# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 12:44:12 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: [2-(heptylamino)ethane-1,1-diyl]bis(phosphonic acid)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCNCC([P](O)(O)=O)[P](O)(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
 0M8  0M8  '[2-(heptylamino)ethane-1,1-diyl]bis(phosphonic acid)'  ligand  37  18  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0M8
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
 0M8  O1   O  OP    -1  -0.970   3.9376  -1.7252  -0.8379
 0M8  P1   P  P      0   1.140   2.5886  -1.6587  -0.1110
 0M8  O2   O  O      0  -0.857   1.3820  -1.7109  -1.0819
 0M8  O3   O  OP    -1  -0.997   2.4682  -2.7290   0.9954
 0M8  C9   C  CH1    0  -0.740   2.4928  -0.0301   0.7887
 0M8  P2   P  P      0   1.107   3.0195   1.5022  -0.1303
 0M8  O5   O  O      0  -0.880   2.5262   2.6825   0.7390
 0M8  O4   O  OP    -1  -0.901   4.5588   1.4540  -0.1800
 0M8  O6   O  OP    -1  -1.013   2.3759   1.4901  -1.5247
 0M8  C8   C  CH2    0  -0.292   1.1306   0.1209   1.4637
 0M8  N1   N  NH1    0  -0.593   0.0542   0.2790   0.5043
 0M8  C7   C  CH2    0  -0.274  -1.2449   0.0275   1.0731
 0M8  C6   C  CH2    0  -0.406  -2.3523   0.1487   0.0358
 0M8  C5   C  CH2    0  -0.374  -3.7453  -0.0356   0.6240
 0M8  C4   C  CH2    0  -0.383  -4.8578   0.0649  -0.4124
 0M8  C3   C  CH2    0  -0.402  -6.2511  -0.0853   0.1855
 0M8  C2   C  CH2    0  -0.423  -7.3672   0.0157  -0.8472
 0M8  C1   C  CH3    0  -0.673  -8.7537  -0.1445  -0.2387
 0M8  H3   H  HCH1   0   0.210   3.2193  -0.1176   1.6103
 0M8  H6   H  HCH2   0   0.202   0.9599  -0.7608   2.1099
 0M8  H7   H  HCH2   0   0.197   1.1440   0.9922   2.1294
 0M8  H8   H  HNH1   0   0.331   0.2562  -0.3916  -0.2421
 0M8  H10  H  HCH2   0   0.165  -1.3168  -0.9655   1.5581
 0M8  H11  H  HCH2   0   0.207  -1.4315   0.7543   1.8748
 0M8  H12  H  HCH2   0   0.218  -2.2850   1.1301  -0.4454
 0M8  H13  H  HCH2   0   0.156  -2.1888  -0.5926  -0.7548
 0M8  H14  H  HCH2   0   0.220  -3.8049  -1.0075   1.1268
 0M8  H15  H  HCH2   0   0.168  -3.9095   0.7173   1.4028
 0M8  H16  H  HCH2   0   0.171  -4.7879   1.0293  -0.9285
 0M8  H17  H  HCH2   0   0.189  -4.7077  -0.7006  -1.1816
 0M8  H18  H  HCH2   0   0.184  -6.3215  -1.0486   0.7033
 0M8  H19  H  HCH2   0   0.210  -6.4001   0.6814   0.9539
 0M8  H20  H  HCH2   0   0.213  -7.3005   0.9816  -1.3580
 0M8  H21  H  HCH2   0   0.258  -7.2160  -0.7454  -1.6187
 0M8  H22  H  HCH3   0   0.249  -8.9413   0.6160   0.5221
 0M8  H23  H  HCH3   0   0.234  -9.5367  -0.0566  -0.9927
 0M8  H24  H  HCH3   0   0.150  -8.8626  -1.1197   0.2400

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
 0M8  C1  C2   single  1.523  0.020  1.523
 0M8  C2  C3   single  1.524  0.020  1.524
 0M8  C3  C4   single  1.524  0.020  1.524
 0M8  C4  C5   single  1.524  0.020  1.524
 0M8  C5  C6   single  1.523  0.020  1.523
 0M8  C7  C6   single  1.522  0.020  1.522
 0M8  C7  N1   single  1.440  0.020  1.440
 0M8  O2  P1   deloc   1.550  0.020  1.550
 0M8  O1  P1   deloc   1.534  0.020  1.534
 0M8  N1  C8   single  1.451  0.020  1.451
 0M8  C8  C9   single  1.528  0.020  1.528
 0M8  C9  P1   single  1.863  0.020  1.863
 0M8  C9  P2   single  1.863  0.020  1.863
 0M8  P1  O3   deloc   1.544  0.020  1.544
 0M8  O5  P2   deloc   1.547  0.020  1.547
 0M8  P2  O6   deloc   1.536  0.020  1.536
 0M8  P2  O4   deloc   1.541  0.020  1.541
 0M8  C9  H3   single  0.970  0.020  1.090
 0M8  C8  H6   single  0.970  0.020  1.090
 0M8  C8  H7   single  0.970  0.020  1.090
 0M8  N1  H8   single  0.890  0.020  1.040
