# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 21:02:45 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: (10E)-hexadec-10-en-12-yn-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC#C\C=C\CCCCCCCCCO
#
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
 B9M  B9M  (10E)-hexadec-10-en-12-yn-1-ol  ligand  45  17  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B9M
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
 B9M  C16   C  CH3   0  -0.670    9.7089  -1.4773  -0.3850
 B9M  C15   C  CH2   0  -0.424    8.3477  -0.8927  -0.7304
 B9M  C14   C  CH2   0  -0.601    7.4622  -0.7437   0.5110
 B9M  C13   C  CSP   0   0.116    6.1514  -0.1832   0.2101
 B9M  C12   C  CSP   0   0.042    5.0724   0.2882  -0.0571
 B9M  C11   C  C1    0  -0.470    3.8024   0.8250  -0.4097
 B9M  C10   C  C1    0  -0.178    2.8580   1.1711   0.4712
 B9M  C9    C  CH2   0  -0.491    1.5128   1.6906   0.0896
 B9M  C8    C  CH2   0  -0.416    0.3924   0.7327   0.5020
 B9M  C7    C  CH2   0  -0.414   -0.9897   1.2286   0.0980
 B9M  C6    C  CH2   0  -0.412   -2.0972   0.2377   0.4347
 B9M  C5    C  CH2   0  -0.412   -3.4791   0.7059  -0.0039
 B9M  C4    C  CH2   0  -0.409   -4.5684  -0.3305   0.2429
 B9M  C3    C  CH2   0  -0.424   -5.9479   0.1274  -0.2135
 B9M  C2    C  CH2   0  -0.453   -7.0237  -0.9326  -0.0102
 B9M  C1    C  CH2   0  -0.137   -8.3849  -0.4644  -0.4845
 B9M  O     O  OH1   0  -0.676   -9.3321  -1.4886  -0.2620
 B9M  H161  H  HCH3  0   0.222   10.2413  -0.8455   0.3281
 B9M  H162  H  HCH3  0   0.222    9.6133  -2.4699   0.0587
 B9M  H163  H  HCH3  0   0.235   10.3324  -1.5718  -1.2740
 B9M  H151  H  HCH2  0   0.228    8.4695   0.0850  -1.2021
 B9M  H152  H  HCH2  0   0.229    7.8411  -1.5296  -1.4587
 B9M  H141  H  HCH2  0   0.259    7.3372  -1.7195   0.9907
 B9M  H142  H  HCH2  0   0.260    7.9657  -0.1089   1.2466
 B9M  H11   H  H     0   0.266    3.6094   0.9469  -1.4724
 B9M  H10   H  H     0   0.252    3.0513   1.0433   1.5328
 B9M  H91C  H  HCH2  0   0.237    1.3449   2.6604   0.5706
 B9M  H92C  H  HCH2  0   0.234    1.4721   1.8624  -0.9895
 B9M  H81C  H  HCH2  0   0.219    0.5766  -0.2455   0.0468
 B9M  H82C  H  HCH2  0   0.218    0.4276   0.5769   1.5850
 B9M  H71C  H  HCH2  0   0.211   -1.1944   2.1887   0.5841
 B9M  H72C  H  HCH2  0   0.210   -1.0012   1.4258  -0.9794
 B9M  H61C  H  HCH2  0   0.207   -1.8733  -0.7230  -0.0424
 B9M  H62C  H  HCH2  0   0.209   -2.1011   0.0454   1.5130
 B9M  H51C  H  HCH2  0   0.208   -3.7352   1.6361   0.5151
 B9M  H52C  H  HCH2  0   0.206   -3.4539   0.9525  -1.0710
 B9M  H41C  H  HCH2  0   0.208   -4.3039  -1.2583  -0.2765
 B9M  H42C  H  HCH2  0   0.209   -4.6020  -0.5800   1.3088
 B9M  H31C  H  HCH2  0   0.212   -6.2263   1.0395   0.3256
 B9M  H32C  H  HCH2  0   0.211   -5.9035   0.4033  -1.2725
 B9M  H21C  H  HCH2  0   0.217   -6.7429  -1.8437  -0.5487
 B9M  H22C  H  HCH2  0   0.217   -7.0803  -1.1979   1.0502
 B9M  H11C  H  HCH2  0   0.186   -8.6580   0.4548   0.0517
 B9M  H12C  H  HCH2  0   0.187   -8.3261  -0.1998  -1.5490
