# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 00:09:47 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: 2-chloranyl-4-[4-[(1~{R})-1-imidazol-1-ylprop-2-enyl]phenyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1Cl)c2ccc(cc2)[C@@H](C=C)n3ccnc3
#
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
 N55  N55  2-chloranyl-4-[4-[(1~{R})-1-imidazol-1-ylprop-2-enyl]phenyl]phenol  ligand  37  22  .  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_N55
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
 N55  C10   C   CR6   0   0.099  -11.0097  17.2142   3.2311
 N55  N12   N   NR5   0  -0.426   -9.2436  18.9137   3.2611
 N55  C13   C   CR15  0  -0.091   -9.4914  19.4931   4.4760
 N55  C17   C   C1    0  -0.189   -9.3349  17.2990   1.4313
 N55  C20   C   CR16  0  -0.294  -13.3631  17.7325   3.1561
 N55  C21   C   CR16  0  -0.288  -16.0210  17.0597   4.4469
 N55  C22   C   CR16  0  -0.370  -17.3386  16.7021   4.6746
 N55  C02   C   CR6   0   0.402  -17.7712  15.3975   4.4525
 N55  C03   C   CR6   0  -0.124  -16.8350  14.4669   4.0008
 N55  C05   C   CR16  0  -0.264  -15.5176  14.8220   3.7779
 N55  C06   C   CR6   0   0.060  -15.0858  16.1295   3.9958
 N55  C07   C   CR6   0   0.080  -13.6817  16.5065   3.7440
 N55  C08   C   CR16  0  -0.294  -12.6358  15.6467   4.0776
 N55  C09   C   CR16  0  -0.283  -11.3188  15.9968   3.8236
 N55  C11   C   CH1   0  -0.187   -9.5714  17.5399   2.8953
 N55  C14   C   CR15  0  -0.222   -8.9519  20.7439   4.4020
 N55  C16   C   CR15  0   0.109   -8.5698  19.8245   2.5230
 N55  C19   C   CR16  0  -0.268  -12.0472  18.0810   2.9015
 N55  N15   N   N     0  -0.453   -8.3799  20.9411   3.1773
 N55  O01   O   OH1   0  -0.607  -19.0321  14.9885   4.6454
 N55  CL1   CL  CL    0  -0.109  -17.3502  12.8433   3.6994
 N55  H131  H   HCR5  0   0.292  -10.0167  18.9807   5.2647
 N55  H171  H   H     0   0.276   -9.9455  17.8762   0.7430
 N55  H201  H   HCR6  0   0.255  -14.1541  18.4150   2.8709
 N55  H211  H   HCR6  0   0.263  -15.7182  18.0800   4.6450
 N55  H221  H   HCR6  0   0.282  -18.0423  17.4438   5.0353
 N55  H051  H   HCR6  0   0.276  -14.8287  14.0730   3.4091
 N55  H081  H   HCR6  0   0.256  -12.8458  14.7008   4.5613
 N55  H091  H   HCR6  0   0.257  -10.5229  15.3148   4.0983
 N55  H111  H   HCH1  0   0.296   -8.9190  16.8748   3.4681
 N55  H141  H   HCR5  0   0.248   -8.9494  21.5077   5.1646
 N55  H161  H   HCR5  0   0.281   -8.2369  19.6224   1.5166
 N55  H181  H   H     0   0.252   -8.3615  16.2199  -0.0869
 N55  H182  H   H     0   0.250   -7.8610  15.8073   1.6409
 N55  H191  H   HCR6  0   0.260  -11.8340  19.0352   2.4343
 N55  H011  H   HOH1  0   0.482  -19.5814  15.7177   4.9576
 N55  C18   C   C2    0  -0.506   -8.4755  16.3993   0.9737

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
 N55  C18  C17   double    1.326  0.020  1.326
 N55  C17  C11   single    1.502  0.020  1.502
 N55  C16  N15   aromatic  1.308  0.020  1.308
 N55  C16  N12   aromatic  1.352  0.020  1.352
 N55  N15  C14   aromatic  1.366  0.020  1.366
 N55  C11  N12   single    1.459  0.020  1.459
 N55  C11  C10   single    1.512  0.020  1.512
 N55  N12  C13   aromatic  1.369  0.020  1.369
 N55  C19  C10   aromatic  1.392  0.020  1.392
 N55  C19  C20   aromatic  1.385  0.020  1.385
 N55  C10  C09   aromatic  1.389  0.020  1.389
 N55  C20  C07   aromatic  1.397  0.020  1.397
 N55  CL1  C03   single    1.730  0.020  1.730
