# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 18:23:04 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 2-[3,5-dibromo-4-(4-hydroxy-3-{(R)-hydroxy[(2-phenylethyl)amino]methyl}phenoxy)phenyl]ethane-1,1-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(O)Cc1cc(Br)c(Oc2ccc(O)c(c2)[C@@H](O)NCCc3ccccc3)c(Br)c1
#
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
 442  442  2-[3,5-dibromo-4-(4-hydroxy-3-{(R)-hydroxy[(2-phenylethyl)amino]methyl}phenoxy)phenyl]ethane-1,1-diol  ligand  54  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_442
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
 442  O3    O   OH1   0  -0.664   1.0503   1.1543    8.4123
 442  C8    C   CH1   0   0.277   1.1817   1.1212    7.0235
 442  O2    O   OH1   0  -0.656   2.5132   1.0311    6.6123
 442  C7    C   CH2   0  -0.606   0.3388  -0.0544    6.5305
 442  C5    C   CR6   0   0.143   0.3711  -0.1707    5.0349
 442  C6    C   CR16  0  -0.287  -0.5061   0.5811    4.2602
 442  C4    C   CR16  0  -0.300   1.2948  -0.9937    4.4010
 442  C3    C   CR6   0  -0.176   1.3275  -1.0693    3.0179
 442  BR2   BR  BR    0  -0.003   2.5658  -2.1972    2.1669
 442  C2    C   CR6   0   0.391   0.4615  -0.3142    2.2331
 442  C1    C   CR6   0  -0.165  -0.4572   0.5086    2.8782
 442  BR1   BR  BR    0   0.002  -1.6317   1.5468    1.8435
 442  O4    O   O2    0  -0.495   0.5422  -0.3546    0.8837
 442  C11   C   CR6   0   0.386  -0.3337  -1.1624    0.1911
 442  C12   C   CR16  0  -0.379  -0.3770  -0.9772   -1.1809
 442  C13   C   CR6   0  -0.110  -1.2230  -1.7372   -1.9777
 442  C14   C   CR6   0   0.323  -2.0342  -2.7103   -1.3712
 442  C15   C   CR16  0  -0.336  -1.9698  -2.8923    0.0051
 442  C16   C   CR16  0  -0.323  -1.1225  -2.1272    0.7928
 442  O     O   OH1   0  -0.650  -2.8678  -3.5056   -2.0740
 442  C17   C   CH1   0   0.176  -1.2383  -1.5719   -3.4876
 442  O1    O   OH1   0  -0.675  -2.5809  -1.6907   -3.9852
 442  N28   N   NH1   0  -0.625  -0.5575  -0.3983   -3.8964
 442  C29   C   CH2   0  -0.247  -0.3737  -0.2226   -5.3247
 442  C30   C   CH2   0  -0.528   0.6657   0.8632   -5.5954
 442  C31   C   CR6   0   0.122   0.8649   1.0782   -7.0689
 442  C36   C   CR16  0  -0.308   1.8507   0.3812   -7.7643
 442  C35   C   CR16  0  -0.240   2.0112   0.5487   -9.1336
 442  C32   C   CR16  0  -0.307   0.0386   1.9463   -7.7805
 442  C33   C   CR16  0  -0.239   0.1948   2.1176   -9.1495
 442  C34   C   CR16  0  -0.274   1.1830   1.4185   -9.8310
 442  HO3   H   HOH1  0   0.457   1.4362   1.9731    8.7429
 442  H8    H   HCH1  0   0.214   0.8142   2.0487    6.5687
 442  HO2   H   HOH1  0   0.446   2.8835   0.1944    6.9196
 442  H71   H   HCH2  0   0.269   0.7034  -0.9775    6.9912
 442  H72   H   HCH2  0   0.271  -0.6898   0.0868    6.8677
 442  H6    H   HCR6  0   0.285  -1.2308   1.2252    4.7426
 442  H4    H   HCR6  0   0.281   1.9804  -1.5875    4.9916
 442  H12   H   HCR6  0   0.271   0.2661  -0.2361   -1.6376
 442  H15   H   HCR6  0   0.267  -2.5930  -3.6469    0.4686
 442  H16   H   HCR6  0   0.282  -1.1005  -2.2980    1.8617
 442  HO    H   HOH1  0   0.469  -3.0133  -3.0941   -2.9469
 442  H17   H   HCH1  0   0.261  -0.7284  -2.4283   -3.9408
 442  HO1   H   HOH1  0   0.455  -3.1002  -0.9444   -3.6578
 442  H28   H   HNH1  0   0.357  -0.9515   0.4341   -3.4728
 442  H291  H   HCH2  0   0.232  -0.0233  -1.1696   -5.7449
 442  H292  H   HCH2  0   0.215  -1.3042   0.0275   -5.8497
