# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 13:52:41 2022
#   Inital geometry file: a 131 line input string
#   Ligand name: [2-butyl-5-chloranyl-3-[[4-[2-(2~{H}-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCc1nc(Cl)c(CO)n1Cc2ccc(cc2)c3ccccc3c4n[nH]nn4
#
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
 LSN  LSN  '[2-butyl-5-chloranyl-3-[[4-[2-(2~{H}-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol'  ligand  53  30  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LSN
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
 LSN  CL   CL  CL    0  -0.145  -3.2872  -0.5149  -3.4129
 LSN  C17  C   CR5   0  -0.039  -2.9639   0.1383  -1.8582
 LSN  C15  C   CR5   0   0.342  -2.2689  -0.4652  -0.8525
 LSN  C16  C   CH2   0  -0.229  -1.5715  -1.7728  -0.7854
 LSN  O    O   OH1   0  -0.663  -2.0953  -2.5307   0.2853
 LSN  N6   N   N     0  -0.440  -3.3925   1.3712  -1.5183
 LSN  C18  C   CR5   0   0.470  -2.9743   1.5517  -0.2852
 LSN  C19  C   CH2   0  -0.555  -3.2412   2.7709   0.5266
 LSN  C20  C   CH2   0  -0.417  -4.4448   2.6249   1.4614
 LSN  C21  C   CH2   0  -0.423  -4.6703   3.8706   2.3076
 LSN  C22  C   CH3   0  -0.663  -5.8861   3.7520   3.2155
 LSN  N5   N   NR5   0  -0.493  -2.2956   0.4674   0.1625
 LSN  C12  C   CH2   0  -0.384  -1.6764   0.3012   1.4646
 LSN  C11  C   CR6   0   0.079  -0.1871   0.1125   1.3536
 LSN  C10  C   CR16  0  -0.257   0.5704   0.9365   0.5262
 LSN  C9   C   CR16  0  -0.273   1.9293   0.7270   0.3805
 LSN  C13  C   CR16  0  -0.286   0.4504  -0.8986   2.0597
 LSN  C14  C   CR16  0  -0.276   1.8170  -1.1012   1.9249
 LSN  C8   C   CR6   0   0.032   2.5662  -0.3077   1.0642
 LSN  C7   C   CR6   0   0.098   4.0111  -0.5519   0.8657
 LSN  C6   C   CR16  0  -0.293   4.8835  -0.4636   1.9477
 LSN  C5   C   CR16  0  -0.239   6.2511  -0.6197   1.7786
 LSN  C4   C   CR16  0  -0.254   6.7688  -0.8645   0.5144
 LSN  C3   C   CR16  0  -0.267   5.9118  -0.9743  -0.5688
 LSN  C2   C   CR6   0   0.056   4.5357  -0.8308  -0.4031
 LSN  C1   C   CR5   0   0.264   3.6626  -1.0203  -1.5650
 LSN  N1   N   N     0  -0.307   2.5361  -1.7598  -1.5719
 LSN  N4   N   N     0  -0.249   3.9121  -0.5207  -2.7607
 LSN  N3   N   NR15  0  -0.237   2.9075  -0.9817  -3.4547
 LSN  N2   N   N     0  -0.064   2.0780  -1.7161  -2.7774
 LSN  H1   H   HCH2  0   0.223  -1.7114  -2.2758  -1.7493
 LSN  H2   H   HCH2  0   0.239  -0.4929  -1.6142  -0.6679
 LSN  H3   H   HOH1  0   0.460  -1.4724  -3.2373   0.4799
 LSN  H6   H   HCH2  0   0.253  -2.3525   3.0493   1.1006
 LSN  H7   H   HCH2  0   0.271  -3.4204   3.5915  -0.1699
 LSN  H8   H   HCH2  0   0.231  -5.3357   2.4170   0.8617
 LSN  H9   H   HCH2  0   0.226  -4.3097   1.7595   2.1181
 LSN  H10  H   HCH2  0   0.217  -3.7784   4.0603   2.9127
