# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:51:05 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: N,N'-butane-1,4-diylbis(2,3-dihydroxybenzamide)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(C(=O)NCCCCNC(=O)c2cccc(O)c2O)c1O
#
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
 LCM  LCM  N,N'-butane-1,4-diylbis(2,3-dihydroxybenzamide)  ligand  46  26  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LCM
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
 LCM  C1    C  CR16  0  -0.370  -7.7757   1.5582   0.0475
 LCM  C2    C  CR6   0   0.267  -7.7197   0.3360  -0.5996
 LCM  C3    C  CR6   0   0.282  -6.5554  -0.4438  -0.5386
 LCM  C4    C  CR6   0  -0.166  -5.4541   0.0291   0.1686
 LCM  C5    C  CR16  0  -0.289  -5.5184   1.2686   0.8084
 LCM  C6    C  CR16  0  -0.264  -6.6736   2.0259   0.7541
 LCM  C7    C  C     0   0.524  -4.2235  -0.8124   0.2870
 LCM  N8    N  NH1   0  -0.634  -3.0803  -0.1739  -0.0057
 LCM  O9    O  O     0  -0.488  -4.2627  -1.9784   0.6533
 LCM  C10   C  CH2   0  -0.238  -1.7813  -0.8071   0.0803
 LCM  C11   C  CH2   0  -0.472  -0.6735   0.2330   0.0746
 LCM  C12   C  CH2   0  -0.474   0.7008  -0.4168   0.1574
 LCM  C13   C  CH2   0  -0.244   1.8099   0.6213   0.1216
 LCM  N14   N  NH1   0  -0.666   3.1074  -0.0166   0.2361
 LCM  C15   C  C     0   0.638   4.2416   0.5589  -0.1564
 LCM  C16   C  CR6   0  -0.175   5.5201  -0.1719   0.0333
 LCM  O17   O  O     0  -0.549   4.2392   1.6877  -0.6786
 LCM  C18   C  CR6   0   0.253   6.6948   0.4665  -0.3859
 LCM  C19   C  CR6   0   0.307   7.9382  -0.1715  -0.2253
 LCM  C20   C  CR16  0  -0.345   7.9973  -1.4261   0.3461
 LCM  C21   C  CR16  0  -0.258   6.8292  -2.0650   0.7608
 LCM  C22   C  CR16  0  -0.330   5.6071  -1.4488   0.6055
 LCM  O23   O  OH1   0  -0.650   6.7206   1.6786  -0.9482
 LCM  O24   O  OH1   0  -0.634   9.0733   0.4349  -0.6259
 LCM  O25   O  OH1   0  -0.617  -6.4794  -1.6244  -1.1793
 LCM  O26   O  OH1   0  -0.645  -8.7382  -0.1905  -1.3159
 LCM  H1    H  HCR6  0   0.279  -8.6836   2.1484   0.0015
 LCM  H5    H  HCR6  0   0.261  -4.6637   1.6263   1.3678
 LCM  H6    H  HCR6  0   0.261  -6.7270   2.9792   1.2616
 LCM  HN8   H  HNH1  0   0.405  -3.1327   0.7412  -0.4258
 LCM  H10   H  HCH2  0   0.239  -1.7341  -1.3956   0.9982
 LCM  H10A  H  HCH2  0   0.233  -1.6402  -1.5050  -0.7517
 LCM  H11   H  HCH2  0   0.236  -0.7396   0.8362  -0.8369
 LCM  H11A  H  HCH2  0   0.239  -0.8120   0.9176   0.9164
 LCM  H12   H  HCH2  0   0.237   0.7712  -1.0023   1.0800
 LCM  H12A  H  HCH2  0   0.241   0.8327  -1.1169  -0.6725
 LCM  H13   H  HCH2  0   0.247   1.7688   1.1767  -0.8157
 LCM  H13A  H  HCH2  0   0.241   1.6733   1.3453   0.9309
 LCM  HN14  H  HNH1  0   0.417   3.1381  -0.8998   0.7181
 LCM  H20   H  HCR6  0   0.271   8.9590  -1.9087   0.4689
 LCM  H21   H  HCR6  0   0.262   6.8877  -3.0486   1.2060
