# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 01:38:05 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 1-{4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}guanidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)Nc1ccc(cc1)B2OC[C@@H](CO)O2
#
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
 427  427  1-{4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}guanidine  ligand  31  17  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_427
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
 427  C01   C  CR6   0   0.350   2.4968  -0.3008   0.1936
 427  C02   C  CR16  0  -0.305   1.7255   0.8647   0.1356
 427  C03   C  CR16  0  -0.306   0.3537   0.7782  -0.0299
 427  C04   C  CR6   0  -0.115  -0.3101  -0.4477  -0.1217
 427  C05   C  CR16  0  -0.302   0.4737  -1.6027  -0.0359
 427  C06   C  CR16  0  -0.330   1.8453  -1.5370   0.1139
 427  N07   N  NH1   0  -0.748   3.8710  -0.3034   0.3878
 427  C08   C  C     0   0.530   4.8241   0.6429   0.0482
 427  B     B  B     0   0.591  -1.8432  -0.5237  -0.3032
 427  O10   O  O2    0  -0.471  -2.6443   0.5743  -0.4161
 427  C11   C  CH1   0  -0.035  -3.9991   0.1435  -0.5398
 427  C12   C  CH2   0  -0.213  -3.9163  -1.3973  -0.5441
 427  O13   O  O2    0  -0.469  -2.5349  -1.6973  -0.3738
 427  C14   C  CH2   0  -0.170  -4.8420   0.6617   0.6023
 427  O15   O  OH1   0  -0.668  -4.8705   2.0654   0.5544
 427  N16   N  N     0  -0.697   6.0175   0.6365   0.5071
 427  N17   N  NH2   0  -0.810   4.4189   1.6235  -0.8152
 427  H02   H  HCR6  0   0.274   2.1880   1.8360   0.2328
 427  H03   H  HCR6  0   0.255  -0.2111   1.7016  -0.0737
 427  H05   H  HCR6  0   0.255   0.0109  -2.5803  -0.0968
 427  H06   H  HCR6  0   0.265   2.4264  -2.4501   0.1662
 427  H07   H  HNH1  0   0.407   4.2525  -1.1640   0.7484
 427  H11   H  HCH1  0   0.252  -4.3988   0.5219  -1.4851
 427  H121  H  HCH2  0   0.245  -4.2751  -1.8254  -1.4811
 427  H122  H  HCH2  0   0.238  -4.4899  -1.8449   0.2723
 427  H141  H  HCH2  0   0.211  -5.8449   0.2267   0.4940
 427  H142  H  HCH2  0   0.203  -4.4330   0.2867   1.5513
 427  H15   H  HOH1  0   0.458  -5.4247   2.3789   1.2746
 427  H16   H  H     0   0.322   6.1341  -0.0721   1.2215
 427  H171  H  HNH2  0   0.390   5.1774   2.1908  -1.1578
 427  H172  H  HNH2  0   0.393   3.7636   1.3670  -1.5373

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
 427  C01  C02   aromatic  1.399  0.020  1.399
 427  C01  C06   aromatic  1.400  0.020  1.400
 427  C01  N07   single    1.388  0.020  1.388
 427  C02  C03   aromatic  1.384  0.020  1.384
 427  C02  H02   single    0.930  0.020  1.080
 427  C03  C04   aromatic  1.397  0.020  1.397
 427  C03  H03   single    0.930  0.020  1.080
 427  C04  C05   aromatic  1.398  0.020  1.398
 427  C04  B     single    1.546  0.020  1.546
 427  C05  C06   aromatic  1.381  0.020  1.381
 427  C05  H05   single    0.930  0.020  1.080
 427  C06  H06   single    0.930  0.020  1.080
 427  N07  C08   single    1.385  0.020  1.385
 427  N07  H07   single    0.860  0.020  1.020
 427  C08  N16   double    1.279  0.020  1.279
 427  C08  N17   single    1.368  0.020  1.368
 427  B    O10   single    1.364  0.020  1.364
 427  B    O13   single    1.364  0.020  1.364
 427  O10  C11   single    1.427  0.020  1.427
 427  C11  C12   single    1.543  0.020  1.543
 427  C11  C14   single    1.511  0.020  1.511
 427  C11  H11   single    0.970  0.020  1.090
 427  C12  O13   single    1.424  0.020  1.424
 427  C12  H121  single    0.970  0.020  1.090
 427  C12  H122  single    0.970  0.020  1.090
 427  C14  O15   single    1.405  0.020  1.405
 427  C14  H141  single    0.970  0.020  1.090
 427  C14  H142  single    0.970  0.020  1.090
 427  O15  H15   single    0.850  0.020  0.980
 427  N16  H16   single    0.890  0.020  1.040
 427  N17  H171  single    0.890  0.020  1.040
 427  N17  H172  single    0.890  0.020  1.040