 LSN  H11  H   HCH2  0   0.218  -4.7831   4.7390   1.6516
 LSN  H12  H   HCH3  0   0.229  -6.0106   4.6442   3.8301
 LSN  H13  H   HCH3  0   0.219  -6.8020   3.6196   2.6370
 LSN  H14  H   HCH3  0   0.218  -5.7940   2.8970   3.8873
 LSN  H15  H   HCH2  0   0.291  -1.9035   1.1841   2.0617
 LSN  H16  H   HCH2  0   0.290  -2.1317  -0.5476   1.9722
 LSN  H17  H   HCR6  0   0.253   0.0975   1.7407  -0.0254
 LSN  H18  H   HCR6  0   0.255   2.5016   1.3748  -0.2723
 LSN  H19  H   HCR6  0   0.256  -0.1254  -1.5508   2.7054
 LSN  H20  H   HCR6  0   0.254   2.2939  -1.9113   2.4628
 LSN  H21  H   HCR6  0   0.260   4.4852  -0.2421   2.9298
 LSN  H22  H   HCR6  0   0.265   6.9122  -0.5393   2.6312
 LSN  H23  H   HCR6  0   0.265   7.8349  -0.9793   0.3722
 LSN  H24  H   HCR6  0   0.264   6.3109  -1.1961  -1.5502
 LSN  H4   H   HNR5  0   0.457   2.7783  -0.7852  -4.4387

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
 LSN  N2   N1   aromatic  1.290  0.020  1.290
 LSN  N2   N3   aromatic  1.298  0.020  1.298
 LSN  N1   C1   aromatic  1.348  0.020  1.348
 LSN  N3   N4   aromatic  1.305  0.020  1.305
 LSN  C3   C4   aromatic  1.386  0.020  1.386
 LSN  C3   C2   aromatic  1.393  0.020  1.393
 LSN  C1   N4   aromatic  1.320  0.020  1.320
 LSN  C1   C2   single    1.466  0.020  1.466
 LSN  C4   C5   aromatic  1.388  0.020  1.388
 LSN  C2   C7   aromatic  1.401  0.020  1.401
 LSN  C5   C6   aromatic  1.387  0.020  1.387
 LSN  C7   C6   aromatic  1.393  0.020  1.393
 LSN  C7   C8   single    1.479  0.020  1.479
 LSN  O    C16  single    1.413  0.020  1.413
 LSN  C8   C14  aromatic  1.390  0.020  1.390
 LSN  C8   C9   aromatic  1.394  0.020  1.394
 LSN  C16  C15  single    1.484  0.020  1.484
 LSN  C14  C13  aromatic  1.388  0.020  1.388
 LSN  CL   C17  single    1.717  0.020  1.717
 LSN  C9   C10  aromatic  1.383  0.020  1.383
 LSN  C13  C11  aromatic  1.388  0.020  1.388
 LSN  C10  C11  aromatic  1.392  0.020  1.392
 LSN  C15  C17  aromatic  1.363  0.020  1.363
 LSN  C15  N5   aromatic  1.379  0.020  1.379
 LSN  C11  C12  single    1.505  0.020  1.505
 LSN  C17  N6   aromatic  1.349  0.020  1.349
 LSN  N5   C12  single    1.451  0.020  1.451
 LSN  N5   C18  aromatic  1.355  0.020  1.355
 LSN  N6   C18  aromatic  1.315  0.020  1.315
 LSN  C18  C19  single    1.489  0.020  1.489
 LSN  C19  C20  single    1.531  0.020  1.531
 LSN  C20  C21  single    1.523  0.020  1.523
 LSN  C21  C22  single    1.522  0.020  1.522
 LSN  C16  H1   single    0.970  0.020  1.090
 LSN  C16  H2   single    0.970  0.020  1.090
 LSN  O    H3   single    0.850  0.020  0.980
 LSN  C19  H6   single    0.970  0.020  1.090
 LSN  C19  H7   single    0.970  0.020  1.090
 LSN  C20  H8   single    0.970  0.020  1.090
