# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 02:17:51 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: N-{4-[4-(hydroxymethyl)-1H-imidazol-2-yl]butyl}benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCc1c[nH]c(CCCCNC(=O)c2ccccc2)n1
#
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
 OH1  OH1  N-{4-[4-(hydroxymethyl)-1H-imidazol-2-yl]butyl}benzamide  ligand  39  20  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_OH1
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
 OH1  C10  C  CH2   0  -0.281  -1.0441   0.9649  -0.1219
 OH1  C13  C  CR6   0  -0.029  -4.6363  -0.1665   0.2514
 OH1  C15  C  CR16  0  -0.242  -6.9724  -0.3132   0.8335
 OH1  C17  C  CR16  0  -0.241  -6.2169  -1.1277  -1.2975
 OH1  O01  O  OH1   0  -0.670   8.1013   0.4268  -0.1797
 OH1  C03  C  CR5   0   0.086   5.8163  -0.1278  -0.2327
 OH1  C04  C  CR15  0  -0.127   5.6052   0.2018   1.0742
 OH1  N05  N  NR15  0  -0.603   4.2852  -0.0839   1.3026
 OH1  C06  C  CR5   0   0.435   3.7542  -0.5647   0.1592
 OH1  C07  C  CH2   0  -0.523   2.3265  -0.9657   0.0241
 OH1  C08  C  CH2   0  -0.430   1.3573   0.2169   0.0655
 OH1  C09  C  CH2   0  -0.430  -0.0855  -0.2189  -0.1519
 OH1  N11  N  NH1   0  -0.644  -2.4248   0.5888  -0.3352
 OH1  C12  C  C     0   0.523  -3.2516   0.2303   0.6585
 OH1  C14  C  CR16  0  -0.271  -5.6724   0.0398   1.1601
 OH1  C16  C  CR16  0  -0.252  -7.2474  -0.8983  -0.3964
 OH1  C18  C  CR16  0  -0.295  -4.9174  -0.7601  -0.9778
 OH1  O19  O  O     0  -0.494  -2.9215   0.2401   1.8380
 OH1  N20  N  N     0  -0.476   4.6599  -0.6015  -0.7897
 OH1  H1   H  HCH2  0   0.240  -0.9643   1.4886   0.8318
 OH1  H2   H  HCH2  0   0.248  -0.7778   1.6815  -0.9000
 OH1  H3   H  HCR6  0   0.262  -7.7723  -0.1342   1.5400
 OH1  H4   H  HCR6  0   0.264  -6.4229  -1.5988  -2.2494
 OH1  H5   H  HOH1  0   0.460   8.9069   0.4993  -0.6986
 OH1  H6   H  HCH2  0   0.208   6.9162   0.6509  -1.8754
 OH1  H7   H  HCH2  0   0.208   7.3068  -1.0102  -1.4601
 OH1  H8   H  HCR5  0   0.277   6.2470   0.5957   1.8430
 OH1  H9   H  HNR5  0   0.413   3.8042   0.0363   2.1799
 OH1  H10  H  HCH2  0   0.252   2.2217  -1.4939  -0.9249
 OH1  H11  H  HCH2  0   0.252   2.0659  -1.6789   0.8118
 OH1  H12  H  HCH2  0   0.227   1.4406   0.7325   1.0272
 OH1  H13  H  HCH2  0   0.232   1.6415   0.9449  -0.7001
 OH1  H14  H  HCH2  0   0.229  -0.3732  -0.9397   0.6185
 OH1  H15  H  HCH2  0   0.226  -0.1737  -0.7342  -1.1130
 OH1  H16  H  HNH1  0   0.407  -2.7724   0.6200  -1.2791
 OH1  H17  H  HCR6  0   0.259  -5.4609   0.4877   2.1220
 OH1  H18  H  HCR6  0   0.264  -8.2614  -1.1786  -0.6500
 OH1  H19  H  HCR6  0   0.259  -4.1265  -0.9679  -1.6878
 OH1  C02  C  CH2   0  -0.223   7.0740  -0.0281  -1.0260

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
 OH1  O01  C02  single    1.407  0.020  1.407
 OH1  C04  N05  aromatic  1.370  0.020  1.370
 OH1  C04  C03  aromatic  1.364  0.020  1.364
 OH1  C02  C03  single    1.490  0.020  1.490
 OH1  N05  C06  aromatic  1.349  0.020  1.349
 OH1  C03  N20  aromatic  1.368  0.020  1.368
 OH1  C06  N20  aromatic  1.312  0.020  1.312
 OH1  C06  C07  single    1.489  0.020  1.489
 OH1  C07  C08  single    1.530  0.020  1.530
