# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 23:39:32 2021
#   Inital geometry file: a 94 line input string
#   Ligand name: (1~{S})-1-(4-chloranylphenoxy)-1-imidazol-1-yl-3,3-dimethyl-butan-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)C(=O)[C@H](Oc1ccc(Cl)cc1)n2ccnc2
#
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
 RQH  RQH  (1~{S})-1-(4-chloranylphenoxy)-1-imidazol-1-yl-3,3-dimethyl-butan-2-one  ligand  37  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_RQH
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
 RQH  C10   C   CR15  0  -0.209  30.7048  -5.2511  2.7132
 RQH  C15   C   CR16  0  -0.340  24.5769  -6.2884  3.7595
 RQH  C17   C   CR6   0  -0.049  23.1683  -7.1172  5.5100
 RQH  C01   C   CH3   0  -0.648  25.3082  -2.6404  4.3708
 RQH  C03   C   CH3   0  -0.634  27.2115  -1.7421  5.7273
 RQH  C04   C   CH3   0  -0.654  27.4907  -2.0953  3.2640
 RQH  C05   C   C     0   0.412  27.2448  -4.0634  4.8212
 RQH  C07   C   CH1   0   0.116  27.2589  -5.0586  3.6358
 RQH  C09   C   CR15  0  -0.096  29.7683  -5.2413  3.7005
 RQH  C12   C   CR15  0   0.108  28.8352  -5.0233  1.7242
 RQH  C14   C   CR6   0   0.353  25.6941  -6.5711  4.5352
 RQH  C16   C   CR16  0  -0.202  23.3078  -6.5566  4.2511
 RQH  C18   C   CR16  0  -0.207  24.2794  -7.4140  6.2849
 RQH  C19   C   CR16  0  -0.315  25.5447  -7.1284  5.7979
 RQH  N08   N   NR5   0  -0.448  28.5652  -5.0882  3.0535
 RQH  N11   N   N     0  -0.444  30.1110  -5.1126  1.4861
 RQH  O13   O   O2    0  -0.482  26.9644  -6.3573  4.0749
 RQH  CL1   CL  CL    0  -0.128  21.5834  -7.4600  6.1218
 RQH  H101  H   HCR5  0   0.261  31.7735  -5.3498  2.8216
 RQH  H151  H   HCR6  0   0.293  24.6725  -5.8790  2.7620
 RQH  H012  H   HCH3  0   0.247  24.8034  -3.0070  5.2654
 RQH  H011  H   HCH3  0   0.257  24.9644  -1.6216  4.1856
 RQH  H013  H   HCH3  0   0.237  24.9840  -3.2491  3.5251
 RQH  H031  H   HCH3  0   0.238  26.7290  -2.0633  6.6497
 RQH  H033  H   HCH3  0   0.236  28.2893  -1.7276  5.8948
 RQH  H032  H   HCH3  0   0.237  26.8928  -0.7185  5.5267
 RQH  H042  H   HCH3  0   0.246  28.5794  -2.1408  3.3089
 RQH  H041  H   HCH3  0   0.234  27.1600  -2.6214  2.3678
 RQH  H043  H   HCH3  0   0.254  27.2087  -1.0495  3.1367
 RQH  H071  H   HCH1  0   0.273  26.5692  -4.7324  2.8512
 RQH  H091  H   HCR5  0   0.307  29.8548  -5.3347  4.7692
 RQH  H121  H   HCR5  0   0.298  28.0522  -4.9041  0.9900
 RQH  H161  H   HCR6  0   0.287  22.4392  -6.3376  3.6453
 RQH  H181  H   HCR6  0   0.285  24.1649  -7.8544  7.2660
 RQH  H191  H   HCR6  0   0.279  26.4180  -7.3433  6.3991
 RQH  O06   O   O     0  -0.359  27.5257  -4.4782  5.9156
 RQH  C02   C   CT    0  -0.245  26.8375  -2.6303  4.5437

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
 RQH  N11  C12   aromatic  1.301  0.020  1.301
 RQH  N11  C10   aromatic  1.370  0.020  1.370
 RQH  C12  N08   aromatic  1.358  0.020  1.358
 RQH  C10  C09   aromatic  1.361  0.020  1.361
 RQH  N08  C09   aromatic  1.375  0.020  1.375
 RQH  N08  C07   single    1.431  0.020  1.431
 RQH  C07  C05   single    1.548  0.020  1.548
 RQH  C07  O13   single    1.402  0.020  1.402
