# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 14:31:19 2022
#   Inital geometry file: a 96 line input string
#   Ligand name: (2S)-1-(3,6-dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C[C@H](O)Cn1c2ccc(Br)cc2c3cc(Br)ccc13
#
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
 WSK  WSK  (2S)-1-(3,6-dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol  ligand  40  22  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WSK
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
 WSK  C0   C   CR6   0  -0.127  -0.1938   3.3125  -0.1748
 WSK  N0   N   NR5   0  -0.635   1.1065  -0.5171  -0.8780
 WSK  O0   O   OH1   0  -0.674   2.7042  -2.3093   0.7647
 WSK  C1   C   CR16  0  -0.242   1.1526   3.1669  -0.5259
 WSK  N1   N   NT    0  -0.436   5.4106  -2.3517   0.5969
 WSK  C2   C   CR16  0  -0.308   1.6820   1.9139  -0.7763
 WSK  C3   C   CR56  0   0.362   0.8371   0.8126  -0.6711
 WSK  C4   C   CR56  0   0.074  -0.5170   0.9638  -0.3142
 WSK  C5   C   CR16  0  -0.343  -1.0425   2.2275  -0.0640
 WSK  C6   C   CR56  0   0.065  -1.0808  -0.3583  -0.2999
 WSK  C7   C   CR56  0   0.374  -0.0369  -1.2398  -0.6423
 WSK  C8   C   CR16  0  -0.299  -0.2508  -2.6134  -0.7140
 WSK  C9   C   CR16  0  -0.243  -1.5222  -3.0886  -0.4521
 WSK  C10  C   CR6   0  -0.128  -2.5574  -2.2082  -0.1163
 WSK  C11  C   CR16  0  -0.342  -2.3575  -0.8443  -0.0323
 WSK  C12  C   CH2   0  -0.345   2.3944  -1.0563  -1.2443
 WSK  C13  C   CH1   0   0.034   3.2894  -1.3219  -0.0450
 WSK  C14  C   CH2   0  -0.307   4.6675  -1.7890  -0.5156
 WSK  C15  C   CH3   0  -0.515   6.4402  -3.2729   0.1594
 WSK  C16  C   CH3   0  -0.525   5.9529  -1.3341   1.4762
 WSK  BR1  BR  BR    0  -0.059  -4.2766  -2.9152   0.2361
 WSK  BR2  BR  BR    0  -0.057  -0.8658   5.0492   0.1582
 WSK  H13  H   HOH1  0   0.441   3.4575  -2.7686   1.1724
 WSK  H1   H   HCR6  0   0.281   1.7949   4.0336  -0.6029
 WSK  H2   H   HCR6  0   0.276   2.7264   1.8165  -1.0417
 WSK  H3   H   HCR6  0   0.272  -2.0832   2.3495   0.2072
 WSK  H4   H   HCR6  0   0.273   0.5456  -3.3044  -0.9528
 WSK  H5   H   HCR6  0   0.279  -1.7056  -4.1533  -0.5030
 WSK  H6   H   HCR6  0   0.271  -3.1615  -0.1687   0.2305
 WSK  H8   H   HCH2  0   0.276   2.8833  -0.3556  -1.9242
 WSK  H9   H   HCH2  0   0.276   2.2381  -1.9781  -1.8078
 WSK  H10  H   HCH1  0   0.210   3.3939  -0.3778   0.5136
 WSK  H11  H   HCH2  0   0.220   5.1993  -0.9631  -1.0116
 WSK  H12  H   HCH2  0   0.243   4.5311  -2.5769  -1.2628
 WSK  H17  H   HCH3  0   0.237   6.9161  -3.7333   1.0258
 WSK  H18  H   HCH3  0   0.239   5.9988  -4.0665  -0.4437
 WSK  H19  H   HCH3  0   0.201   7.2260  -2.7902  -0.4389
