# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 01:27:06 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: (1S,3R,4R,5S)-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1C[C@@](O)(C[C@H](C[P](O)(O)=O)[C@H]1O)C(O)=O
#
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
 CRB  CRB  '(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(phosphonomethyl)cyclohexanecarboxylic acid'  ligand  32  17  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CRB
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
 CRB  C1    C  C     0   0.539  -1.9393  -0.0853   2.5273
 CRB  O11   O  OH1   0  -0.589  -2.0897  -1.3996   2.5977
 CRB  O12   O  O     0  -0.430  -2.7214   0.7023   2.9936
 CRB  C2    C  CT    0   0.095  -0.6504   0.3202   1.8094
 CRB  O2    O  OH1   0  -0.661  -0.6300   1.7139   1.6607
 CRB  C3    C  CH2   0  -0.510   0.5591  -0.1738   2.6159
 CRB  C4    C  CH1   0   0.035   1.8588   0.1629   1.8959
 CRB  O4    O  OH1   0  -0.679   2.9770  -0.3597   2.5875
 CRB  C5    C  CH1   0   0.098   1.8758  -0.4582   0.5037
 CRB  O5    O  OH1   0  -0.678   3.0678  -0.1395  -0.1725
 CRB  C6    C  CH1   0  -0.292   0.6917   0.0282  -0.3330
 CRB  C7    C  CH2   0  -0.762   0.7342  -0.6330  -1.7159
 CRB  C8    C  CH2   0  -0.439  -0.6192  -0.2730   0.3971
 CRB  P1    P  P     0   1.376  -0.4642   0.0317  -2.8896
 CRB  O91   O  O     0  -0.716  -0.6530   1.5026  -2.8566
 CRB  O92   O  OH1   0  -0.744   0.1013  -0.5760  -4.2684
 CRB  O93   O  OH1   0  -0.752  -1.8876  -0.6808  -2.6380
 CRB  HOB   H  HOH1  0   0.487  -2.9045  -1.6184   3.0747
 CRB  HO2   H  HOH1  0   0.451  -0.6032   2.1276   2.5303
 CRB  H31   H  HCH2  0   0.251   0.4984  -1.2559   2.7560
 CRB  H32   H  HCH2  0   0.262   0.5556   0.2766   3.6142
 CRB  H4    H  HCH1  0   0.217   1.9512   1.2512   1.7908
 CRB  HO4   H  HOH1  0   0.458   3.2023   0.2393   3.3054
 CRB  H5    H  HCH1  0   0.195   1.7785  -1.5516   0.6269
 CRB  HO5   H  HOH1  0   0.448   3.8005  -0.3492   0.4171
 CRB  H6    H  HCH1  0   0.256   0.7888   1.1102  -0.4644
 CRB  H71   H  HCH2  0   0.303   1.7174  -0.4732  -2.1622
 CRB  H72   H  HCH2  0   0.283   0.5987  -1.7154  -1.6291
 CRB  H81   H  HCH2  0   0.251  -0.7573  -1.3553   0.4507
 CRB  H82   H  HCH2  0   0.268  -1.4670   0.1266  -0.1628
 CRB  HOP2  H  HOH1  0   0.492  -0.4008  -0.3082  -5.0505
 CRB  HOP3  H  HOH1  0   0.488  -1.8764  -1.6465  -2.6547

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
 CRB  C1   O11   single  1.325  0.020  1.325
 CRB  C1   O12   double  1.204  0.020  1.204
 CRB  C1   C2    single  1.530  0.020  1.530
 CRB  O11  HOB   single  0.850  0.020  0.980
 CRB  C2   O2    single  1.402  0.020  1.402
 CRB  C2   C3    single  1.535  0.020  1.535
 CRB  C2   C8    single  1.532  0.020  1.532
 CRB  O2   HO2   single  0.850  0.020  0.980
 CRB  C3   C4    single  1.523  0.020  1.523
 CRB  C3   H31   single  0.970  0.020  1.090
 CRB  C3   H32   single  0.970  0.020  1.090
 CRB  C4   O4    single  1.415  0.020  1.415
 CRB  C4   C5    single  1.525  0.020  1.525
 CRB  C4   H4    single  0.970  0.020  1.090
 CRB  O4   HO4   single  0.850  0.020  0.980
 CRB  C5   O5    single  1.407  0.020  1.407
 CRB  C5   C6    single  1.529  0.020  1.529
 CRB  C5   H5    single  0.970  0.020  1.090