 B9M  H     H  HOH1  0   0.451  -10.1844  -1.1843  -0.5860

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
 B9M  C16  C15   single  1.521  0.020  1.521
 B9M  C15  C14   single  1.532  0.020  1.532
 B9M  C14  C13   single  1.457  0.020  1.457
 B9M  C13  C12   triple  1.207  0.020  1.207
 B9M  C12  C11   single  1.423  0.020  1.423
 B9M  C11  C10   double  1.337  0.020  1.337
 B9M  C10  C9    single  1.492  0.020  1.492
 B9M  C9   C8    single  1.531  0.020  1.531
 B9M  C8   C7    single  1.523  0.020  1.523
 B9M  C7   C6    single  1.524  0.020  1.524
 B9M  C6   C5    single  1.524  0.020  1.524
 B9M  C5   C4    single  1.524  0.020  1.524
 B9M  C4   C3    single  1.524  0.020  1.524
 B9M  C3   C2    single  1.524  0.020  1.524
 B9M  C2   C1    single  1.516  0.020  1.516
 B9M  C1   O     single  1.413  0.020  1.413
 B9M  C16  H161  single  0.970  0.020  1.090
 B9M  C16  H162  single  0.970  0.020  1.090
 B9M  C16  H163  single  0.970  0.020  1.090
 B9M  C15  H151  single  0.970  0.020  1.090
 B9M  C15  H152  single  0.970  0.020  1.090
 B9M  C14  H141  single  0.970  0.020  1.090
 B9M  C14  H142  single  0.970  0.020  1.090
 B9M  C11  H11   single  0.930  0.020  1.080
 B9M  C10  H10   single  0.930  0.020  1.080
 B9M  C9   H91C  single  0.970  0.020  1.090
 B9M  C9   H92C  single  0.970  0.020  1.090
 B9M  C8   H81C  single  0.970  0.020  1.090
 B9M  C8   H82C  single  0.970  0.020  1.090
 B9M  C7   H71C  single  0.970  0.020  1.090
 B9M  C7   H72C  single  0.970  0.020  1.090
 B9M  C6   H61C  single  0.970  0.020  1.090
 B9M  C6   H62C  single  0.970  0.020  1.090
 B9M  C5   H51C  single  0.970  0.020  1.090
 B9M  C5   H52C  single  0.970  0.020  1.090
 B9M  C4   H41C  single  0.970  0.020  1.090
 B9M  C4   H42C  single  0.970  0.020  1.090
 B9M  C3   H31C  single  0.970  0.020  1.090
 B9M  C3   H32C  single  0.970  0.020  1.090
 B9M  C2   H21C  single  0.970  0.020  1.090
 B9M  C2   H22C  single  0.970  0.020  1.090
 B9M  C1   H11C  single  0.970  0.020  1.090
 B9M  C1   H12C  single  0.970  0.020  1.090
 B9M  O    H     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
 B9M  H163  C16  H162  107.62  3.000
 B9M  H163  C16  H161  107.70  3.000
 B9M  H162  C16  H161  107.67  3.000
 B9M  H163  C16  C15   111.10  3.000
 B9M  H162  C16  C15   111.31  3.000
 B9M  H161  C16  C15   111.25  3.000
 B9M  H152  C15  H151  106.60  3.000
 B9M  H152  C15  C14   109.20  3.000
 B9M  H151  C15  C14   109.11  3.000
 B9M  H152  C15  C16   110.02  3.000
 B9M  H151  C15  C16   110.02  3.000
 B9M  C14   C15  C16   111.75  3.000
 B9M  H142  C14  H141  105.97  3.000
 B9M  H142  C14  C13   109.24  3.000
 B9M  H141  C14  C13   109.31  3.000
 B9M  H142  C14  C15   109.58  3.000
 B9M  H141  C14  C15   109.54  3.000
 B9M  C13   C14  C15   112.96  3.000
 B9M  C12   C13  C14   180.00  3.000
 B9M  C11   C12  C13   180.00  3.000
 B9M  H11   C11  C10   119.32  3.000
 B9M  H11   C11  C12   116.29  3.000
 B9M  C10   C11  C12   124.39  3.000
 B9M  H10   C10  C9    116.83  3.000