 0M8  C7  H10  single  0.970  0.020  1.090
 0M8  C7  H11  single  0.970  0.020  1.090
 0M8  C6  H12  single  0.970  0.020  1.090
 0M8  C6  H13  single  0.970  0.020  1.090
 0M8  C5  H14  single  0.970  0.020  1.090
 0M8  C5  H15  single  0.970  0.020  1.090
 0M8  C4  H16  single  0.970  0.020  1.090
 0M8  C4  H17  single  0.970  0.020  1.090
 0M8  C3  H18  single  0.970  0.020  1.090
 0M8  C3  H19  single  0.970  0.020  1.090
 0M8  C2  H20  single  0.970  0.020  1.090
 0M8  C2  H21  single  0.970  0.020  1.090
 0M8  C1  H22  single  0.970  0.020  1.090
 0M8  C1  H23  single  0.970  0.020  1.090
 0M8  C1  H24  single  0.970  0.020  1.090

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
 0M8  C9   P1  O3   104.83  3.000
 0M8  O3   P1  O2   111.40  3.000
 0M8  C9   P1  O2   106.98  3.000
 0M8  O3   P1  O1   112.21  3.000
 0M8  C9   P1  O1   108.18  3.000
 0M8  O2   P1  O1   112.73  3.000
 0M8  H3   C9  C8   105.47  3.000
 0M8  H3   C9  P2   104.31  3.000
 0M8  C8   C9  P2   112.88  3.000
 0M8  H3   C9  P1   104.90  3.000
 0M8  P2   C9  P1   117.80  3.000
 0M8  C8   C9  P1   110.22  3.000
 0M8  O6   P2  O4   112.89  3.000
 0M8  O4   P2  O5   111.14  3.000
 0M8  O6   P2  O5   112.50  3.000
 0M8  O4   P2  C9   105.82  3.000
 0M8  O6   P2  C9   108.84  3.000
 0M8  O5   P2  C9   105.09  3.000
 0M8  H7   C8  H6   106.29  3.000
 0M8  H7   C8  N1   108.91  3.000
 0M8  H6   C8  N1   111.02  3.000
 0M8  H7   C8  C9   109.62  3.000
 0M8  H6   C8  C9   108.47  3.000
 0M8  N1   C8  C9   112.35  3.000
 0M8  H8   N1  C7   110.58  3.000
 0M8  H8   N1  C8   105.34  3.000
 0M8  C7   N1  C8   112.90  3.000
 0M8  H11  C7  H10  105.23  3.000
 0M8  H11  C7  C6   108.74  3.000
 0M8  H10  C7  C6   108.82  3.000
 0M8  H11  C7  N1   109.02  3.000
 0M8  H10  C7  N1   112.83  3.000
 0M8  C6   C7  N1   111.91  3.000
 0M8  H13  C6  H12  106.26  3.000
 0M8  H13  C6  C5   109.46  3.000
 0M8  H12  C6  C5   109.53  3.000
 0M8  H13  C6  C7   109.22  3.000
 0M8  H12  C6  C7   109.03  3.000
 0M8  C5   C6  C7   113.11  3.000
 0M8  H15  C5  H14  105.98  3.000
 0M8  H15  C5  C4   109.19  3.000
 0M8  H14  C5  C4   109.32  3.000
 0M8  H15  C5  C6   109.17  3.000
 0M8  H14  C5  C6   109.52  3.000
 0M8  C4   C5  C6   113.39  3.000
 0M8  H17  C4  H16  106.00  3.000
 0M8  H17  C4  C3   109.38  3.000
 0M8  H16  C4  C3   109.26  3.000
 0M8  H17  C4  C5   109.36  3.000
 0M8  H16  C4  C5   109.38  3.000
 0M8  C3   C4  C5   113.22  3.000
 0M8  H19  C3  H18  105.96  3.000
 0M8  H19  C3  C2   109.23  3.000
 0M8  H18  C3  C2   109.36  3.000
 0M8  H19  C3  C4   109.30  3.000
 0M8  H18  C3  C4   109.32  3.000
 0M8  C2   C3  C4   113.41  3.000
 0M8  H21  C2  H20  106.04  3.000
 0M8  H21  C2  C1   109.54  3.000
 0M8  H20  C2  C1   109.56  3.000
 0M8  H21  C2  C3   109.30  3.000
 0M8  H20  C2  C3   109.27  3.000
 0M8  C1   C2  C3   112.90  3.000
 0M8  H24  C1  H23  107.67  3.000
 0M8  H24  C1  H22  107.43  3.000
 0M8  H23  C1  H22  107.59  3.000
 0M8  H24  C1  C2   111.10  3.000
 0M8  H23  C1  C2   111.65  3.000
 0M8  H22  C1  C2   111.20  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
 0M8  Var_01  C8   C9  P1  O1   176.68  30.0  3
 0M8  Var_02  N1   C8  C9  P1   -68.55  30.0  2
 0M8  Var_03  O5   P2  C9  P1   167.39  30.0  3
 0M8  Var_04  C7   N1  C8  C9   162.71  30.0  1
 0M8  Var_05  C6   C7  N1  C8  -177.87  30.0  1
 0M8  Var_06  C5   C6  C7  N1  -176.79  30.0  3
 0M8  Var_07  C4   C5  C6  C7  -179.19  30.0  1
 0M8  Var_08  C3   C4  C5  C6  -178.56  30.0  1
 0M8  Var_09  C2   C3  C4  C5   179.95  30.0  1
 0M8  Var_10  C1   C2  C3  C4   179.65  30.0  1
 0M8  Var_11  H22  C1  C2  C3    59.11  30.0  3