 WSK  H14  H   HCH3  0   0.240   5.1594  -0.7110   1.8884
 WSK  H15  H   HCH3  0   0.240   6.4633  -1.8077   2.3149
 WSK  H16  H   HCH3  0   0.204   6.6721  -0.6741   0.9696

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
 WSK  C0   C1   aromatic  1.399  0.020  1.399
 WSK  C0   C5   aromatic  1.382  0.020  1.382
 WSK  C0   BR2  single    1.892  0.020  1.892
 WSK  N0   C3   aromatic  1.372  0.020  1.372
 WSK  N0   C7   aromatic  1.373  0.020  1.373
 WSK  N0   C12  single    1.443  0.020  1.443
 WSK  O0   C13  single    1.405  0.020  1.405
 WSK  O0   H13  single    0.850  0.020  0.980
 WSK  C1   C2   aromatic  1.383  0.020  1.383
 WSK  C1   H1   single    0.930  0.020  1.080
 WSK  N1   C14  single    1.451  0.020  1.451
 WSK  N1   C15  single    1.449  0.020  1.449
 WSK  N1   C16  single    1.450  0.020  1.450
 WSK  C2   C3   aromatic  1.392  0.020  1.392
 WSK  C2   H2   single    0.930  0.020  1.080
 WSK  C3   C4   aromatic  1.409  0.020  1.409
 WSK  C4   C5   aromatic  1.391  0.020  1.391
 WSK  C4   C6   aromatic  1.437  0.020  1.437
 WSK  C5   H3   single    0.930  0.020  1.080
 WSK  C6   C7   aromatic  1.409  0.020  1.409
 WSK  C6   C11  aromatic  1.392  0.020  1.392
 WSK  C7   C8   aromatic  1.392  0.020  1.392
 WSK  C8   C9   aromatic  1.382  0.020  1.382
 WSK  C8   H4   single    0.930  0.020  1.080
 WSK  C9   C10  aromatic  1.400  0.020  1.400
 WSK  C9   H5   single    0.930  0.020  1.080
 WSK  C10  C11  aromatic  1.381  0.020  1.381
 WSK  C10  BR1  single    1.892  0.020  1.892
 WSK  C11  H6   single    0.930  0.020  1.080
 WSK  C12  C13  single    1.520  0.020  1.520
 WSK  C12  H8   single    0.970  0.020  1.090
 WSK  C12  H9   single    0.970  0.020  1.090
 WSK  C13  C14  single    1.529  0.020  1.529
 WSK  C13  H10  single    0.970  0.020  1.090
 WSK  C14  H11  single    0.970  0.020  1.090
 WSK  C14  H12  single    0.970  0.020  1.090
 WSK  C15  H17  single    0.970  0.020  1.090
 WSK  C15  H18  single    0.970  0.020  1.090
 WSK  C15  H19  single    0.970  0.020  1.090
 WSK  C16  H14  single    0.970  0.020  1.090
 WSK  C16  H15  single    0.970  0.020  1.090
 WSK  C16  H16  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
 WSK  BR2  C0   C5   119.24  3.000
 WSK  BR2  C0   C1   118.79  3.000
 WSK  C5   C0   C1   121.97  3.000
 WSK  C12  N0   C7   126.15  3.000
 WSK  C12  N0   C3   125.12  3.000
 WSK  C7   N0   C3   108.71  3.000
 WSK  H13  O0   C13  104.55  3.000
 WSK  H1   C1   C2   119.06  3.000
 WSK  H1   C1   C0   120.40  3.000
 WSK  C2   C1   C0   120.54  3.000
 WSK  C16  N1   C15  111.31  3.000
 WSK  C16  N1   C14  112.59  3.000
 WSK  C15  N1   C14  112.26  3.000
 WSK  H2   C2   C3   122.22  3.000
