9   119.90  3.000
 H83  C5   C10  C9   120.28  3.000
 H83  C4   C5   C10  119.83  3.000
 H83  C4   C5   C6   121.62  3.000
 H83  C10  C5   C6   118.55  3.000
 H83  H10  C4   H9   106.12  3.000
 H83  H10  C4   N1   113.42  3.000
 H83  H9   C4   N1   107.78  3.000
 H83  H10  C4   C5   109.26  3.000
 H83  H9   C4   C5   109.06  3.000
 H83  N1   C4   C5   111.01  3.000
 H83  H11  N1   C3   109.10  3.000
 H83  H11  N1   C4   108.78  3.000
 H83  C3   N1   C4   113.13  3.000
 H83  H14  C3   H13  106.08  3.000
 H83  H14  C3   C2   109.23  3.000
 H83  H13  C3   C2   109.44  3.000
 H83  H14  C3   N1   112.70  3.000
 H83  H13  C3   N1   108.09  3.000
 H83  C2   C3   N1   111.14  3.000
 H83  H16  C2   H15  106.41  3.000
 H83  H16  C2   C1   109.83  3.000
 H83  H15  C2   C1   109.43  3.000
 H83  H16  C2   C3   109.07  3.000
 H83  H15  C2   C3   109.14  3.000
 H83  C1   C2   C3   112.75  3.000
 H83  H18  C1   H17  106.38  3.000
 H83  H18  C1   C    109.08  3.000
 H83  H17  C1   C    109.20  3.000
 H83  H18  C1   C2   110.13  3.000
 H83  H17  C1   C2   109.35  3.000
 H83  C    C1   C2   112.51  3.000
 H83  H20  C    H19  106.08  3.000
 H83  H20  C    N    113.51  3.000
 H83  H19  C    N    108.23  3.000
 H83  H20  C    C1   108.77  3.000
 H83  H19  C    C1   108.97  3.000
 H83  N    C    C1   111.09  3.000
 H83  H22  N    H21  105.51  3.000
 H83  H22  N    C    109.17  3.000
 H83  H21  N    C    109.52  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
 H83  CONST_01  C15  C16  C11  C8   180.00   0.0  0
 H83  CONST_02  C13  C12  C11  C8   180.00   0.0  0
 H83  CONST_03  C5   C6   C7   C8     0.00   0.0  0
 H83  CONST_04  C5   C10  C9   C8     0.00   0.0  0
 H83  CONST_07  C6   C7   C8   C9     0.00   0.0  0
 H83  CONST_08  C6   C5   C10  C9     0.00   0.0  0
 H83  CONST_09  C14  C15  C16  C11    0.00   0.0  0
 H83  CONST_10  C6   C7   C8   C11  180.00   0.0  0
 H83  CONST_11  C10  C9   C8   C11  180.00   0.0  0
 H83  CONST_12  C14  C13  C12  C11    0.00   0.0  0
 H83  CONST_13  C13  C14  C15  C16    0.00   0.0  0
 H83  CONST_15  C13  C12  C11  C16    0.00   0.0  0
 H83  CONST_16  C12  C11  C16  C15    0.00   0.0  0
 H83  CONST_17  C12  C13  C14  C15    0.00   0.0  0
 H83  CONST_19  C10  C9   C8   C7     0.00   0.0  0
 H83  CONST_20  C10  C5   C6   C7     0.00   0.0  0
 H83  CONST_21  C11  C8   C9   CL     0.00   0.0  0
 H83  CONST_22  C7   C8   C9   CL   180.00   0.0  0
 H83  CONST_23  C5   C10  C9   CL   180.00   0.0  0
 H83  CONST_24  C4   C5   C10  C9   180.00   0.0  0
 H83  CONST_25  C4   C5   C6   C7   180.00   0.0  0
 H83  CONST_26  H1   C16  C11  C8     0.00   0.0  0
 H83  CONST_27  H5   C12  C11  C8     0.00   0.0  0
 H83  CONST_28  H7   C6   C7   C8   180.00   0.0  0
 H83  CONST_29  H8   C10  C9   C8   180.00   0.0  0
 H83  CONST_30  H6   C7   C8   C9   180.00   0.0  0
 H83  CONST_31  H2   C15  C16  C11  180.00   0.0  0
 H83  CONST_32  H4   C13  C12  C11  180.00   0.0  0
 H83  CONST_33  H3   C14  C15  C16  180.00   0.0  0
 H83  Var_01    N1   C4   C5   C6   123.98  30.0  2
 H83  Var_02    C3   N1   C4   C5   174.18  30.0  3
 H83  Var_03    C2   C3   N1   C4   176.93  30.0  1
 H83  Var_04    C1   C2   C3   N1   176.88  30.0  3
 H83  Var_05    C    C1   C2   C3   178.47  30.0  1
 H83  Var_06    N    C    C1   C2   179.39  30.0  3
 H83  Var_07    H21  N    C    C1   176.70  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
 H83  plan-1  C8   0.020
 H83  plan-1  C11  0.020
 H83  plan-1  C16  0.020
 H83  plan-1  C15  0.020
 H83  plan-1  C14  0.020
 H83  plan-1  C13  0.020
 H83  plan-1  C12  0.020
 H83  plan-1  H1   0.020
 H83  plan-1  H2   0.020
 H83  plan-1  H3   0.020
 H83  plan-1  H4   0.020
 H83  plan-1  H5   0.020
 H83  plan-2  C8   0.020
 H83  plan-2  CL   0.020
 H83  plan-2  C9   0.020
 H83  plan-2  C11  0.020
 H83  plan-2  C7   0.020
 H83  plan-2  C6   0.020
 H83  plan-2  C10  0.020
 H83  plan-2  C5   0.020
 H83  plan-2  C4   0.020
 H83  plan-2  H6   0.020
 H83  plan-2  H7   0.020
 H83  plan-2  H8   0.020