 LCM  H22   H  HCR6  0   0.250   4.7220  -1.9770   0.9342
 LCM  HO23  H  HOH1  0   0.483   5.7712   1.9781  -0.9900
 LCM  HO24  H  HOH1  0   0.474   8.8698   1.2975  -1.0078
 LCM  HO25  H  HOH1  0   0.476  -7.2821  -1.7770  -1.6928
 LCM  HO26  H  HOH1  0   0.484  -9.4810   0.4216  -1.3613

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
 LCM  C1   C2    aromatic  1.384  0.020  1.384
 LCM  C1   C6    aromatic  1.390  0.020  1.390
 LCM  C2   C3    aromatic  1.403  0.020  1.403
 LCM  C2   O26   single    1.352  0.020  1.352
 LCM  C3   C4    aromatic  1.392  0.020  1.392
 LCM  C3   O25   single    1.345  0.020  1.345
 LCM  C4   C5    aromatic  1.396  0.020  1.396
 LCM  C4   C7    single    1.496  0.020  1.496
 LCM  C5   C6    aromatic  1.382  0.020  1.382
 LCM  C7   N8    single    1.342  0.020  1.342
 LCM  C7   O9    double    1.223  0.020  1.223
 LCM  N8   C10   single    1.448  0.020  1.448
 LCM  C10  C11   single    1.520  0.020  1.520
 LCM  C11  C12   single    1.522  0.020  1.522
 LCM  C12  C13   single    1.520  0.020  1.520
 LCM  C13  N14   single    1.450  0.020  1.450
 LCM  N14  C15   single    1.331  0.020  1.331
 LCM  C15  C16   single    1.485  0.020  1.485
 LCM  C15  O17   double    1.244  0.020  1.244
 LCM  C16  C18   aromatic  1.401  0.020  1.401
 LCM  C16  C22   aromatic  1.402  0.020  1.402
 LCM  C18  C19   aromatic  1.407  0.020  1.407
 LCM  C18  O23   single    1.336  0.020  1.336
 LCM  C19  C20   aromatic  1.380  0.020  1.380
 LCM  C19  O24   single    1.348  0.020  1.348
 LCM  C20  C21   aromatic  1.395  0.020  1.395
 LCM  C21  C22   aromatic  1.377  0.020  1.377
 LCM  C1   H1    single    0.930  0.020  1.080
 LCM  C5   H5    single    0.930  0.020  1.080
 LCM  C6   H6    single    0.930  0.020  1.080
 LCM  N8   HN8   single    0.860  0.020  1.020
 LCM  C10  H10   single    0.970  0.020  1.090
 LCM  C10  H10A  single    0.970  0.020  1.090
 LCM  C11  H11   single    0.970  0.020  1.090
 LCM  C11  H11A  single    0.970  0.020  1.090
 LCM  C12  H12   single    0.970  0.020  1.090
 LCM  C12  H12A  single    0.970  0.020  1.090
 LCM  C13  H13   single    0.970  0.020  1.090
 LCM  C13  H13A  single    0.970  0.020  1.090
 LCM  N14  HN14  single    0.860  0.020  1.020
 LCM  C20  H20   single    0.930  0.020  1.080
 LCM  C21  H21   single    0.930  0.020  1.080
 LCM  C22  H22   single    0.930  0.020  1.080
 LCM  O23  HO23  single    0.850  0.020  0.980
 LCM  O24  HO24  single    0.850  0.020  0.980
 LCM  O25  HO25  single    0.850  0.020  0.980
 LCM  O26  HO26  single    0.850  0.020  0.980

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
 LCM  H1    C1   C6   120.16  3.000
 LCM  H1    C1   C2   119.66  3.000
 LCM  C6    C1   C2   120.18  3.000
 LCM  O26   C2   C3   115.59  3.000
 LCM  O26   C2   C1   124.14  3.000
 LCM  C3    C2   C1   120.27  3.000
 LCM  O25   C3   C4   119.70  3.000
 LCM  O25   C3   C2   120.93  3.000
 LCM  C4    C3   C2   119.35  3.000