 442  H301  H   HCH2  0   0.245   0.3422   1.7962   -5.1247
 442  H302  H   HCH2  0   0.245   1.6075   0.5771   -5.1223
 442  H36   H   HCR6  0   0.247   2.5041  -0.2969   -7.2268
 442  H35   H   HCR6  0   0.253   2.7865   0.0030   -9.6562
 442  H32   H   HCR6  0   0.246  -0.7336   2.4976   -7.2556
 442  H33   H   HCR6  0   0.253  -0.4530   2.8000   -9.6849
 442  H34   H   HCR6  0   0.254   1.3092   1.5537  -10.8975

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
 442  O3   C8    single    1.395  0.020  1.395
 442  O3   HO3   single    0.850  0.020  0.980
 442  C8   O2    single    1.396  0.020  1.396
 442  C8   C7    single    1.528  0.020  1.528
 442  C8   H8    single    0.970  0.020  1.090
 442  O2   HO2   single    0.850  0.020  0.980
 442  C7   C5    single    1.501  0.020  1.501
 442  C7   H71   single    0.970  0.020  1.090
 442  C7   H72   single    0.970  0.020  1.090
 442  C5   C6    aromatic  1.391  0.020  1.391
 442  C5   C4    aromatic  1.390  0.020  1.390
 442  C6   C1    aromatic  1.385  0.020  1.385
 442  C6   H6    single    0.930  0.020  1.080
 442  C4   C3    aromatic  1.385  0.020  1.385
 442  C4   H4    single    0.930  0.020  1.080
 442  C3   BR2   single    1.879  0.020  1.879
 442  C3   C2    aromatic  1.391  0.020  1.391
 442  C2   C1    aromatic  1.392  0.020  1.392
 442  C2   O4    single    1.352  0.020  1.352
 442  C1   BR1   single    1.878  0.020  1.878
 442  O4   C11   single    1.378  0.020  1.378
 442  C11  C12   aromatic  1.385  0.020  1.385
 442  C11  C16   aromatic  1.384  0.020  1.384
 442  C12  C13   aromatic  1.389  0.020  1.389
 442  C12  H12   single    0.930  0.020  1.080
 442  C13  C14   aromatic  1.405  0.020  1.405
 442  C13  C17   single    1.519  0.020  1.519
 442  C14  C15   aromatic  1.390  0.020  1.390
 442  C14  O     single    1.349  0.020  1.349
 442  C15  C16   aromatic  1.387  0.020  1.387
 442  C15  H15   single    0.930  0.020  1.080
 442  C16  H16   single    0.930  0.020  1.080
 442  O    HO    single    0.850  0.020  0.980
 442  C17  O1    single    1.437  0.020  1.437
 442  C17  N28   single    1.417  0.020  1.417
 442  C17  H17   single    0.970  0.020  1.090
 442  O1   HO1   single    0.850  0.020  0.980
 442  N28  C29   single    1.451  0.020  1.451
 442  N28  H28   single    0.890  0.020  1.040
 442  C29  C30   single    1.527  0.020  1.527
 442  C29  H291  single    0.970  0.020  1.090
 442  C29  H292  single    0.970  0.020  1.090
 442  C30  C31   single    1.502  0.020  1.502
 442  C30  H301  single    0.970  0.020  1.090
 442  C30  H302  single    0.970  0.020  1.090
 442  C31  C36   aromatic  1.393  0.020  1.393
 442  C31  C32   aromatic  1.394  0.020  1.394
 442  C36  C35   aromatic  1.389  0.020  1.389
 442  C36  H36   single    0.930  0.020  1.080
 442  C35  C34   aromatic  1.389  0.020  1.389
 442  C35  H35   single    0.930  0.020  1.080
 442  C32  C33   aromatic  1.388  0.020  1.388
 442  C32  H32   single    0.930  0.020  1.080
 442  C33  C34   aromatic  1.389  0.020  1.389
 442  C33  H33   single    0.930  0.020  1.080
 442  C34  H34   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
 442  HO3   O3   C8    108.90  3.000
 442  H8    C8   C7    109.39  3.000
 442  H8    C8   O2    104.60  3.000
 442  C7    C8   O2    112.41  3.000
 442  H8    C8   O3    111.18  3.000
 442  C7    C8   O3    106.70  3.000
 442  O2    C8   O3    112.61  3.000
 442  HO2   O2   C8    109.14  3.000