 OH1  C08  C09  single    1.523  0.020  1.523
 OH1  C09  C10  single    1.524  0.020  1.524
 OH1  C10  N11  single    1.447  0.020  1.447
 OH1  N11  C12  single    1.341  0.020  1.341
 OH1  O19  C12  double    1.225  0.020  1.225
 OH1  C12  C13  single    1.497  0.020  1.497
 OH1  C13  C14  aromatic  1.393  0.020  1.393
 OH1  C13  C18  aromatic  1.394  0.020  1.394
 OH1  C14  C15  aromatic  1.386  0.020  1.386
 OH1  C18  C17  aromatic  1.388  0.020  1.388
 OH1  C15  C16  aromatic  1.389  0.020  1.389
 OH1  C17  C16  aromatic  1.388  0.020  1.388
 OH1  C10  H1   single    0.970  0.020  1.090
 OH1  C10  H2   single    0.970  0.020  1.090
 OH1  C15  H3   single    0.930  0.020  1.080
 OH1  C17  H4   single    0.930  0.020  1.080
 OH1  O01  H5   single    0.850  0.020  0.980
 OH1  C02  H6   single    0.970  0.020  1.090
 OH1  C02  H7   single    0.970  0.020  1.090
 OH1  C04  H8   single    0.930  0.020  1.080
 OH1  N05  H9   single    0.860  0.020  1.020
 OH1  C07  H10  single    0.970  0.020  1.090
 OH1  C07  H11  single    0.970  0.020  1.090
 OH1  C08  H12  single    0.970  0.020  1.090
 OH1  C08  H13  single    0.970  0.020  1.090
 OH1  C09  H14  single    0.970  0.020  1.090
 OH1  C09  H15  single    0.970  0.020  1.090
 OH1  N11  H16  single    0.860  0.020  1.020
 OH1  C14  H17  single    0.930  0.020  1.080
 OH1  C16  H18  single    0.930  0.020  1.080
 OH1  C18  H19  single    0.930  0.020  1.080

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
 OH1  H2   C10  H1   106.88  3.000
 OH1  H2   C10  N11  107.37  3.000
 OH1  H1   C10  N11  108.88  3.000
 OH1  H2   C10  C09  110.05  3.000
 OH1  H1   C10  C09  110.13  3.000
 OH1  N11  C10  C09  113.30  3.000
 OH1  C18  C13  C14  119.22  3.000
 OH1  C18  C13  C12  122.64  3.000
 OH1  C14  C13  C12  118.12  3.000
 OH1  H3   C15  C16  120.08  3.000
 OH1  H3   C15  C14  119.82  3.000
 OH1  C16  C15  C14  120.10  3.000
 OH1  H4   C17  C18  119.75  3.000
 OH1  H4   C17  C16  120.12  3.000
 OH1  C18  C17  C16  120.13  3.000
 OH1  H5   O01  C02  108.16  3.000
 OH1  N20  C03  C04  110.05  3.000
 OH1  N20  C03  C02  121.31  3.000
 OH1  C04  C03  C02  128.64  3.000
 OH1  H8   C04  N05  122.13  3.000
 OH1  H8   C04  C03  132.88  3.000
 OH1  N05  C04  C03  104.98  3.000
 OH1  H9   N05  C06  126.32  3.000
 OH1  H9   N05  C04  125.47  3.000
 OH1  C06  N05  C04  108.20  3.000
 OH1  N20  C06  C07  126.06  3.000
 OH1  C07  C06  N05  123.38  3.000
 OH1  N20  C06  N05  110.55  3.000
 OH1  H11  C07  H10  106.71  3.000
 OH1  H11  C07  C08  109.49  3.000
 OH1  H10  C07  C08  109.69  3.000
 OH1  H11  C07  C06  109.79  3.000
 OH1  H10  C07  C06  107.54  3.000
 OH1  C08  C07  C06  113.38  3.000
 OH1  H13  C08  H12  106.36  3.000
 OH1  H13  C08  C09  109.67  3.000
 OH1  H12  C08  C09  109.42  3.000
 OH1  H13  C08  C07  109.33  3.000
 OH1  H12  C08  C07  109.86  3.000
 OH1  C09  C08  C07  112.04  3.000
 OH1  H15  C09  H14  106.69  3.000
 OH1  H15  C09  C08  109.67  3.000
 OH1  H14  C09  C08  109.72  3.000
 OH1  H15  C09  C10  109.42  3.000
 OH1  H14  C09  C10  109.43  3.000
 OH1  C08  C09  C10  111.78  3.000
 OH1  H16  N11  C12  119.35  3.000
 OH1  H16  N11  C10  117.38  3.000
 OH1  C12  N11  C10  123.26  3.000
 OH1  O19  C12  N11  123.03  3.000
