# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 02:32:30 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: [(5R)-5-amino-5-carboxy-8-hydroxyoctyl](trihydroxy)borate(1-)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@](CCCO)(CCCC[B-](O)(O)O)C(O)=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
 1EC  1EC  '[(5R)-5-amino-5-carboxy-8-hydroxyoctyl](trihydroxy)borate(1-)'  ligand  37  17  .  2021-08-03  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1EC
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
 1EC  O3   O  OC    -1  -0.608  -2.1902  -2.2922   0.9245
 1EC  C1   C  C      0   0.424  -1.8309  -1.5200   0.0125
 1EC  O2   O  O      0  -0.614  -1.6343  -1.8335  -1.1790
 1EC  C5   C  CT     0  -0.029  -1.6528  -0.0182   0.3602
 1EC  N16  N  NH2    0  -0.808  -1.6635   0.1666   1.8074
 1EC  C15  C  CH2    0  -0.420  -2.7915   0.7599  -0.3340
 1EC  C19  C  CH2    0  -0.462  -4.2014   0.3537   0.0798
 1EC  C20  C  CH2    0  -0.136  -5.2431   1.2723  -0.5274
 1EC  O21  O  OH1    0  -0.677  -6.5308   0.8467  -0.1290
 1EC  C6   C  CH2    0  -0.364  -0.3188   0.5019  -0.1929
 1EC  C7   C  CH2    0  -0.400   0.9232  -0.1950   0.3442
 1EC  C8   C  CH2    0  -0.428   2.2282   0.3864  -0.1916
 1EC  C9   C  CH2    0  -0.638   3.4865  -0.2969   0.3407
 1EC  B10  B  B     -1   0.428   4.9191   0.3191  -0.1850
 1EC  O23  O  OB     0  -0.748   6.0648  -0.4885   0.2930
 1EC  O13  O  OB     0  -0.753   5.0570   0.2608  -1.6576
 1EC  O11  O  OB     0  -0.751   4.9885   1.7160   0.3163
 1EC  H2   H  HNH2   0   0.323  -1.9357   1.1172   2.0297
 1EC  H3   H  HNH2   0   0.332  -2.3551  -0.4465   2.2168
 1EC  H5   H  HCH2   0   0.203  -2.6499   1.8267  -0.1168
 1EC  H6   H  HCH2   0   0.211  -2.6886   0.6570  -1.4179
 1EC  H7   H  HCH2   0   0.222  -4.4041  -0.6742  -0.2343
 1EC  H8   H  HCH2   0   0.207  -4.2946   0.3813   1.1698
 1EC  H9   H  HCH2   0   0.186  -5.0474   2.3037  -0.2033
 1EC  H10  H  HCH2   0   0.184  -5.1418   1.2643  -1.6216
 1EC  H11  H  HOH1   0   0.450  -7.1741   1.4619  -0.4913
 1EC  H12  H  HCH2   0   0.196  -0.3357   0.4241  -1.2829
 1EC  H13  H  HCH2   0   0.187  -0.2486   1.5749   0.0303
 1EC  H14  H  HCH2   0   0.191   0.9252  -0.1393   1.4364
 1EC  H15  H  HCH2   0   0.191   0.8828  -1.2615   0.0965
 1EC  H16  H  HCH2   0   0.170   2.2085   0.3264  -1.2884
 1EC  H17  H  HCH2   0   0.185   2.2622   1.4572   0.0399
 1EC  H18  H  HCH2   0   0.147   3.4399  -0.2739   1.4412
 1EC  H19  H  HCH2   0   0.150   3.4204  -1.3655   0.0855
 1EC  H20  H  H      0   0.417   5.9206  -0.6984   1.2179
 1EC  H21  H  H      0   0.416   4.2835   0.6652  -2.0562
 1EC  H22  H  H      0   0.417   5.8215   2.1037   0.0329

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
 1EC  O2   C1   deloc   1.248  0.020  1.248
 1EC  C20  O21  single  1.414  0.020  1.414
 1EC  C20  C19  single  1.516  0.020  1.516
 1EC  C15  C19  single  1.524  0.020  1.524
 1EC  C15  C5   single  1.544  0.020  1.544
 1EC  O23  B10  single  1.481  0.020  1.481
 1EC  C6   C5   single  1.535  0.020  1.535
 1EC  C6   C7   single  1.522  0.020  1.522
 1EC  C1   C5   single  1.552  0.020  1.552
 1EC  C1   O3   deloc   1.248  0.020  1.248
 1EC  C8   C7   single  1.526  0.020  1.526
 1EC  C8   C9   single  1.528  0.020  1.528
 1EC  C5   N16  single  1.459  0.020  1.459
 1EC  C9   B10  single  1.646  0.020  1.646
 1EC  B10  O11  single  1.486  0.020  1.486
 1EC  B10  O13  single  1.480  0.020  1.480
 1EC  N16  H2   single  0.890  0.020  1.040
 1EC  N16  H3   single  0.890  0.020  1.040
 1EC  C15  H5   single  0.970  0.020  1.090