 LCM  C7    C4   C5   120.07  3.000
 LCM  C7    C4   C3   120.01  3.000
 LCM  C5    C4   C3   119.87  3.000
 LCM  H5    C5   C6   119.95  3.000
 LCM  H5    C5   C4   119.59  3.000
 LCM  C6    C5   C4   120.45  3.000
 LCM  H6    C6   C5   120.39  3.000
 LCM  H6    C6   C1   119.74  3.000
 LCM  C5    C6   C1   119.87  3.000
 LCM  O9    C7   N8   123.12  3.000
 LCM  O9    C7   C4   122.27  3.000
 LCM  N8    C7   C4   114.59  3.000
 LCM  HN8   N8   C10  117.93  3.000
 LCM  HN8   N8   C7   118.58  3.000
 LCM  C10   N8   C7   122.92  3.000
 LCM  H10A  C10  H10  106.85  3.000
 LCM  H10A  C10  C11  109.84  3.000
 LCM  H10   C10  C11  109.92  3.000
 LCM  H10A  C10  N8   110.44  3.000
 LCM  H10   C10  N8   108.94  3.000
 LCM  C11   C10  N8   110.76  3.000
 LCM  H11A  C11  H11  106.75  3.000
 LCM  H11A  C11  C12  109.85  3.000
 LCM  H11   C11  C12  109.57  3.000
 LCM  H11A  C11  C10  109.46  3.000
 LCM  H11   C11  C10  109.64  3.000
 LCM  C12   C11  C10  111.45  3.000
 LCM  H12A  C12  H12  106.81  3.000
 LCM  H12A  C12  C13  109.35  3.000
 LCM  H12   C12  C13  109.77  3.000
 LCM  H12A  C12  C11  109.93  3.000
 LCM  H12   C12  C11  109.40  3.000
 LCM  C13   C12  C11  111.47  3.000
 LCM  H13A  C13  H13  107.10  3.000
 LCM  H13A  C13  N14  110.13  3.000
 LCM  H13   C13  N14  109.01  3.000
 LCM  H13A  C13  C12  110.08  3.000
 LCM  H13   C13  C12  109.92  3.000
 LCM  N14   C13  C12  110.53  3.000
 LCM  HN14  N14  C15  119.64  3.000
 LCM  HN14  N14  C13  116.81  3.000
 LCM  C15   N14  C13  123.29  3.000
 LCM  O17   C15  C16  120.13  3.000
 LCM  O17   C15  N14  120.97  3.000
 LCM  C16   C15  N14  118.89  3.000
 LCM  C22   C16  C18  119.01  3.000
 LCM  C22   C16  C15  123.63  3.000
 LCM  C18   C16  C15  117.35  3.000
 LCM  O23   C18  C19  116.25  3.000
 LCM  O23   C18  C16  123.73  3.000
 LCM  C19   C18  C16  120.02  3.000
 LCM  O24   C19  C20  119.74  3.000
 LCM  O24   C19  C18  120.42  3.000
 LCM  C20   C19  C18  119.84  3.000
 LCM  H20   C20  C21  120.40  3.000
 LCM  H20   C20  C19  119.35  3.000
 LCM  C21   C20  C19  120.25  3.000
 LCM  H21   C21  C22  120.09  3.000
 LCM  H21   C21  C20  119.60  3.000
 LCM  C22   C21  C20  120.31  3.000
 LCM  H22   C22  C21  118.24  3.000
 LCM  H22   C22  C16  121.19  3.000
 LCM  C21   C22  C16  120.57  3.000
 LCM  HO23  O23  C18  105.78  3.000
 LCM  HO24  O24  C19  110.01  3.000
 LCM  HO25  O25  C3   110.19  3.000
 LCM  HO26  O26  C2   111.00  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
 LCM  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 LCM  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 LCM  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 LCM  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 LCM  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 LCM  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 LCM  CONST_07  C20   C19  C18  C16     0.00   0.0  0
 LCM  CONST_08  C20   C21  C22  C16     0.00   0.0  0