 OH1  O19  C12  C13  120.88  3.000
 OH1  N11  C12  C13  116.08  3.000
 OH1  H17  C14  C15  119.88  3.000
 OH1  H17  C14  C13  119.71  3.000
 OH1  C15  C14  C13  120.40  3.000
 OH1  H18  C16  C17  120.05  3.000
 OH1  H18  C16  C15  120.13  3.000
 OH1  C17  C16  C15  119.82  3.000
 OH1  H19  C18  C17  118.82  3.000
 OH1  H19  C18  C13  120.84  3.000
 OH1  C17  C18  C13  120.32  3.000
 OH1  C06  N20  C03  106.21  3.000
 OH1  H7   C02  H6   106.11  3.000
 OH1  H7   C02  C03  109.23  3.000
 OH1  H6   C02  C03  109.37  3.000
 OH1  H7   C02  O01  111.84  3.000
 OH1  H6   C02  O01  111.73  3.000
 OH1  C03  C02  O01  108.52  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
 OH1  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 OH1  CONST_02  C16  C17  C18  C13     0.00   0.0  0
 OH1  CONST_03  C18  C13  C14  C15     0.00   0.0  0
 OH1  CONST_04  C18  C17  C16  C15     0.00   0.0  0
 OH1  CONST_05  C14  C13  C18  C17     0.00   0.0  0
 OH1  CONST_06  C14  C15  C16  C17     0.00   0.0  0
 OH1  CONST_07  C06  N05  C04  C03     0.00   0.0  0
 OH1  CONST_08  N05  C06  N20  C03     0.00   0.0  0
 OH1  CONST_09  N20  C06  N05  C04     0.00   0.0  0
 OH1  CONST_10  C06  N20  C03  C04     0.00   0.0  0
 OH1  CONST_11  N20  C03  C04  N05     0.00   0.0  0
 OH1  CONST_12  C12  C13  C14  C15   180.00   0.0  0
 OH1  CONST_13  C12  C13  C18  C17   180.00   0.0  0
 OH1  CONST_14  N05  C04  C03  C02   180.00   0.0  0
 OH1  CONST_15  C06  N20  C03  C02   180.00   0.0  0
 OH1  CONST_16  C07  C06  N20  C03   180.00   0.0  0
 OH1  CONST_17  C07  C06  N05  C04   180.00   0.0  0
 OH1  CONST_18  H3   C15  C14  C13   180.00   0.0  0
 OH1  CONST_19  H4   C17  C18  C13   180.00   0.0  0
 OH1  CONST_20  H9   N05  C04  C03   180.00   0.0  0
 OH1  CONST_21  H8   C04  N05  C06   180.00   0.0  0
 OH1  CONST_22  H19  C18  C13  C14   180.00   0.0  0
 OH1  CONST_23  H18  C16  C15  C14   180.00   0.0  0
 OH1  CONST_24  H17  C14  C15  C16   180.00   0.0  0
 OH1  CONST_25  C13  C12  N11  C10   180.00   0.0  0
 OH1  CONST_26  H16  N11  C12  C13     0.00   0.0  0
 OH1  CONST_27  O19  C12  N11  C10     0.00   0.0  0
 OH1  Var_01    C04  C03  C02  O01     2.70  30.0  2
 OH1  Var_02    C08  C07  C06  N05    69.58  30.0  2
 OH1  Var_03    C14  C13  C12  N11  -151.26  30.0  2
 OH1  Var_04    C09  C08  C07  C06   176.85  30.0  3
 OH1  Var_05    C07  C08  C09  C10  -179.49  30.0  1
 OH1  Var_06    N11  C10  C09  C08   179.57  30.0  3
 OH1  Var_07    C12  N11  C10  C09    88.34  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
 OH1  plan-1  C03  0.020
 OH1  plan-1  C04  0.020
 OH1  plan-1  N05  0.020
 OH1  plan-1  C06  0.020
 OH1  plan-1  C07  0.020
 OH1  plan-1  N20  0.020
 OH1  plan-1  H8   0.020
 OH1  plan-1  H9   0.020
 OH1  plan-1  C02  0.020
 OH1  plan-2  C13  0.020
 OH1  plan-2  C15  0.020
 OH1  plan-2  C17  0.020
 OH1  plan-2  C12  0.020
 OH1  plan-2  C14  0.020
 OH1  plan-2  C16  0.020
 OH1  plan-2  C18  0.020
 OH1  plan-2  H3   0.020
 OH1  plan-2  H4   0.020
 OH1  plan-2  H17  0.020
 OH1  plan-2  H18  0.020
 OH1  plan-2  H19  0.020
 OH1  plan-3  C10  0.020
 OH1  plan-3  C13  0.020
 OH1  plan-3  N11  0.020
 OH1  plan-3  C12  0.020
 OH1  plan-3  O19  0.020
 OH1  plan-3  H16  0.020