 442  H72   C7   H71   107.04  3.000
 442  H72   C7   C5    109.77  3.000
 442  H71   C7   C5    110.31  3.000
 442  H72   C7   C8    108.70  3.000
 442  H71   C7   C8    109.23  3.000
 442  C5    C7   C8    111.67  3.000
 442  C4    C5   C6    119.02  3.000
 442  C4    C5   C7    120.98  3.000
 442  C6    C5   C7    119.97  3.000
 442  H6    C6   C1    119.96  3.000
 442  H6    C6   C5    119.70  3.000
 442  C1    C6   C5    120.34  3.000
 442  H4    C4   C3    119.99  3.000
 442  H4    C4   C5    119.79  3.000
 442  C3    C4   C5    120.21  3.000
 442  C2    C3   BR2   118.72  3.000
 442  C2    C3   C4    121.25  3.000
 442  BR2   C3   C4    120.03  3.000
 442  O4    C2   C1    121.30  3.000
 442  O4    C2   C3    120.63  3.000
 442  C1    C2   C3    118.05  3.000
 442  BR1   C1   C2    118.96  3.000
 442  BR1   C1   C6    119.92  3.000
 442  C2    C1   C6    121.12  3.000
 442  C11   O4   C2    118.75  3.000
 442  C16   C11  C12   120.40  3.000
 442  C16   C11  O4    123.53  3.000
 442  C12   C11  O4    116.06  3.000
 442  H12   C12  C13   119.64  3.000
 442  H12   C12  C11   119.40  3.000
 442  C13   C12  C11   120.95  3.000
 442  C17   C13  C14   119.92  3.000
 442  C17   C13  C12   121.13  3.000
 442  C14   C13  C12   118.90  3.000
 442  O     C14  C15   117.85  3.000
 442  O     C14  C13   122.69  3.000
 442  C15   C14  C13   119.44  3.000
 442  H15   C15  C16   119.53  3.000
 442  H15   C15  C14   119.24  3.000
 442  C16   C15  C14   121.23  3.000
 442  H16   C16  C15   119.08  3.000
 442  H16   C16  C11   121.85  3.000
 442  C15   C16  C11   119.07  3.000
 442  HO    O    C14   108.03  3.000
 442  H17   C17  N28   107.74  3.000
 442  H17   C17  O1    103.13  3.000
 442  N28   C17  O1    114.68  3.000
 442  H17   C17  C13   108.76  3.000
 442  N28   C17  C13   111.84  3.000
 442  O1    C17  C13   110.16  3.000
 442  HO1   O1   C17   108.72  3.000
 442  H28   N28  C29   111.17  3.000
 442  H28   N28  C17   111.88  3.000
 442  C29   N28  C17   116.44  3.000
 442  H292  C29  H291  106.57  3.000
 442  H292  C29  C30   109.29  3.000
 442  H291  C29  C30   109.24  3.000
 442  H292  C29  N28   113.03  3.000
 442  H291  C29  N28   108.29  3.000
 442  C30   C29  N28   110.29  3.000
 442  H302  C30  H301  106.98  3.000
 442  H302  C30  C31   110.37  3.000
 442  H301  C30  C31   109.83  3.000
 442  H302  C30  C29   108.90  3.000
 442  H301  C30  C29   109.20  3.000
 442  C31   C30  C29   111.46  3.000
 442  C32   C31  C36   118.44  3.000
 442  C32   C31  C30   120.75  3.000
 442  C36   C31  C30   120.78  3.000
 442  H36   C36  C35   119.64  3.000
 442  H36   C36  C31   119.46  3.000
 442  C35   C36  C31   120.90  3.000
 442  H35   C35  C34   120.02  3.000
 442  H35   C35  C36   119.86  3.000
 442  C34   C35  C36   120.11  3.000
 442  H32   C32  C33   119.65  3.000
 442  H32   C32  C31   119.45  3.000
 442  C33   C32  C31   120.90  3.000
 442  H33   C33  C34   120.01  3.000
 442  H33   C33  C32   119.88  3.000
 442  C34   C33  C32   120.11  3.000
 442  H34   C34  C33   120.23  3.000
 442  H34   C34  C35   120.23  3.000
 442  C33   C34  C35   119.54  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
 442  CONST_01  C2   C1   C6   C5      0.00   0.0  0
 442  CONST_02  C2   C3   C4   C5      0.00   0.0  0
 442  CONST_03  C3   C4   C5   C6      0.00   0.0  0
 442  CONST_04  C3   C2   C1   C6      0.00   0.0  0
 442  CONST_05  C1   C6   C5   C4      0.00   0.0  0
