# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 17:42:09 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: 2-{[2,6-dichloro-4-(3,5-dimethyl-1H-pyrazol-4-yl)phenyl]amino}-N-hydroxybenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]nc(C)c1c2cc(Cl)c(Nc3ccccc3C(=O)NO)c(Cl)c2
#
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
 B6C  B6C  2-{[2,6-dichloro-4-(3,5-dimethyl-1H-pyrazol-4-yl)phenyl]amino}-N-hydroxybenzamide  ligand  42  26  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B6C
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
 B6C  C11  C   CR6   0  -0.093  -10.3740  -29.5524  -24.8044
 B6C  C02  C   CR6   0  -0.076   -8.5692  -30.9894  -25.3590
 B6C  C03  C   CR16  0  -0.285   -7.9750  -29.9778  -26.0900
 B6C  C04  C   CR6   0   0.038   -8.5934  -28.7332  -26.2047
 B6C  C09  C   CR5   0   0.401   -7.8576  -26.3298  -26.6351
 B6C  C15  C   CR6   0   0.343   -9.8802  -32.2972  -22.7519
 B6C  C16  C   CR16  0  -0.307   -8.7796  -31.6927  -22.1369
 B6C  C17  C   CR16  0  -0.246   -8.2949  -32.1612  -20.9290
 B6C  C18  C   CR16  0  -0.271   -8.8940  -33.2389  -20.2906
 B6C  C19  C   CR16  0  -0.280   -9.9770  -33.8521  -20.8955
 B6C  C20  C   CR6   0  -0.134  -10.4710  -33.4128  -22.1230
 B6C  C21  C   C     0   0.508  -11.6428  -34.0879  -22.7453
 B6C  CL1  CL  CL    0  -0.093   -7.7857  -32.5247  -25.2737
 B6C  C05  C   CR5   0  -0.195   -7.9794  -27.6640  -26.9889
 B6C  C06  C   CR5   0   0.248   -7.3896  -27.7536  -28.2749
 B6C  N07  N   N     0  -0.289   -6.9529  -26.5737  -28.6688
 B6C  N08  N   NR15  0  -0.483   -7.2382  -25.7415  -27.6685
 B6C  C10  C   CR16  0  -0.292   -9.8124  -28.5365  -25.5572
 B6C  CL2  CL  CL    0  -0.104  -11.8738  -29.2649  -23.9950
 B6C  C13  C   CR6   0   0.396   -9.7790  -30.8097  -24.6833
 B6C  N14  N   NH1   0  -0.769  -10.3709  -31.8396  -23.9580
 B6C  N22  N   NH1   0  -0.365  -11.6119  -35.4285  -22.6561
 B6C  O23  O   O     0  -0.476  -12.5416  -33.4822  -23.3151
 B6C  C42  C   CH3   0  -0.754   -7.2581  -28.9549  -29.1472
 B6C  O62  O   OH1   0  -0.535  -12.7014  -36.1646  -23.0014
 B6C  H1   H   HCR6  0   0.278   -7.0217  -30.1605  -26.5670
 B6C  H2   H   HCR6  0   0.274   -8.3084  -30.8326  -22.5945
 B6C  H3   H   HCR6  0   0.262   -7.4473  -31.6637  -20.4754
 B6C  H4   H   HCR6  0   0.256   -8.5282  -33.5915  -19.3363
 B6C  H5   H   HCR6  0   0.266  -10.4590  -34.6795  -20.3891
 B6C  H7   H   HCR6  0   0.280  -10.3299  -27.5907  -25.6443
 B6C  H8   H   HNH1  0   0.403  -11.3537  -32.0118  -24.1179
 B6C  H9   H   HNH1  0   0.422  -10.8726  -35.9403  -22.1966
 B6C  H10  H   HCH3  0   0.254   -7.0931  -28.6594  -30.1821
 B6C  H11  H   HCH3  0   0.249   -6.4190  -29.5851  -28.8470
 B6C  H12  H   HCH3  0   0.245   -8.1555  -29.5722  -29.1071
 B6C  H13  H   HCH3  0   0.263   -9.2834  -25.2151  -25.4859
 B6C  H14  H   HCH3  0   0.259   -8.2075  -26.2320  -24.5355