 LSN  C20  H9   single    0.970  0.020  1.090
 LSN  C21  H10  single    0.970  0.020  1.090
 LSN  C21  H11  single    0.970  0.020  1.090
 LSN  C22  H12  single    0.970  0.020  1.090
 LSN  C22  H13  single    0.970  0.020  1.090
 LSN  C22  H14  single    0.970  0.020  1.090
 LSN  C12  H15  single    0.970  0.020  1.090
 LSN  C12  H16  single    0.970  0.020  1.090
 LSN  C10  H17  single    0.930  0.020  1.080
 LSN  C9   H18  single    0.930  0.020  1.080
 LSN  C13  H19  single    0.930  0.020  1.080
 LSN  C14  H20  single    0.930  0.020  1.080
 LSN  C6   H21  single    0.930  0.020  1.080
 LSN  C5   H22  single    0.930  0.020  1.080
 LSN  C4   H23  single    0.930  0.020  1.080
 LSN  C3   H24  single    0.930  0.020  1.080
 LSN  N3   H4   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
 LSN  N6   C17  C15  112.38  3.000
 LSN  N6   C17  CL   121.07  3.000
 LSN  C15  C17  CL   126.55  3.000
 LSN  N5   C15  C16  124.89  3.000
 LSN  N5   C15  C17  103.52  3.000
 LSN  C16  C15  C17  131.55  3.000
 LSN  H2   C16  H1   106.63  3.000
 LSN  H2   C16  O    111.17  3.000
 LSN  H1   C16  O    111.90  3.000
 LSN  H2   C16  C15  109.86  3.000
 LSN  H1   C16  C15  107.74  3.000
 LSN  O    C16  C15  109.45  3.000
 LSN  H3   O    C16  107.90  3.000
 LSN  C18  N6   C17  105.11  3.000
 LSN  N5   C18  C19  124.39  3.000
 LSN  C19  C18  N6   124.53  3.000
 LSN  N5   C18  N6   111.06  3.000
 LSN  H7   C19  H6   106.08  3.000
 LSN  H7   C19  C20  109.41  3.000
 LSN  H6   C19  C20  110.04  3.000
 LSN  H7   C19  C18  107.29  3.000
 LSN  H6   C19  C18  110.41  3.000
 LSN  C20  C19  C18  113.31  3.000
 LSN  H9   C20  H8   106.21  3.000
 LSN  H9   C20  C21  109.37  3.000
 LSN  H8   C20  C21  109.84  3.000
 LSN  H9   C20  C19  110.16  3.000
 LSN  H8   C20  C19  108.89  3.000
 LSN  C21  C20  C19  112.19  3.000
 LSN  H11  C21  H10  106.14  3.000
 LSN  H11  C21  C22  109.71  3.000
 LSN  H10  C21  C22  109.56  3.000
 LSN  H11  C21  C20  109.35  3.000
 LSN  H10  C21  C20  109.16  3.000
 LSN  C22  C21  C20  112.71  3.000
 LSN  H14  C22  H13  107.58  3.000
 LSN  H14  C22  H12  107.69  3.000
 LSN  H13  C22  H12  107.59  3.000
 LSN  H14  C22  C21  111.15  3.000
 LSN  H13  C22  C21  111.32  3.000
 LSN  H12  C22  C21  111.32  3.000
 LSN  C12  N5   C18  126.99  3.000
 LSN  C18  N5   C15  107.92  3.000
 LSN  C12  N5   C15  125.08  3.000
 LSN  H16  C12  H15  106.80  3.000
 LSN  H16  C12  C11  110.51  3.000
 LSN  H15  C12  C11  110.37  3.000
 LSN  H16  C12  N5   109.22  3.000
 LSN  H15  C12  N5   108.05  3.000
 LSN  C11  C12  N5   111.74  3.000
 LSN  C13  C11  C10  118.92  3.000
 LSN  C10  C11  C12  120.54  3.000
 LSN  C13  C11  C12  120.53  3.000
 LSN  H17  C10  C9   119.18  3.000
 LSN  H17  C10  C11  120.29  3.000
 LSN  C9   C10  C11  120.52  3.000