 RQH  C04  C02   single    1.533  0.020  1.533
 RQH  C01  C02   single    1.539  0.020  1.539
 RQH  C15  C16   aromatic  1.387  0.020  1.387
 RQH  C15  C14   aromatic  1.389  0.020  1.389
 RQH  C16  C17   aromatic  1.385  0.020  1.385
 RQH  C05  C02   single    1.516  0.020  1.516
 RQH  C05  O06   double    1.204  0.020  1.204
 RQH  C02  C03   single    1.526  0.020  1.526
 RQH  O13  C14   single    1.368  0.020  1.368
 RQH  C14  C19   aromatic  1.388  0.020  1.388
 RQH  C17  CL1   single    1.733  0.020  1.733
 RQH  C17  C18   aromatic  1.387  0.020  1.387
 RQH  C19  C18   aromatic  1.386  0.020  1.386
 RQH  C10  H101  single    0.930  0.020  1.080
 RQH  C15  H151  single    0.930  0.020  1.080
 RQH  C01  H012  single    0.970  0.020  1.090
 RQH  C01  H011  single    0.970  0.020  1.090
 RQH  C01  H013  single    0.970  0.020  1.090
 RQH  C03  H031  single    0.970  0.020  1.090
 RQH  C03  H033  single    0.970  0.020  1.090
 RQH  C03  H032  single    0.970  0.020  1.090
 RQH  C04  H042  single    0.970  0.020  1.090
 RQH  C04  H041  single    0.970  0.020  1.090
 RQH  C04  H043  single    0.970  0.020  1.090
 RQH  C07  H071  single    0.970  0.020  1.090
 RQH  C09  H091  single    0.930  0.020  1.080
 RQH  C12  H121  single    0.930  0.020  1.080
 RQH  C16  H161  single    0.930  0.020  1.080
 RQH  C18  H181  single    0.930  0.020  1.080
 RQH  C19  H191  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
 RQH  H101  C10  N11   121.91  3.000
 RQH  H101  C10  C09   127.55  3.000
 RQH  N11   C10  C09   110.54  3.000
 RQH  H151  C15  C16   118.72  3.000
 RQH  H151  C15  C14   121.36  3.000
 RQH  C16   C15  C14   119.90  3.000
 RQH  CL1   C17  C18   119.55  3.000
 RQH  C18   C17  C16   120.92  3.000
 RQH  CL1   C17  C16   119.54  3.000
 RQH  H013  C01  H011  107.20  3.000
 RQH  H013  C01  H012  108.10  3.000
 RQH  H011  C01  H012  107.89  3.000
 RQH  H013  C01  C02   112.70  3.000
 RQH  H011  C01  C02   109.03  3.000
 RQH  H012  C01  C02   111.72  3.000
 RQH  H032  C03  H033  107.73  3.000
 RQH  H032  C03  H031  107.64  3.000
 RQH  H033  C03  H031  108.15  3.000
 RQH  H032  C03  C02   109.39  3.000
 RQH  H033  C03  C02   111.65  3.000
 RQH  H031  C03  C02   112.11  3.000
 RQH  H043  C04  H041  106.76  3.000
 RQH  H043  C04  H042  107.63  3.000
 RQH  H041  C04  H042  108.44  3.000
 RQH  H043  C04  C02   108.78  3.000
 RQH  H041  C04  C02   112.86  3.000
 RQH  H042  C04  C02   112.11  3.000
 RQH  O06   C05  C07   118.21  3.000
 RQH  O06   C05  C02   123.72  3.000
 RQH  C07   C05  C02   118.05  3.000
 RQH  H071  C07  O13   111.61  3.000
 RQH  H071  C07  N08   106.84  3.000
 RQH  O13   C07  N08   107.47  3.000
 RQH  H071  C07  C05   110.59  3.000
 RQH  O13   C07  C05   110.72  3.000
 RQH  N08   C07  C05   109.47  3.000
 RQH  H091  C09  N08   123.18  3.000
 RQH  H091  C09  C10   131.65  3.000
 RQH  N08   C09  C10   105.17  3.000
 RQH  H121  C12  N11   126.46  3.000
 RQH  H121  C12  N08   121.77  3.000
 RQH  N11   C12  N08   111.77  3.000
 RQH  O13   C14  C19   117.95  3.000
 RQH  C19   C14  C15   120.20  3.000
 RQH  O13   C14  C15   121.81  3.000
 RQH  H161  C16  C17   120.68  3.000