 N55  C09  C08   aromatic  1.386  0.020  1.386
 N55  C05  C03   aromatic  1.382  0.020  1.382
 N55  C05  C06   aromatic  1.394  0.020  1.394
 N55  C07  C08   aromatic  1.394  0.020  1.394
 N55  C07  C06   single    1.475  0.020  1.475
 N55  C03  C02   aromatic  1.395  0.020  1.395
 N55  C06  C21   aromatic  1.394  0.020  1.394
 N55  C14  C13   aromatic  1.364  0.020  1.364
 N55  C02  O01   single    1.340  0.020  1.340
 N55  C02  C22   aromatic  1.392  0.020  1.392
 N55  C21  C22   aromatic  1.384  0.020  1.384
 N55  C13  H131  single    0.930  0.020  1.080
 N55  C17  H171  single    0.930  0.020  1.080
 N55  C20  H201  single    0.930  0.020  1.080
 N55  C21  H211  single    0.930  0.020  1.080
 N55  C22  H221  single    0.930  0.020  1.080
 N55  C05  H051  single    0.930  0.020  1.080
 N55  C08  H081  single    0.930  0.020  1.080
 N55  C09  H091  single    0.930  0.020  1.080
 N55  C11  H111  single    0.970  0.020  1.090
 N55  C14  H141  single    0.930  0.020  1.080
 N55  C16  H161  single    0.930  0.020  1.080
 N55  C18  H181  single    0.930  0.020  1.080
 N55  C18  H182  single    0.930  0.020  1.080
 N55  C19  H191  single    0.930  0.020  1.080
 N55  O01  H011  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
 N55  C19   C10  C11   121.49  3.000
 N55  C19   C10  C09   118.76  3.000
 N55  C11   C10  C09   119.68  3.000
 N55  C16   N12  C11   127.55  3.000
 N55  C11   N12  C13   125.48  3.000
 N55  C16   N12  C13   106.83  3.000
 N55  H131  C13  C14   131.97  3.000
 N55  H131  C13  N12   122.46  3.000
 N55  C14   C13  N12   105.57  3.000
 N55  H171  C17  C18   120.42  3.000
 N55  H171  C17  C11   116.35  3.000
 N55  C18   C17  C11   123.18  3.000
 N55  H201  C20  C19   119.14  3.000
 N55  H201  C20  C07   119.84  3.000
 N55  C19   C20  C07   121.00  3.000
 N55  H211  C21  C06   120.04  3.000
 N55  H211  C21  C22   118.66  3.000
 N55  C06   C21  C22   121.29  3.000
 N55  H221  C22  C02   119.50  3.000
 N55  H221  C22  C21   119.73  3.000
 N55  C02   C22  C21   120.77  3.000
 N55  O01   C02  C03   118.34  3.000
 N55  O01   C02  C22   123.75  3.000
 N55  C03   C02  C22   117.91  3.000
 N55  CL1   C03  C05   119.79  3.000
 N55  C05   C03  C02   121.36  3.000
 N55  CL1   C03  C02   118.85  3.000
 N55  H051  C05  C06   120.33  3.000
 N55  H051  C05  C03   118.93  3.000
 N55  C06   C05  C03   120.72  3.000
 N55  C07   C06  C05   120.51  3.000
 N55  C07   C06  C21   121.54  3.000
 N55  C05   C06  C21   117.94  3.000
 N55  C08   C07  C06   121.02  3.000
 N55  C06   C07  C20   120.88  3.000
 N55  C08   C07  C20   118.10  3.000
 N55  H081  C08  C09   119.12  3.000
 N55  H081  C08  C07   120.00  3.000
 N55  C09   C08  C07   120.87  3.000
 N55  H091  C09  C08   119.50  3.000
 N55  H091  C09  C10   119.76  3.000
 N55  C08   C09  C10   120.74  3.000
 N55  H111  C11  C17   108.60  3.000
 N55  H111  C11  N12   107.90  3.000
 N55  C17   C11  N12   111.09  3.000
 N55  H111  C11  C10   108.67  3.000
 N55  N12   C11  C10   111.15  3.000
 N55  C17   C11  C10   109.36  3.000
 N55  H141  C14  N15   122.03  3.000
 N55  H141  C14  C13   127.69  3.000
 N55  N15   C14  C13   110.28  3.000
 N55  H161  C16  N15   125.57  3.000
 N55  H161  C16  N12   122.45  3.000
 N55  N15   C16  N12   111.98  3.000
 N55  H191  C19  C20   119.20  3.000
 N55  H191  C19  C10   120.26  3.000
 N55  C20   C19  C10   120.54  3.000
 N55  C16   N15  C14   105.34  3.000
 N55  H011  O01  C02   110.60  3.000