 LSN  H18  C9   C8   119.87  3.000
 LSN  H18  C9   C10  119.48  3.000
 LSN  C8   C9   C10  120.65  3.000
 LSN  H19  C13  C14  119.55  3.000
 LSN  H19  C13  C11  119.84  3.000
 LSN  C14  C13  C11  120.59  3.000
 LSN  H20  C14  C8   119.81  3.000
 LSN  H20  C14  C13  119.63  3.000
 LSN  C8   C14  C13  120.50  3.000
 LSN  C7   C8   C14  121.04  3.000
 LSN  C14  C8   C9   118.76  3.000
 LSN  C7   C8   C9   120.21  3.000
 LSN  C2   C7   C6   118.79  3.000
 LSN  C6   C7   C8   119.83  3.000
 LSN  C2   C7   C8   121.35  3.000
 LSN  H21  C6   C5   119.76  3.000
 LSN  H21  C6   C7   119.16  3.000
 LSN  C5   C6   C7   121.06  3.000
 LSN  H22  C5   C4   120.20  3.000
 LSN  H22  C5   C6   119.88  3.000
 LSN  C4   C5   C6   119.92  3.000
 LSN  H23  C4   C3   119.89  3.000
 LSN  H23  C4   C5   120.41  3.000
 LSN  C3   C4   C5   119.69  3.000
 LSN  H24  C3   C2   119.54  3.000
 LSN  H24  C3   C4   119.80  3.000
 LSN  C2   C3   C4   120.64  3.000
 LSN  C1   C2   C3   118.73  3.000
 LSN  C1   C2   C7   121.37  3.000
 LSN  C3   C2   C7   119.87  3.000
 LSN  N4   C1   N1   111.17  3.000
 LSN  N4   C1   C2   123.83  3.000
 LSN  N1   C1   C2   124.96  3.000
 LSN  N2   N1   C1   106.44  3.000
 LSN  N3   N4   C1   101.68  3.000
 LSN  H4   N3   N2   122.38  3.000
 LSN  H4   N3   N4   123.15  3.000
 LSN  N2   N3   N4   114.47  3.000
 LSN  N3   N2   N1   106.24  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
 LSN  CONST_01  C18  N5   C15  C17     0.00   0.0  0
 LSN  CONST_02  N5   C18  N6   C17     0.00   0.0  0
 LSN  CONST_03  C18  N6   C17  C15     0.00   0.0  0
 LSN  CONST_04  N6   C18  N5   C15     0.00   0.0  0
 LSN  CONST_05  N5   C15  C17  N6      0.00   0.0  0
 LSN  CONST_06  C8   C14  C13  C11     0.00   0.0  0
 LSN  CONST_07  C8   C9   C10  C11     0.00   0.0  0
 LSN  CONST_08  C7   C8   C9   C10   180.00   0.0  0
 LSN  CONST_09  C14  C8   C9   C10     0.00   0.0  0
 LSN  CONST_10  C14  C13  C11  C10     0.00   0.0  0
 LSN  CONST_13  C13  C14  C8   C9      0.00   0.0  0
 LSN  CONST_14  C13  C11  C10  C9      0.00   0.0  0
 LSN  CONST_15  C7   C8   C14  C13   180.00   0.0  0
 LSN  CONST_18  C3   C2   C7   C8    180.00   0.0  0
 LSN  CONST_19  C1   C2   C7   C8      0.00   0.0  0
 LSN  CONST_20  C5   C6   C7   C8    180.00   0.0  0
 LSN  CONST_21  C4   C3   C2   C7      0.00   0.0  0
 LSN  CONST_24  C4   C5   C6   C7      0.00   0.0  0
 LSN  CONST_25  C3   C4   C5   C6      0.00   0.0  0
 LSN  CONST_26  C3   C2   C7   C6      0.00   0.0  0
 LSN  CONST_27  C1   C2   C7   C6    180.00   0.0  0
 LSN  CONST_28  C2   C3   C4   C5      0.00   0.0  0
 LSN  CONST_29  C2   C7   C6   C5      0.00   0.0  0
 LSN  CONST_30  C1   C2   C3   C4    180.00   0.0  0
 LSN  CONST_33  N2   N1   C1   C2    180.00   0.0  0