 B6C  H15  H   HCH3  0   0.265   -7.6088  -24.7316  -25.2404
 B6C  H16  H   HOH1  0   0.477  -12.5779  -36.4164  -23.9270
 B6C  H6   H   HNR5  0   0.414   -6.9792  -24.7696  -27.7389
 B6C  C52  C   CH3   0  -0.752   -8.2605  -25.5877  -25.4119

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
 B6C  C42  C06  single    1.490  0.020  1.490
 B6C  N07  C06  aromatic  1.318  0.020  1.318
 B6C  N07  N08  aromatic  1.332  0.020  1.332
 B6C  C06  C05  aromatic  1.418  0.020  1.418
 B6C  N08  C09  aromatic  1.341  0.020  1.341
 B6C  C05  C09  aromatic  1.386  0.020  1.386
 B6C  C05  C04  single    1.461  0.020  1.461
 B6C  C09  C52  single    1.486  0.020  1.486
 B6C  C04  C03  aromatic  1.395  0.020  1.395
 B6C  C04  C10  aromatic  1.394  0.020  1.394
 B6C  C03  C02  aromatic  1.382  0.020  1.382
 B6C  C10  C11  aromatic  1.383  0.020  1.383
 B6C  C02  CL1  single    1.726  0.020  1.726
 B6C  C02  C13  aromatic  1.397  0.020  1.397
 B6C  C11  C13  aromatic  1.396  0.020  1.396
 B6C  C11  CL2  single    1.728  0.020  1.728
 B6C  C13  N14  single    1.392  0.020  1.392
 B6C  N14  C15  single    1.380  0.020  1.380
 B6C  O23  C21  double    1.224  0.020  1.224
 B6C  C15  C16  aromatic  1.398  0.020  1.398
 B6C  C15  C20  aromatic  1.410  0.020  1.410
 B6C  C21  N22  single    1.344  0.020  1.344
 B6C  C21  C20  single    1.489  0.020  1.489
 B6C  N22  O62  single    1.359  0.020  1.359
 B6C  C16  C17  aromatic  1.383  0.020  1.383
 B6C  C20  C19  aromatic  1.394  0.020  1.394
 B6C  C17  C18  aromatic  1.388  0.020  1.388
 B6C  C19  C18  aromatic  1.384  0.020  1.384
 B6C  C03  H1   single    0.930  0.020  1.080
 B6C  C16  H2   single    0.930  0.020  1.080
 B6C  C17  H3   single    0.930  0.020  1.080
 B6C  C18  H4   single    0.930  0.020  1.080
 B6C  C19  H5   single    0.930  0.020  1.080
 B6C  C10  H7   single    0.930  0.020  1.080
 B6C  N14  H8   single    0.890  0.020  1.040
 B6C  N22  H9   single    0.860  0.020  1.020
 B6C  C42  H10  single    0.970  0.020  1.090
 B6C  C42  H11  single    0.970  0.020  1.090
 B6C  C42  H12  single    0.970  0.020  1.090
 B6C  C52  H13  single    0.970  0.020  1.090
 B6C  C52  H14  single    0.970  0.020  1.090
 B6C  C52  H15  single    0.970  0.020  1.090
 B6C  O62  H16  single    0.850  0.020  0.980
 B6C  N08  H6   single    0.860  0.020  1.020

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
 B6C  C13  C11  CL2  118.61  3.000
 B6C  CL2  C11  C10  119.01  3.000
 B6C  C13  C11  C10  122.37  3.000
 B6C  C13  C02  CL1  118.92  3.000
 B6C  C13  C02  C03  122.26  3.000
 B6C  CL1  C02  C03  118.82  3.000
 B6C  H1   C03  C04  120.35  3.000
 B6C  H1   C03  C02  119.24  3.000
 B6C  C04  C03  C02  120.40  3.000
 B6C  C10  C04  C05  120.90  3.000
 B6C  C10  C04  C03  118.38  3.000
 B6C  C05  C04  C03  120.72  3.000
 B6C  C52  C09  N08  122.72  3.000
 B6C  C52  C09  C05  131.84  3.000
 B6C  N08  C09  C05  105.44  3.000