 CRB  O5   HO5   single  0.850  0.020  0.980
 CRB  C6   C7    single  1.533  0.020  1.533
 CRB  C6   C8    single  1.530  0.020  1.530
 CRB  C6   H6    single  0.970  0.020  1.090
 CRB  C7   P1    single  1.804  0.020  1.804
 CRB  C7   H71   single  0.970  0.020  1.090
 CRB  C7   H72   single  0.970  0.020  1.090
 CRB  C8   H81   single  0.970  0.020  1.090
 CRB  C8   H82   single  0.970  0.020  1.090
 CRB  P1   O91   double  1.483  0.020  1.483
 CRB  P1   O92   single  1.609  0.020  1.609
 CRB  P1   O93   single  1.612  0.020  1.612
 CRB  O92  HOP2  single  0.850  0.020  0.980
 CRB  O93  HOP3  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
 CRB  C2    C1   O12  123.75  3.000
 CRB  C2    C1   O11  112.55  3.000
 CRB  O12   C1   O11  123.69  3.000
 CRB  HOB   O11  C1   110.22  3.000
 CRB  C8    C2   C3   110.10  3.000
 CRB  C8    C2   O2   106.67  3.000
 CRB  C3    C2   O2   111.36  3.000
 CRB  C8    C2   C1   110.30  3.000
 CRB  C3    C2   C1   109.38  3.000
 CRB  O2    C2   C1   109.00  3.000
 CRB  HO2   O2   C2   109.37  3.000
 CRB  H32   C3   H31  106.87  3.000
 CRB  H32   C3   C4   110.04  3.000
 CRB  H31   C3   C4   109.07  3.000
 CRB  H32   C3   C2   110.12  3.000
 CRB  H31   C3   C2   110.01  3.000
 CRB  C4    C3   C2   110.65  3.000
 CRB  H4    C4   C5   108.40  3.000
 CRB  H4    C4   O4   110.28  3.000
 CRB  C5    C4   O4   106.68  3.000
 CRB  H4    C4   C3   109.65  3.000
 CRB  C5    C4   C3   110.55  3.000
 CRB  O4    C4   C3   111.20  3.000
 CRB  HO4   O4   C4   108.66  3.000
 CRB  H5    C5   C6   107.91  3.000
 CRB  H5    C5   O5   110.64  3.000
 CRB  C6    C5   O5   108.72  3.000
 CRB  H5    C5   C4   107.49  3.000
 CRB  C6    C5   C4   111.19  3.000
 CRB  O5    C5   C4   110.86  3.000
 CRB  HO5   O5   C5   107.50  3.000
 CRB  H6    C6   C8   109.14  3.000
 CRB  H6    C6   C7   108.40  3.000
 CRB  C8    C6   C7   111.66  3.000
 CRB  H6    C6   C5   108.15  3.000
 CRB  C8    C6   C5   109.85  3.000
 CRB  C7    C6   C5   109.56  3.000
 CRB  H72   C7   H71  106.78  3.000
 CRB  H72   C7   P1   109.50  3.000
 CRB  H71   C7   P1   106.17  3.000
 CRB  H72   C7   C6   110.58  3.000
 CRB  H71   C7   C6   109.30  3.000
 CRB  P1    C7   C6   114.17  3.000
 CRB  H82   C8   H81  106.83  3.000
 CRB  H82   C8   C6   110.40  3.000
 CRB  H81   C8   C6   109.07  3.000
 CRB  H82   C8   C2   108.37  3.000
 CRB  H81   C8   C2   109.62  3.000
 CRB  C6    C8   C2   112.39  3.000
 CRB  O93   P1   O92  106.09  3.000
 CRB  O93   P1   O91  108.82  3.000
 CRB  O92   P1   O91  115.99  3.000
 CRB  O93   P1   C7   108.80  3.000
 CRB  O92   P1   C7   100.65  3.000
 CRB  O91   P1   C7   115.81  3.000
 CRB  HOP2  O92  P1   113.94  3.000
 CRB  HOP3  O93  P1   115.41  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
 CRB  CONST_01  HOB  O11  C1  C2  180.00   0.0  0
 CRB  Var_01    O91  P1   C7  C6   39.98  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
 CRB  chir_01  C2  O2  C3  C8  positiv
 CRB  chir_02  C4  O4  C3  C5  positiv
 CRB  chir_03  C5  O5  C4  C6  negativ
 CRB  chir_04  C6  C5  C7  C8  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
 CRB  plan-1  C1   0.020
 CRB  plan-1  O11  0.020
 CRB  plan-1  O12  0.020
 CRB  plan-1  C2   0.020
 CRB  plan-1  HOB  0.020