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
 427  N07   C01  C06   117.85  3.000
 427  N07   C01  C02   123.60  3.000
 427  C06   C01  C02   118.49  3.000
 427  H02   C02  C03   119.42  3.000
 427  H02   C02  C01   120.63  3.000
 427  C03   C02  C01   119.95  3.000
 427  H03   C03  C04   119.84  3.000
 427  H03   C03  C02   117.91  3.000
 427  C04   C03  C02   122.24  3.000
 427  B     C04  C05   121.50  3.000
 427  B     C04  C03   121.47  3.000
 427  C05   C04  C03   117.03  3.000
 427  H05   C05  C06   118.25  3.000
 427  H05   C05  C04   120.16  3.000
 427  C06   C05  C04   121.59  3.000
 427  H06   C06  C05   119.84  3.000
 427  H06   C06  C01   119.47  3.000
 427  C05   C06  C01   120.69  3.000
 427  H07   N07  C08   114.23  3.000
 427  H07   N07  C01   115.24  3.000
 427  C08   N07  C01   130.21  3.000
 427  N17   C08  N16   120.44  3.000
 427  N17   C08  N07   116.14  3.000
 427  N16   C08  N07   123.42  3.000
 427  O13   B    O10   112.99  3.000
 427  O13   B    C04   123.46  3.000
 427  O10   B    C04   123.56  3.000
 427  C11   O10  B     108.77  3.000
 427  H11   C11  C14   109.31  3.000
 427  H11   C11  C12   111.26  3.000
 427  C14   C11  C12   111.99  3.000
 427  H11   C11  O10   108.50  3.000
 427  C14   C11  O10   111.13  3.000
 427  C12   C11  O10   104.52  3.000
 427  H122  C12  H121  107.94  3.000
 427  H122  C12  O13   109.47  3.000
 427  H121  C12  O13   109.82  3.000
 427  H122  C12  C11   112.24  3.000
 427  H121  C12  C11   112.13  3.000
 427  O13   C12  C11   105.20  3.000
 427  C12   O13  B     108.47  3.000
 427  H142  C14  H141  106.84  3.000
 427  H142  C14  O15   112.19  3.000
 427  H141  C14  O15   111.95  3.000
 427  H142  C14  C11   109.15  3.000
 427  H141  C14  C11   107.39  3.000
 427  O15   C14  C11   109.16  3.000
 427  H15   O15  C14   108.18  3.000
 427  H16   N16  C08   111.35  3.000
 427  H172  N17  H171  112.89  3.000
 427  H172  N17  C08   117.53  3.000
 427  H171  N17  C08   113.29  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
 427  CONST_01  C04   C03  C02  C01    0.00   0.0  0
 427  CONST_02  C04   C05  C06  C01    0.00   0.0  0
 427  CONST_03  C05   C06  C01  C02    0.00   0.0  0
 427  CONST_04  C05   C04  C03  C02    0.00   0.0  0
 427  CONST_05  C06   C01  C02  C03    0.00   0.0  0
 427  CONST_06  C06   C05  C04  C03    0.00   0.0  0
 427  CONST_07  B     C04  C03  C02  180.00   0.0  0
 427  CONST_08  B     C04  C05  C06  180.00   0.0  0
 427  CONST_09  N07   C01  C02  C03  180.00   0.0  0
 427  CONST_10  N07   C01  C06  C05  180.00   0.0  0
 427  CONST_11  H03   C03  C02  C01  180.00   0.0  0
 427  CONST_12  H05   C05  C06  C01  180.00   0.0  0
 427  CONST_13  H06   C06  C01  C02  180.00   0.0  0
 427  CONST_14  H02   C02  C03  C04  180.00   0.0  0
 427  CONST_18  N16   C08  N07  C01  180.00   0.0  0
 427  CONST_19  N17   C08  N07  C01    0.00   0.0  0
 427  CONST_20  H16   N16  C08  N07    0.00   0.0  0
 427  CONST_21  H171  N17  C08  N07  180.00   0.0  0
 427  Var_01    O10   B    C04  C03    1.54  30.0  2
 427  Var_02    C11   C12  O13  B     -1.20  30.0  1

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
 427  chir_01  C11  O10  C12  C14  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
 427  plan-1  C01   0.020
 427  plan-1  C02   0.020
 427  plan-1  C03   0.020
 427  plan-1  C04   0.020
 427  plan-1  C05   0.020
 427  plan-1  C06   0.020
 427  plan-1  N07   0.020
 427  plan-1  B     0.020
 427  plan-1  H02   0.020
 427  plan-1  H03   0.020
 427  plan-1  H05   0.020
 427  plan-1  H06   0.020
 427  plan-2  C01   0.020
 427  plan-2  N07   0.020
 427  plan-2  C08   0.020
 427  plan-2  N16   0.020
 427  plan-2  N17   0.020
 427  plan-2  H07   0.020
 427  plan-2  H16   0.020
 427  plan-2  H171  0.020
 427  plan-2  H172  0.020