 B9M  H10   C10  C11   119.18  3.000
 B9M  C9    C10  C11   123.96  3.000
 B9M  H92C  C9   H91C  106.77  3.000
 B9M  H92C  C9   C8    109.69  3.000
 B9M  H91C  C9   C8    108.88  3.000
 B9M  H92C  C9   C10   109.92  3.000
 B9M  H91C  C9   C10   109.53  3.000
 B9M  C8    C9   C10   111.92  3.000
 B9M  H82C  C8   H81C  106.19  3.000
 B9M  H82C  C8   C7    109.75  3.000
 B9M  H81C  C8   C7    109.48  3.000
 B9M  H82C  C8   C9    109.40  3.000
 B9M  H81C  C8   C9    108.91  3.000
 B9M  C7    C8   C9    112.89  3.000
 B9M  H72C  C7   H71C  106.06  3.000
 B9M  H72C  C7   C6    109.07  3.000
 B9M  H71C  C7   C6    109.64  3.000
 B9M  H72C  C7   C8    109.21  3.000
 B9M  H71C  C7   C8    109.71  3.000
 B9M  C6    C7   C8    112.91  3.000
 B9M  H62C  C6   H61C  105.99  3.000
 B9M  H62C  C6   C5    109.52  3.000
 B9M  H61C  C6   C5    109.23  3.000
 B9M  H62C  C6   C7    109.53  3.000
 B9M  H61C  C6   C7    108.99  3.000
 B9M  C5    C6   C7    113.32  3.000
 B9M  H52C  C5   H51C  106.00  3.000
 B9M  H52C  C5   C4    109.11  3.000
 B9M  H51C  C5   C4    109.49  3.000
 B9M  H52C  C5   C6    109.19  3.000
 B9M  H51C  C5   C6    109.66  3.000
 B9M  C4    C5   C6    113.13  3.000
 B9M  H42C  C4   H41C  106.02  3.000
 B9M  H42C  C4   C3    109.41  3.000
 B9M  H41C  C4   C3    109.34  3.000
 B9M  H42C  C4   C5    109.54  3.000
 B9M  H41C  C4   C5    109.06  3.000
 B9M  C3    C4   C5    113.23  3.000
 B9M  H32C  C3   H31C  106.05  3.000
 B9M  H32C  C3   C2    109.44  3.000
 B9M  H31C  C3   C2    109.52  3.000
 B9M  H32C  C3   C4    109.18  3.000
 B9M  H31C  C3   C4    109.45  3.000
 B9M  C2    C3   C4    112.96  3.000
 B9M  H22C  C2   H21C  106.74  3.000
 B9M  H22C  C2   C1    109.36  3.000
 B9M  H21C  C2   C1    109.48  3.000
 B9M  H22C  C2   C3    109.53  3.000
 B9M  H21C  C2   C3    109.40  3.000
 B9M  C1    C2   C3    112.17  3.000
 B9M  H12C  C1   H11C  106.54  3.000
 B9M  H12C  C1   O     111.30  3.000
 B9M  H11C  C1   O     111.29  3.000
 B9M  H12C  C1   C2    109.24  3.000
 B9M  H11C  C1   C2    109.21  3.000
 B9M  O     C1   C2    109.21  3.000
 B9M  H     O    C1    108.18  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
 B9M  Var_01  C9    C10  C11  C12  -177.88   0.0  2
 B9M  Var_02  C13   C14  C15  C16   179.90  30.0  3
 B9M  Var_03  C10   C11  C12  C13   154.40  30.0  3
 B9M  Var_04  C8    C9   C10  C11   114.90  30.0  3
 B9M  Var_05  C7    C8   C9   C10  -178.85  30.0  3
 B9M  Var_06  C6    C7   C8   C9    176.61  30.0  3
 B9M  Var_07  C5    C6   C7   C8   -178.24  30.0  3
 B9M  Var_08  C4    C5   C6   C7    175.82  30.0  3
 B9M  Var_09  C3    C4   C5   C6   -179.16  30.0  3
 B9M  Var_10  C2    C3   C4   C5    177.92  30.0  3
 B9M  Var_11  C1    C2   C3   C4   -179.35  30.0  3
 B9M  Var_12  O     C1   C2   C3   -179.74  30.0  3
 B9M  Var_13  H161  C16  C15  C14   -59.60  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
 B9M  plan-1  C12  0.020
 B9M  plan-1  C11  0.020
 B9M  plan-1  C10  0.020
 B9M  plan-1  C9   0.020
 B9M  plan-1  H11  0.020
 B9M  plan-1  H10  0.020