 WSK  H2   C2   C1   119.70  3.000
 WSK  C3   C2   C1   118.08  3.000
 WSK  C4   C3   C2   121.18  3.000
 WSK  C4   C3   N0   109.32  3.000
 WSK  C2   C3   N0   129.50  3.000
 WSK  C6   C4   C5   133.28  3.000
 WSK  C6   C4   C3   106.31  3.000
 WSK  C5   C4   C3   120.41  3.000
 WSK  H3   C5   C4   120.70  3.000
 WSK  H3   C5   C0   121.47  3.000
 WSK  C4   C5   C0   117.82  3.000
 WSK  C11  C6   C7   120.53  3.000
 WSK  C11  C6   C4   133.06  3.000
 WSK  C7   C6   C4   106.41  3.000
 WSK  C8   C7   C6   121.08  3.000
 WSK  C8   C7   N0   129.68  3.000
 WSK  C6   C7   N0   109.24  3.000
 WSK  H4   C8   C9   119.98  3.000
 WSK  H4   C8   C7   121.93  3.000
 WSK  C9   C8   C7   118.08  3.000
 WSK  H5   C9   C10  120.33  3.000
 WSK  H5   C9   C8   119.04  3.000
 WSK  C10  C9   C8   120.63  3.000
 WSK  BR1  C10  C11  119.29  3.000
 WSK  BR1  C10  C9   118.79  3.000
 WSK  C11  C10  C9   121.91  3.000
 WSK  H6   C11  C10  121.57  3.000
 WSK  H6   C11  C6   120.67  3.000
 WSK  C10  C11  C6   117.77  3.000
 WSK  H9   C12  H8   106.53  3.000
 WSK  H9   C12  C13  110.12  3.000
 WSK  H8   C12  C13  109.86  3.000
 WSK  H9   C12  N0   108.59  3.000
 WSK  H8   C12  N0   108.53  3.000
 WSK  C13  C12  N0   112.99  3.000
 WSK  H10  C13  C14  109.40  3.000
 WSK  H10  C13  C12  107.83  3.000
 WSK  C14  C13  C12  109.95  3.000
 WSK  H10  C13  O0   110.46  3.000
 WSK  C14  C13  O0   109.76  3.000
 WSK  C12  C13  O0   109.41  3.000
 WSK  H12  C14  H11  107.03  3.000
 WSK  H12  C14  C13  108.52  3.000
 WSK  H11  C14  C13  110.17  3.000
 WSK  H12  C14  N1   107.94  3.000
 WSK  H11  C14  N1   112.89  3.000
 WSK  C13  C14  N1   110.12  3.000
 WSK  H19  C15  H18  107.95  3.000
 WSK  H19  C15  H17  107.81  3.000
 WSK  H18  C15  H17  107.99  3.000
 WSK  H19  C15  N1   113.14  3.000
 WSK  H18  C15  N1   110.00  3.000
 WSK  H17  C15  N1   109.79  3.000
 WSK  H16  C16  H15  107.99  3.000
 WSK  H16  C16  H14  107.89  3.000
 WSK  H15  C16  H14  107.35  3.000
 WSK  H16  C16  N1   112.73  3.000
 WSK  H15  C16  N1   109.68  3.000
 WSK  H14  C16  N1   111.00  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
 WSK  CONST_01  C3   C2   C1   C0      0.00   0.0  0
 WSK  CONST_02  C3   C4   C5   C0      0.00   0.0  0
 WSK  CONST_03  C6   C4   C5   C0    180.00   0.0  0
 WSK  CONST_04  C1   C2   C3   N0    180.00   0.0  0
 WSK  CONST_05  C5   C4   C3   N0    180.00   0.0  0
 WSK  CONST_06  C6   C4   C3   N0      0.00   0.0  0
 WSK  CONST_07  C4   C6   C7   N0      0.00   0.0  0
 WSK  CONST_08  C11  C6   C7   N0    180.00   0.0  0
 WSK  CONST_09  C9   C8   C7   N0    180.00   0.0  0
 WSK  CONST_10  C4   C5   C0   C1      0.00   0.0  0
 WSK  CONST_11  C4   C3   C2   C1      0.00   0.0  0