 RQH  H161  C16  C15   119.81  3.000
 RQH  C17   C16  C15   119.51  3.000
 RQH  H181  C18  C19   119.96  3.000
 RQH  H181  C18  C17   120.61  3.000
 RQH  C19   C18  C17   119.42  3.000
 RQH  H191  C19  C18   120.06  3.000
 RQH  H191  C19  C14   119.90  3.000
 RQH  C18   C19  C14   120.04  3.000
 RQH  C12   N08  C09   106.97  3.000
 RQH  C09   N08  C07   127.59  3.000
 RQH  C12   N08  C07   125.38  3.000
 RQH  C12   N11  C10   105.55  3.000
 RQH  C14   O13  C07   116.43  3.000
 RQH  C05   C02  C04   111.61  3.000
 RQH  C05   C02  C03   110.03  3.000
 RQH  C04   C02  C03   109.86  3.000
 RQH  C03   C02  C01   109.54  3.000
 RQH  C05   C02  C01   106.34  3.000
 RQH  C04   C02  C01   109.38  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
 RQH  CONST_01  N08   C12  N11  C10     0.00   0.0  0
 RQH  CONST_02  C12   N08  C09  C10     0.00   0.0  0
 RQH  CONST_03  C18   C17  C16  C15     0.00   0.0  0
 RQH  CONST_04  C18   C19  C14  C15     0.00   0.0  0
 RQH  CONST_05  C14   C15  C16  C17     0.00   0.0  0
 RQH  CONST_06  C14   C19  C18  C17     0.00   0.0  0
 RQH  CONST_07  C12   N11  C10  C09     0.00   0.0  0
 RQH  CONST_08  N11   C12  N08  C09     0.00   0.0  0
 RQH  CONST_09  C19   C14  C15  C16     0.00   0.0  0
 RQH  CONST_10  C19   C18  C17  C16     0.00   0.0  0
 RQH  CONST_11  N11   C10  C09  N08     0.00   0.0  0
 RQH  CONST_12  C07   N08  C09  C10   180.00   0.0  0
 RQH  CONST_13  CL1   C17  C16  C15   180.00   0.0  0
 RQH  CONST_14  N11   C12  N08  C07   180.00   0.0  0
 RQH  CONST_15  O13   C14  C15  C16   180.00   0.0  0
 RQH  CONST_16  O13   C14  C19  C18   180.00   0.0  0
 RQH  CONST_17  CL1   C17  C18  C19   180.00   0.0  0
 RQH  CONST_18  H121  C12  N11  C10   180.00   0.0  0
 RQH  CONST_19  H191  C19  C14  C15   180.00   0.0  0
 RQH  CONST_20  H151  C15  C16  C17   180.00   0.0  0
 RQH  CONST_21  H101  C10  N11  C12   180.00   0.0  0
 RQH  CONST_22  H091  C09  N08  C12   180.00   0.0  0
 RQH  CONST_23  H161  C16  C15  C14   180.00   0.0  0
 RQH  CONST_24  H181  C18  C19  C14   180.00   0.0  0
 RQH  Var_01    C19   C14  O13  C07  -126.51  30.0  2
 RQH  Var_02    C07   C05  C02  C01    75.39  30.0  2
 RQH  Var_03    H042  C04  C02  C01  -175.60  30.0  3
 RQH  Var_04    H031  C03  C02  C01    57.21  30.0  3
 RQH  Var_05    H012  C01  C02  C03   -59.01  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
 RQH  chir_01  C07  N08  C05  O13  positiv

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
 RQH  plan-1  C10   0.020
 RQH  plan-1  C07   0.020
 RQH  plan-1  C09   0.020
 RQH  plan-1  C12   0.020
 RQH  plan-1  N08   0.020
 RQH  plan-1  N11   0.020
 RQH  plan-1  H101  0.020
 RQH  plan-1  H091  0.020
 RQH  plan-1  H121  0.020
 RQH  plan-2  C15   0.020
 RQH  plan-2  C17   0.020
 RQH  plan-2  C14   0.020
 RQH  plan-2  C16   0.020
 RQH  plan-2  C18   0.020
 RQH  plan-2  C19   0.020
 RQH  plan-2  O13   0.020
 RQH  plan-2  CL1   0.020
 RQH  plan-2  H151  0.020
 RQH  plan-2  H161  0.020
 RQH  plan-2  H181  0.020
 RQH  plan-2  H191  0.020
 RQH  plan-3  C05   0.020
 RQH  plan-3  C07   0.020
 RQH  plan-3  O06   0.020
 RQH  plan-3  C02   0.020