 B6C  N14  C15  C20  120.20  3.000
 B6C  C20  C15  C16  118.40  3.000
 B6C  N14  C15  C16  121.39  3.000
 B6C  H2   C16  C17  119.07  3.000
 B6C  H2   C16  C15  120.02  3.000
 B6C  C17  C16  C15  120.89  3.000
 B6C  H3   C17  C18  120.13  3.000
 B6C  H3   C17  C16  118.99  3.000
 B6C  C18  C17  C16  120.88  3.000
 B6C  H4   C18  C19  120.40  3.000
 B6C  H4   C18  C17  120.87  3.000
 B6C  C19  C18  C17  118.73  3.000
 B6C  H5   C19  C20  119.64  3.000
 B6C  H5   C19  C18  118.84  3.000
 B6C  C20  C19  C18  121.51  3.000
 B6C  C21  C20  C19  120.27  3.000
 B6C  C19  C20  C15  119.56  3.000
 B6C  C21  C20  C15  120.14  3.000
 B6C  O23  C21  N22  122.77  3.000
 B6C  N22  C21  C20  113.99  3.000
 B6C  O23  C21  C20  123.23  3.000
 B6C  C06  C05  C09  104.82  3.000
 B6C  C09  C05  C04  127.19  3.000
 B6C  C06  C05  C04  127.99  3.000
 B6C  C42  C06  N07  121.15  3.000
 B6C  N07  C06  C05  110.63  3.000
 B6C  C42  C06  C05  128.21  3.000
 B6C  N08  N07  C06  105.30  3.000
 B6C  H6   N08  N07  119.66  3.000
 B6C  H6   N08  C09  126.54  3.000
 B6C  N07  N08  C09  113.80  3.000
 B6C  H7   C10  C04  120.28  3.000
 B6C  H7   C10  C11  119.45  3.000
 B6C  C04  C10  C11  120.27  3.000
 B6C  N14  C13  C02  121.67  3.000
 B6C  N14  C13  C11  122.03  3.000
 B6C  C02  C13  C11  116.28  3.000
 B6C  H8   N14  C13  117.21  3.000
 B6C  H8   N14  C15  115.32  3.000
 B6C  C13  N14  C15  123.34  3.000
 B6C  H9   N22  O62  115.34  3.000
 B6C  H9   N22  C21  123.55  3.000
 B6C  O62  N22  C21  120.32  3.000
 B6C  H12  C42  H11  107.21  3.000
 B6C  H12  C42  H10  108.26  3.000
 B6C  H11  C42  H10  107.55  3.000
 B6C  H12  C42  C06  111.25  3.000
 B6C  H11  C42  C06  111.85  3.000
 B6C  H10  C42  C06  110.54  3.000
 B6C  H16  O62  N22  106.37  3.000
 B6C  H15  C52  H14  108.01  3.000
 B6C  H15  C52  H13  107.64  3.000
 B6C  H14  C52  H13  107.60  3.000
 B6C  H15  C52  C09  111.08  3.000
 B6C  H14  C52  C09  110.71  3.000
 B6C  H13  C52  C09  111.64  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
 B6C  CONST_01  C05  C04  C10  C11   180.00   0.0  0
 B6C  CONST_02  C03  C04  C10  C11     0.00   0.0  0
 B6C  CONST_03  C03  C02  C13  C11     0.00   0.0  0
 B6C  CONST_04  C05  C04  C03  C02   180.00   0.0  0
 B6C  CONST_05  C10  C04  C03  C02     0.00   0.0  0
 B6C  CONST_06  C10  C11  C13  C02     0.00   0.0  0
 B6C  CONST_09  N07  C06  C05  C04   180.00   0.0  0
 B6C  CONST_10  N08  C09  C05  C04   180.00   0.0  0
 B6C  CONST_11  C13  C02  C03  C04     0.00   0.0  0
 B6C  CONST_12  C13  C11  C10  C04     0.00   0.0  0
 B6C  CONST_13  C06  N07  N08  C09     0.00   0.0  0
 B6C  CONST_14  N07  C06  C05  C09     0.00   0.0  0
 B6C  CONST_16  C18  C17  C16  C15     0.00   0.0  0
 B6C  CONST_17  C18  C19  C20  C15     0.00   0.0  0
 B6C  CONST_18  C19  C20  C15  C16     0.00   0.0  0
 B6C  CONST_19  C19  C18  C17  C16     0.00   0.0  0
 B6C  CONST_20  C20  C15  C16  C17     0.00   0.0  0