 LCM  CONST_09  C21   C22  C16  C18     0.00   0.0  0
 LCM  CONST_10  C21   C20  C19  C18     0.00   0.0  0
 LCM  CONST_11  C22   C16  C18  C19     0.00   0.0  0
 LCM  CONST_12  C22   C21  C20  C19     0.00   0.0  0
 LCM  CONST_13  O25   C3   C2   C1    180.00   0.0  0
 LCM  CONST_14  C7    C4   C3   C2    180.00   0.0  0
 LCM  CONST_15  O26   C2   C3   C4    180.00   0.0  0
 LCM  CONST_16  O25   C3   C4   C5    180.00   0.0  0
 LCM  CONST_17  O26   C2   C1   C6    180.00   0.0  0
 LCM  CONST_18  C7    C4   C5   C6    180.00   0.0  0
 LCM  CONST_19  C19   C18  C16  C15   180.00   0.0  0
 LCM  CONST_20  C21   C22  C16  C15   180.00   0.0  0
 LCM  CONST_21  O24   C19  C18  C16   180.00   0.0  0
 LCM  CONST_22  O23   C18  C19  C20   180.00   0.0  0
 LCM  CONST_23  O24   C19  C20  C21   180.00   0.0  0
 LCM  CONST_24  O23   C18  C16  C22   180.00   0.0  0
 LCM  CONST_25  H5    C5   C6   C1    180.00   0.0  0
 LCM  CONST_26  H6    C6   C1   C2    180.00   0.0  0
 LCM  CONST_27  H1    C1   C2   C3    180.00   0.0  0
 LCM  CONST_28  H21   C21  C22  C16   180.00   0.0  0
 LCM  CONST_29  H22   C22  C16  C18   180.00   0.0  0
 LCM  CONST_30  H20   C20  C19  C18   180.00   0.0  0
 LCM  CONST_31  C10   N8   C7   C4    180.00   0.0  0
 LCM  CONST_32  C16   C15  N14  C13   180.00   0.0  0
 LCM  CONST_33  HN8   N8   C7   C4      0.00   0.0  0
 LCM  CONST_34  HN14  N14  C15  C16     0.00   0.0  0
 LCM  CONST_35  C10   N8   C7   O9      0.00   0.0  0
 LCM  CONST_36  O17   C15  N14  C13     0.00   0.0  0
 LCM  Var_01    N8    C7   C4   C3    131.04  30.0  2
 LCM  Var_02    C18   C16  C15  N14  -179.72  30.0  2
 LCM  Var_03    C11   C10  N8   C7   -164.14  30.0  3
 LCM  Var_04    C12   C11  C10  N8   -179.71  30.0  3
 LCM  Var_05    C13   C12  C11  C10   178.78  30.0  3
 LCM  Var_06    N14   C13  C12  C11   178.54  30.0  3
 LCM  Var_07    C15   N14  C13  C12   159.20  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
 LCM  plan-1  C1    0.020
 LCM  plan-1  C2    0.020
 LCM  plan-1  C3    0.020
 LCM  plan-1  C4    0.020
 LCM  plan-1  C5    0.020
 LCM  plan-1  C6    0.020
 LCM  plan-1  C7    0.020
 LCM  plan-1  O25   0.020
 LCM  plan-1  O26   0.020
 LCM  plan-1  H1    0.020
 LCM  plan-1  H5    0.020
 LCM  plan-1  H6    0.020
 LCM  plan-2  C15   0.020
 LCM  plan-2  C16   0.020
 LCM  plan-2  C18   0.020
 LCM  plan-2  C19   0.020
 LCM  plan-2  C20   0.020
 LCM  plan-2  C21   0.020
 LCM  plan-2  C22   0.020
 LCM  plan-2  O23   0.020
 LCM  plan-2  O24   0.020
 LCM  plan-2  H20   0.020
 LCM  plan-2  H21   0.020
 LCM  plan-2  H22   0.020
 LCM  plan-3  C4    0.020
 LCM  plan-3  C7    0.020
 LCM  plan-3  N8    0.020
 LCM  plan-3  O9    0.020
 LCM  plan-3  C10   0.020
 LCM  plan-3  HN8   0.020
 LCM  plan-4  C13   0.020
 LCM  plan-4  N14   0.020
 LCM  plan-4  C15   0.020
 LCM  plan-4  C16   0.020
 LCM  plan-4  O17   0.020
 LCM  plan-4  HN14  0.020