 1EC  C15  H6   single  0.970  0.020  1.090
 1EC  C19  H7   single  0.970  0.020  1.090
 1EC  C19  H8   single  0.970  0.020  1.090
 1EC  C20  H9   single  0.970  0.020  1.090
 1EC  C20  H10  single  0.970  0.020  1.090
 1EC  O21  H11  single  0.850  0.020  0.980
 1EC  C6   H12  single  0.970  0.020  1.090
 1EC  C6   H13  single  0.970  0.020  1.090
 1EC  C7   H14  single  0.970  0.020  1.090
 1EC  C7   H15  single  0.970  0.020  1.090
 1EC  C8   H16  single  0.970  0.020  1.090
 1EC  C8   H17  single  0.970  0.020  1.090
 1EC  C9   H18  single  0.970  0.020  1.090
 1EC  C9   H19  single  0.970  0.020  1.090
 1EC  O23  H20  single  0.850  0.020  0.980
 1EC  O13  H21  single  0.850  0.020  0.980
 1EC  O11  H22  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
 1EC  C5   C1   O2   116.04  3.000
 1EC  C5   C1   O3   117.91  3.000
 1EC  O2   C1   O3   126.01  3.000
 1EC  C6   C5   C15  107.95  3.000
 1EC  C6   C5   N16  108.71  3.000
 1EC  C15  C5   N16  112.13  3.000
 1EC  N16  C5   C1   110.12  3.000
 1EC  C6   C5   C1   110.30  3.000
 1EC  C15  C5   C1   107.60  3.000
 1EC  H3   N16  H2   107.23  3.000
 1EC  H3   N16  C5   109.26  3.000
 1EC  H2   N16  C5   109.77  3.000
 1EC  H6   C15  H5   105.99  3.000
 1EC  H6   C15  C19  109.33  3.000
 1EC  H5   C15  C19  108.94  3.000
 1EC  H6   C15  C5   109.19  3.000
 1EC  H5   C15  C5   107.80  3.000
 1EC  C19  C15  C5   115.20  3.000
 1EC  H8   C19  H7   107.10  3.000
 1EC  H8   C19  C20  108.97  3.000
 1EC  H7   C19  C20  109.09  3.000
 1EC  H8   C19  C15  110.03  3.000
 1EC  H7   C19  C15  110.12  3.000
 1EC  C20  C19  C15  111.43  3.000
 1EC  H10  C20  H9   106.51  3.000
 1EC  H10  C20  O21  111.25  3.000
 1EC  H9   C20  O21  111.21  3.000
 1EC  H10  C20  C19  109.33  3.000
 1EC  H9   C20  C19  109.17  3.000
 1EC  O21  C20  C19  109.31  3.000
 1EC  H11  O21  C20  108.11  3.000
 1EC  H13  C6   H12  105.86  3.000
 1EC  H13  C6   C7   108.87  3.000
 1EC  H12  C6   C7   109.38  3.000
 1EC  H13  C6   C5   108.26  3.000
 1EC  H12  C6   C5   108.77  3.000
 1EC  C7   C6   C5   115.27  3.000
 1EC  H15  C7   H14  105.99  3.000
 1EC  H15  C7   C8   108.85  3.000
 1EC  H14  C7   C8   109.25  3.000
 1EC  H15  C7   C6   109.62  3.000
 1EC  H14  C7   C6   109.31  3.000
 1EC  C8   C7   C6   113.55  3.000
 1EC  H17  C8   H16  105.35  3.000
 1EC  H17  C8   C9   109.75  3.000
 1EC  H16  C8   C9   109.77  3.000
 1EC  H17  C8   C7   108.94  3.000
 1EC  H16  C8   C7   108.33  3.000
 1EC  C9   C8   C7   114.32  3.000
 1EC  H19  C9   H18  104.44  3.000
 1EC  H19  C9   B10  109.98  3.000
 1EC  H18  C9   B10  110.37  3.000
 1EC  H19  C9   C8   107.70  3.000
 1EC  H18  C9   C8   107.69  3.000
 1EC  B10  C9   C8   116.00  3.000
 1EC  O11  B10  O13  111.62  3.000
 1EC  O13  B10  O23  103.15  3.000
 1EC  O11  B10  O23  111.57  3.000
 1EC  O13  B10  C9   112.60  3.000
 1EC  O11  B10  C9   106.55  3.000
 1EC  O23  B10  C9   111.48  3.000
 1EC  H20  O23  B10  108.31  3.000
 1EC  H21  O13  B10  108.76  3.000
 1EC  H22  O11  B10  108.67  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
 1EC  Var_01  C20  C19  C15  C5    173.45  30.0  3
 1EC  Var_02  C8   C7   C6   C5   -177.86  30.0  3
 1EC  Var_03  O21  C20  C19  C15   179.30  30.0  1
 1EC  Var_04  C9   C8   C7   C6    179.78  30.0  1
 1EC  Var_05  B10  C9   C8   C7   -178.71  30.0  3
 1EC  Var_06  O23  B10  C9   C8   -174.93  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
 1EC  chir_01  C5  C6  C1  N16  negativ

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
 1EC  plan-1  O3  0.020
 1EC  plan-1  C1  0.020
 1EC  plan-1  O2  0.020
 1EC  plan-1  C5  0.020