 LSN  CONST_34  N3   N4   C1   C2    180.00   0.0  0
 LSN  CONST_35  N3   N2   N1   C1      0.00   0.0  0
 LSN  CONST_36  N2   N3   N4   C1      0.00   0.0  0
 LSN  CONST_37  N4   N3   N2   N1      0.00   0.0  0
 LSN  CONST_38  N3   N4   C1   N1      0.00   0.0  0
 LSN  CONST_39  N2   N1   C1   N4      0.00   0.0  0
 LSN  CONST_40  N5   C15  C17  CL    180.00   0.0  0
 LSN  CONST_41  C18  N6   C17  CL    180.00   0.0  0
 LSN  CONST_42  C12  N5   C15  C17   180.00   0.0  0
 LSN  CONST_43  C19  C18  N6   C17   180.00   0.0  0
 LSN  CONST_44  C19  C18  N5   C15   180.00   0.0  0
 LSN  CONST_45  N6   C17  C15  C16   180.00   0.0  0
 LSN  CONST_46  C18  N5   C15  C16   180.00   0.0  0
 LSN  CONST_47  C12  N5   C18  N6    180.00   0.0  0
 LSN  CONST_48  C14  C13  C11  C12   180.00   0.0  0
 LSN  CONST_49  C9   C10  C11  C12   180.00   0.0  0
 LSN  CONST_50  H20  C14  C13  C11   180.00   0.0  0
 LSN  CONST_51  H18  C9   C10  C11   180.00   0.0  0
 LSN  CONST_52  H19  C13  C11  C10   180.00   0.0  0
 LSN  CONST_53  H17  C10  C11  C13   180.00   0.0  0
 LSN  CONST_54  H21  C6   C7   C8      0.00   0.0  0
 LSN  CONST_55  H24  C3   C2   C7    180.00   0.0  0
 LSN  CONST_56  H22  C5   C6   C7    180.00   0.0  0
 LSN  CONST_57  H23  C4   C5   C6    180.00   0.0  0
 LSN  CONST_58  H4   N3   N4   C1    180.00   0.0  0
 LSN  Var_01    C11  C12  N5   C15    60.79  30.0  2
 LSN  Var_02    C13  C11  C12  N5   -133.18  30.0  2
 LSN  Var_03    O    C16  C15  C17  -123.24  30.0  2
 LSN  Var_04    C20  C19  C18  N6     96.47  30.0  2
 LSN  Var_05    C21  C20  C19  C18   178.36  30.0  3
 LSN  Var_06    C22  C21  C20  C19   178.50  30.0  3
 LSN  Var_07    H12  C22  C21  C20   178.45  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
 LSN  plan-1  CL   0.020
 LSN  plan-1  C17  0.020
 LSN  plan-1  C15  0.020
 LSN  plan-1  C16  0.020
 LSN  plan-1  N6   0.020
 LSN  plan-1  C18  0.020
 LSN  plan-1  C19  0.020
 LSN  plan-1  N5   0.020
 LSN  plan-1  C12  0.020
 LSN  plan-2  C2   0.020
 LSN  plan-2  C1   0.020
 LSN  plan-2  N1   0.020
 LSN  plan-2  N4   0.020
 LSN  plan-2  N3   0.020
 LSN  plan-2  N2   0.020
 LSN  plan-2  H4   0.020
 LSN  plan-3  C12  0.020
 LSN  plan-3  C11  0.020
 LSN  plan-3  C10  0.020
 LSN  plan-3  C9   0.020
 LSN  plan-3  C13  0.020
 LSN  plan-3  C14  0.020
 LSN  plan-3  C8   0.020
 LSN  plan-3  C7   0.020
 LSN  plan-3  H17  0.020
 LSN  plan-3  H18  0.020
 LSN  plan-3  H19  0.020
 LSN  plan-3  H20  0.020
 LSN  plan-4  C8   0.020
 LSN  plan-4  C7   0.020
 LSN  plan-4  C6   0.020
 LSN  plan-4  C5   0.020
 LSN  plan-4  C4   0.020
 LSN  plan-4  C3   0.020
 LSN  plan-4  C2   0.020
 LSN  plan-4  C1   0.020
 LSN  plan-4  H21  0.020
 LSN  plan-4  H22  0.020
 LSN  plan-4  H23  0.020
 LSN  plan-4  H24  0.020