 WSK  CONST_12  C5   C0   C1   C2      0.00   0.0  0
 WSK  CONST_13  C7   N0   C3   C2    180.00   0.0  0
 WSK  CONST_14  C5   C4   C3   C2      0.00   0.0  0
 WSK  CONST_15  C6   C4   C3   C2    180.00   0.0  0
 WSK  CONST_16  C6   C7   N0   C3      0.00   0.0  0
 WSK  CONST_17  C8   C7   N0   C3    180.00   0.0  0
 WSK  CONST_18  C7   C6   C4   C3      0.00   0.0  0
 WSK  CONST_19  C11  C6   C4   C3    180.00   0.0  0
 WSK  CONST_20  C7   N0   C3   C4      0.00   0.0  0
 WSK  CONST_21  C8   C7   C6   C4    180.00   0.0  0
 WSK  CONST_22  C10  C11  C6   C4    180.00   0.0  0
 WSK  CONST_23  C7   C6   C4   C5    180.00   0.0  0
 WSK  CONST_24  C11  C6   C4   C5      0.00   0.0  0
 WSK  CONST_25  C9   C8   C7   C6      0.00   0.0  0
 WSK  CONST_26  C9   C10  C11  C6      0.00   0.0  0
 WSK  CONST_27  C10  C11  C6   C7      0.00   0.0  0
 WSK  CONST_28  C10  C9   C8   C7      0.00   0.0  0
 WSK  CONST_29  C11  C6   C7   C8      0.00   0.0  0
 WSK  CONST_30  C11  C10  C9   C8      0.00   0.0  0
 WSK  CONST_31  BR2  C0   C1   C2    180.00   0.0  0
 WSK  CONST_32  C12  N0   C3   C2      0.00   0.0  0
 WSK  CONST_33  C12  N0   C3   C4    180.00   0.0  0
 WSK  CONST_34  BR2  C0   C5   C4    180.00   0.0  0
 WSK  CONST_35  C12  N0   C7   C6    180.00   0.0  0
 WSK  CONST_36  BR1  C10  C11  C6    180.00   0.0  0
 WSK  CONST_37  C12  N0   C7   C8      0.00   0.0  0
 WSK  CONST_38  BR1  C10  C9   C8    180.00   0.0  0
 WSK  CONST_39  H2   C2   C1   C0    180.00   0.0  0
 WSK  CONST_40  H4   C8   C7   N0      0.00   0.0  0
 WSK  CONST_41  H3   C5   C0   C1    180.00   0.0  0
 WSK  CONST_42  H1   C1   C2   C3    180.00   0.0  0
 WSK  CONST_43  H6   C11  C6   C4      0.00   0.0  0
 WSK  CONST_44  H5   C9   C8   C7    180.00   0.0  0
 WSK  Var_01    C13  C12  N0   C3     85.52  30.0  2
 WSK  Var_02    C15  N1   C14  C13   156.51  30.0  1
 WSK  Var_03    H17  C15  N1   C14  -175.31  30.0  3
 WSK  Var_04    H14  C16  N1   C14    59.14  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
 WSK  chir_01  C13  O0  C12  C14  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
 WSK  plan-1  C0   0.020
 WSK  plan-1  N0   0.020
 WSK  plan-1  C1   0.020
 WSK  plan-1  C2   0.020
 WSK  plan-1  C3   0.020
 WSK  plan-1  C4   0.020
 WSK  plan-1  C5   0.020
 WSK  plan-1  C6   0.020
 WSK  plan-1  C7   0.020
 WSK  plan-1  C8   0.020
 WSK  plan-1  C9   0.020
 WSK  plan-1  C10  0.020
 WSK  plan-1  C11  0.020
 WSK  plan-1  C12  0.020
 WSK  plan-1  BR1  0.020
 WSK  plan-1  BR2  0.020
 WSK  plan-1  H1   0.020
 WSK  plan-1  H2   0.020
 WSK  plan-1  H3   0.020
 WSK  plan-1  H4   0.020
 WSK  plan-1  H5   0.020
 WSK  plan-1  H6   0.020