 442  CONST_06  C1   C2   C3   C4      0.00   0.0  0
 442  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 442  CONST_08  C14  C15  C16  C11     0.00   0.0  0
 442  CONST_09  C15  C16  C11  C12     0.00   0.0  0
 442  CONST_10  C15  C14  C13  C12     0.00   0.0  0
 442  CONST_11  C16  C11  C12  C13     0.00   0.0  0
 442  CONST_12  C16  C15  C14  C13     0.00   0.0  0
 442  CONST_13  C34  C35  C36  C31     0.00   0.0  0
 442  CONST_14  C34  C33  C32  C31     0.00   0.0  0
 442  CONST_15  C33  C32  C31  C36     0.00   0.0  0
 442  CONST_16  C33  C34  C35  C36     0.00   0.0  0
 442  CONST_17  C32  C31  C36  C35     0.00   0.0  0
 442  CONST_18  C32  C33  C34  C35     0.00   0.0  0
 442  CONST_19  C1   C6   C5   C7    180.00   0.0  0
 442  CONST_20  C3   C4   C5   C7    180.00   0.0  0
 442  CONST_21  BR1  C1   C6   C5    180.00   0.0  0
 442  CONST_22  BR2  C3   C4   C5    180.00   0.0  0
 442  CONST_23  O4   C2   C1   C6    180.00   0.0  0
 442  CONST_24  O4   C2   C3   C4    180.00   0.0  0
 442  CONST_25  BR1  C1   C2   C3    180.00   0.0  0
 442  CONST_26  C1   C2   C3   BR2   180.00   0.0  0
 442  CONST_27  C13  C12  C11  O4    180.00   0.0  0
 442  CONST_28  C15  C16  C11  O4    180.00   0.0  0
 442  CONST_29  C17  C13  C12  C11   180.00   0.0  0
 442  CONST_30  O    C14  C13  C12   180.00   0.0  0
 442  CONST_31  C17  C13  C14  C15   180.00   0.0  0
 442  CONST_32  O    C14  C15  C16   180.00   0.0  0
 442  CONST_33  C35  C36  C31  C30   180.00   0.0  0
 442  CONST_34  C33  C32  C31  C30   180.00   0.0  0
 442  CONST_35  H4   C4   C5   C6    180.00   0.0  0
 442  CONST_36  H6   C6   C5   C4    180.00   0.0  0
 442  CONST_37  H15  C15  C16  C11   180.00   0.0  0
 442  CONST_38  H16  C16  C11  C12   180.00   0.0  0
 442  CONST_39  H12  C12  C13  C14   180.00   0.0  0
 442  CONST_40  H35  C35  C36  C31   180.00   0.0  0
 442  CONST_41  H33  C33  C32  C31   180.00   0.0  0
 442  CONST_42  H32  C32  C31  C36   180.00   0.0  0
 442  CONST_43  H34  C34  C35  C36   180.00   0.0  0
 442  CONST_44  H36  C36  C31  C32   180.00   0.0  0
 442  Var_01    C12  C11  O4   C2    168.28  30.0  2
 442  Var_02    C6   C5   C7   C8    -84.81  30.0  2
 442  Var_03    C36  C31  C30  C29   -91.94  30.0  2
 442  Var_04    C5   C7   C8   O3    178.46  30.0  3
 442  Var_05    C31  C30  C29  N28  -179.33  30.0  3
 442  Var_06    C30  C29  N28  C17  -165.34  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
 442  chir_01  C17  C13  O1  N28  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
 442  plan-1  C7   0.020
 442  plan-1  C5   0.020
 442  plan-1  C6   0.020
 442  plan-1  C4   0.020
 442  plan-1  C3   0.020
 442  plan-1  BR2  0.020
 442  plan-1  C2   0.020
 442  plan-1  C1   0.020
 442  plan-1  BR1  0.020
 442  plan-1  O4   0.020
 442  plan-1  H6   0.020
 442  plan-1  H4   0.020
 442  plan-2  O4   0.020
 442  plan-2  C11  0.020
 442  plan-2  C12  0.020
 442  plan-2  C13  0.020
 442  plan-2  C14  0.020
 442  plan-2  C15  0.020
 442  plan-2  C16  0.020
 442  plan-2  O    0.020
 442  plan-2  C17  0.020
 442  plan-2  H12  0.020
 442  plan-2  H15  0.020
 442  plan-2  H16  0.020
 442  plan-3  C30  0.020
 442  plan-3  C31  0.020
 442  plan-3  C36  0.020
 442  plan-3  C35  0.020
 442  plan-3  C32  0.020
 442  plan-3  C33  0.020
 442  plan-3  C34  0.020
 442  plan-3  H36  0.020
 442  plan-3  H35  0.020
 442  plan-3  H32  0.020
 442  plan-3  H33  0.020
 442  plan-3  H34  0.020