 N55  H182  C18  H181  116.98  3.000
 N55  H182  C18  C17   121.74  3.000
 N55  H181  C18  C17   121.29  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
 N55  CONST_01  C07   C20  C19  C10    0.00  0.0  0
 N55  CONST_02  C07   C08  C09  C10    0.00  0.0  0
 N55  CONST_03  C14   N15  C16  N12    0.00  0.0  0
 N55  CONST_04  N15   C14  C13  N12    0.00  0.0  0
 N55  CONST_05  N15   C16  N12  C13    0.00  0.0  0
 N55  CONST_06  C16   N15  C14  C13    0.00  0.0  0
 N55  CONST_07  C09   C10  C19  C20    0.00  0.0  0
 N55  CONST_08  C09   C08  C07  C20    0.00  0.0  0
 N55  CONST_11  C03   C05  C06  C21    0.00  0.0  0
 N55  CONST_13  C03   C02  C22  C21    0.00  0.0  0
 N55  CONST_14  C05   C03  C02  C22    0.00  0.0  0
 N55  CONST_15  C05   C06  C21  C22    0.00  0.0  0
 N55  CONST_16  C07   C06  C21  C22  180.00  0.0  0
 N55  CONST_17  C06   C05  C03  C02    0.00  0.0  0
 N55  CONST_18  C06   C21  C22  C02    0.00  0.0  0
 N55  CONST_19  C07   C06  C05  C03  180.00  0.0  0
 N55  CONST_21  C19   C20  C07  C06  180.00  0.0  0
 N55  CONST_22  C09   C08  C07  C06  180.00  0.0  0
 N55  CONST_23  C19   C10  C09  C08    0.00  0.0  0
 N55  CONST_24  C19   C20  C07  C08    0.00  0.0  0
 N55  CONST_25  C16   N12  C13  C14    0.00  0.0  0
 N55  CONST_26  C11   C10  C19  C20  180.00  0.0  0
 N55  CONST_27  O01   C02  C22  C21  180.00  0.0  0
 N55  CONST_28  CL1   C03  C02  C22  180.00  0.0  0
 N55  CONST_29  O01   C02  C03  C05  180.00  0.0  0
 N55  CONST_30  CL1   C03  C05  C06  180.00  0.0  0
 N55  CONST_31  C11   C10  C09  C08  180.00  0.0  0
 N55  CONST_32  N15   C16  N12  C11  180.00  0.0  0
 N55  CONST_33  C14   C13  N12  C11  180.00  0.0  0
 N55  CONST_34  H201  C20  C19  C10  180.00  0.0  0
 N55  CONST_35  H081  C08  C09  C10  180.00  0.0  0
 N55  CONST_36  H141  C14  C13  N12  180.00  0.0  0
 N55  CONST_37  H161  C16  N12  C13  180.00  0.0  0
 N55  CONST_38  H051  C05  C06  C21  180.00  0.0  0
 N55  CONST_39  H211  C21  C22  C02  180.00  0.0  0
 N55  CONST_40  H221  C22  C02  C03  180.00  0.0  0
 N55  CONST_41  H191  C19  C20  C07  180.00  0.0  0
 N55  CONST_42  H091  C09  C08  C07  180.00  0.0  0
 N55  CONST_43  H131  C13  N12  C16  180.00  0.0  0
 N55  Var_01    H181  C18  C17  C11  177.22  0.0  2

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
 N55  chir_01  C11  C17  N12  C10  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
 N55  plan-1  N12   0.020
 N55  plan-1  C13   0.020
 N55  plan-1  C11   0.020
 N55  plan-1  C14   0.020
 N55  plan-1  C16   0.020
 N55  plan-1  N15   0.020
 N55  plan-1  H131  0.020
 N55  plan-1  H141  0.020
 N55  plan-1  H161  0.020
 N55  plan-2  C21   0.020
 N55  plan-2  C22   0.020
 N55  plan-2  C02   0.020
 N55  plan-2  C03   0.020
 N55  plan-2  C05   0.020
 N55  plan-2  C06   0.020
 N55  plan-2  C07   0.020
 N55  plan-2  O01   0.020
 N55  plan-2  CL1   0.020
 N55  plan-2  H211  0.020
 N55  plan-2  H221  0.020
 N55  plan-2  H051  0.020
 N55  plan-3  C10   0.020
 N55  plan-3  C20   0.020
 N55  plan-3  C06   0.020
 N55  plan-3  C07   0.020
 N55  plan-3  C08   0.020
 N55  plan-3  C09   0.020
 N55  plan-3  C11   0.020
 N55  plan-3  C19   0.020
 N55  plan-3  H201  0.020
 N55  plan-3  H081  0.020
 N55  plan-3  H091  0.020
 N55  plan-3  H191  0.020
 N55  plan-4  C17   0.020
 N55  plan-4  C11   0.020
 N55  plan-4  H171  0.020
 N55  plan-4  H181  0.020
 N55  plan-4  H182  0.020
 N55  plan-4  C18   0.020