 B6C  CONST_21  C20  C19  C18  C17     0.00   0.0  0
 B6C  CONST_22  N08  N07  C06  C05     0.00   0.0  0
 B6C  CONST_23  N07  N08  C09  C05     0.00   0.0  0
 B6C  CONST_24  N08  C09  C05  C06     0.00   0.0  0
 B6C  CONST_26  CL1  C02  C13  C11   180.00   0.0  0
 B6C  CONST_27  CL2  C11  C13  C02   180.00   0.0  0
 B6C  CONST_28  N14  C13  C02  C03   180.00   0.0  0
 B6C  CONST_29  C42  C06  C05  C04     0.00   0.0  0
 B6C  CONST_30  C52  C09  C05  C04     0.00   0.0  0
 B6C  CONST_31  CL1  C02  C03  C04   180.00   0.0  0
 B6C  CONST_32  CL2  C11  C10  C04   180.00   0.0  0
 B6C  CONST_33  C42  C06  C05  C09   180.00   0.0  0
 B6C  CONST_34  C21  C20  C15  C16   180.00   0.0  0
 B6C  CONST_35  N14  C15  C16  C17   180.00   0.0  0
 B6C  CONST_36  C21  C20  C19  C18   180.00   0.0  0
 B6C  CONST_37  N14  C15  C20  C19   180.00   0.0  0
 B6C  CONST_38  C52  C09  C05  C06   180.00   0.0  0
 B6C  CONST_39  C52  C09  N08  N07   180.00   0.0  0
 B6C  CONST_40  C42  C06  N07  N08   180.00   0.0  0
 B6C  CONST_41  N14  C13  C11  C10   180.00   0.0  0
 B6C  CONST_42  H7   C10  C04  C03   180.00   0.0  0
 B6C  CONST_43  H3   C17  C16  C15   180.00   0.0  0
 B6C  CONST_44  H5   C19  C20  C15   180.00   0.0  0
 B6C  CONST_45  H4   C18  C17  C16   180.00   0.0  0
 B6C  CONST_46  H2   C16  C17  C18   180.00   0.0  0
 B6C  CONST_47  H6   N08  C09  C05   180.00   0.0  0
 B6C  CONST_48  H1   C03  C04  C05     0.00   0.0  0
 B6C  CONST_49  O62  N22  C21  C20   180.00   0.0  0
 B6C  CONST_50  H9   N22  C21  C20     0.00   0.0  0
 B6C  CONST_51  O62  N22  C21  O23     0.00   0.0  0
 B6C  Var_01    C15  N14  C13  C11  -109.33  30.0  2
 B6C  Var_02    C13  N14  C15  C16     3.66  30.0  1
 B6C  Var_03    O23  C21  C20  C15   -38.48  30.0  2
 B6C  Var_04    H10  C42  C06  C05   159.92  30.0  2
 B6C  Var_05    H13  C52  C09  C05   -88.61  30.0  2

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
 B6C  plan-1  C04  0.020
 B6C  plan-1  C09  0.020
 B6C  plan-1  C05  0.020
 B6C  plan-1  C06  0.020
 B6C  plan-1  N07  0.020
 B6C  plan-1  N08  0.020
 B6C  plan-1  C42  0.020
 B6C  plan-1  H6   0.020
 B6C  plan-1  C52  0.020
 B6C  plan-2  C11  0.020
 B6C  plan-2  C02  0.020
 B6C  plan-2  C03  0.020
 B6C  plan-2  C04  0.020
 B6C  plan-2  CL1  0.020
 B6C  plan-2  C05  0.020
 B6C  plan-2  C10  0.020
 B6C  plan-2  CL2  0.020
 B6C  plan-2  C13  0.020
 B6C  plan-2  N14  0.020
 B6C  plan-2  H1   0.020
 B6C  plan-2  H7   0.020
 B6C  plan-3  C15  0.020
 B6C  plan-3  C16  0.020
 B6C  plan-3  C17  0.020
 B6C  plan-3  C18  0.020
 B6C  plan-3  C19  0.020
 B6C  plan-3  C20  0.020
 B6C  plan-3  C21  0.020
 B6C  plan-3  N14  0.020
 B6C  plan-3  H2   0.020
 B6C  plan-3  H3   0.020
 B6C  plan-3  H4   0.020
 B6C  plan-3  H5   0.020
 B6C  plan-4  C20  0.020
 B6C  plan-4  C21  0.020
 B6C  plan-4  N22  0.020
 B6C  plan-4  O23  0.020
 B6C  plan-4  O62  0.020
 B6C  plan-4  H9   0.020

