# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ZnGlyPhe2
_audit_block_doi                 10.5517/cc1k31f4
_database_code_depnum_ccdc_archive 'CCDC 1432895'
_audit_update_record             
;
2016-01-02 deposited with the CCDC.
2016-01-19 downloaded from the CCDC.
;
_chemical_name_mineral           'zinc(II) di(glycylphenylalaninate)'
_chemical_name_systematic        
catena-(bis(glycyl-L-phenylalaninato))zinc(ii)
_chemical_name_common            '[Zn(Gly-L-Phe)2]'
_chemical_formula_sum            'C22 H26 N4 O6 Zn'
_chemical_formula_weight         507.86
_chemical_formula_moiety         'C22 H26 N4 O6 Zn'
_cell_formula_units_Z            2


_cell_length_a                   29.4247(16)
_cell_length_b                   5.29675(30)
_cell_length_c                   7.49392(45)
_cell_angle_alpha                90
_cell_angle_beta                 95.5986(29)
_cell_angle_gamma                90
_cell_volume                     1162.39(12)
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_int_tables_number      5
_chemical_absolute_configuration syn
loop_
_symmetry_equiv_pos_as_xyz
'-x, y, -z'
'-x+1/2, y+1/2, -z'
'x, y, z'
'x+1/2, y+1/2, z'

_diffrn_measurement_device_type  
;
Philips PW 3710 powder diffractometer. 
;
_diffrn_ambient_temperature      293
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54060
_diffrn_source                   'sealed X-ray tube'
_exptl_crystal_density_diffrn    1.45
_refine_ls_hydrogen_treatment    rigid
_refine_ls_shift/su_max          <0.01
_refine_ls_number_parameters     49
_pd_proc_ls_prof_R_factor        0.0764
_pd_proc_ls_prof_wR_factor       0.1076
_refine_ls_R_Fsqd_factor         0.0303
_refine_ls_goodness_of_fit_all   3.549
_cell_measurement_temperature    293
_refine_ls_structure_factor_coef Fsqd
_exptl_crystal_description       plate
_exptl_crystal_colour            white

_refine_special_details          
;
Rietveld refinement was carried out treating 
coordinates of zinc atom as free variables. 
The dipeptide moiety was treated as rigid body.
Errors were estimated using the bootstrap method 
as implemented in TOPAS. 
;
_pd_proc_ls_profile_function     
;
Calculated from fundamental parameters
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv
Zn Zn 2 0.5 0.5795 0 1 6.54
C1 C 4 0.5374487 -0.09280596 -0.293646 1 4.75
H1 H 4 0.5049733 -0.04175936 -0.3049965 1 5.7
H2 H 4 0.540587 -0.2416991 -0.3709109 1 5.7
C2 C 4 0.5664498 0.1216055 -0.3533424 1 4.75
C3 C 4 0.5996755 0.3201659 -0.5990002 1 4.75
H3 H 4 0.6101056 0.44205 -0.5019442 1 5.7
C4 C 4 0.5653445 0.4536963 -0.7331534 1 4.75
C5 C 4 0.6414158 0.2294153 -0.6886755 1 4.75
H6 H 4 0.6627213 0.1436062 -0.5982163 1 5.7
H7 H 4 0.6313284 0.1042058 -0.7821817 1 5.7
C6 C 4 0.6664854 0.4470023 -0.771334 1 4.75
C7 C 4 0.6985848 0.6004245 -0.6763288 1 4.75
H8 H 4 0.7051246 0.578689 -0.5507267 1 5.7
C8 C 4 0.7209409 0.7860791 -0.7649222 1 4.75
H9 H 4 0.7428394 0.8910012 -0.6999449 1 5.7
C9 C 4 0.7113036 0.818134 -0.9485728 1 4.75
H10 H 4 0.7266244 0.9449935 -1.009107 1 5.7
C10 C 4 0.6792741 0.6645502 -1.043519 1 4.75
H11 H 4 0.6726624 0.6864754 -1.169049 1 5.7
C11 C 4 0.6568481 0.4790572 -0.9549847 1 4.75
H12 H 4 0.6349496 0.3739772 -1.01981 1 5.7
N1 N 4 0.5520673 -0.1584796 -0.1055278 1 3.65
H13 H 4 0.5834752 -0.1406064 -0.08136165 1 5.7
H14 H 4 0.5387514 -0.05551786 -0.0245344 1 5.7
N2 N 4 0.5787933 0.1045459 -0.5186117 1 3.65
H16 H 4 0.5669633 -0.02135117 -0.5950224 1 5.7
O1 O 4 0.577114 0.2968168 -0.2510455 1 3.72
O2 O 4 0.5623644 0.6892081 -0.725558 1 3.72
O3 O 4 0.5402844 0.3153699 -0.8395841 1 3.72

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance

C1 H1 0.988
C1 H2 0.988
C1 C2 1.514
C1 N1 1.474
C2 N2 1.327
C2 O1 1.224
C3 H3 0.998
C3 C4 1.527
C3 C5 1.533
C3 N2 1.455
C4 O2 1.252
C4 O3 1.265
C5 H6 0.988
C5 H7 0.989
C5 C6 1.531
C6 C7 1.388
C6 C11 1.388
C7 H8 0.949
C7 C8 1.387
C8 H9 0.948
C8 C9 1.388
C9 H10 0.948
C9 C10 1.387
C10 H11 0.949
C10 C11 1.387
C11 H12 0.948
N1 H13 0.929
N1 H14 0.930
N1 Zn 2.266
N2 H16 0.924

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle

C1 N1 Zn 109.51
C1 N1 H13 110.74
C1 N1 H14 112.53
C1 C2 N2 115.98
C1 C2 O1 120.05
C10 C11 H12 120.09
C2 C1 N1 109.82
C2 N2 C3 119.86
C2 N2 H16 120.41
C3 C5 H7 108.83
C3 C5 H6 108.98
C3 C5 C6 112.29
C3 C4 O3 117.00
C3 N2 H16 117.28
C3 C4 O2 118.43
C4 O3 Zn 103.51
C4 C3 N2 110.92
C4 C3 C5 111.30
C5 C3 N2 108.90
C5 C6 C11 115.67
C5 C6 C7 124.29
C6 C11 H12 119.92
C6 C7 H8 119.96
C6 C7 C8 119.99
C6 C11 C10 119.99
C7 C8 H9 119.97
C7 C6 C11 119.98
C7 C8 C9 120.03
C8 C9 C10 119.97
C8 C9 H10 119.99
C9 C10 H11 119.99
C9 C10 C11 120.05
H1 C1 H2 108.22
H1 C1 N1 109.64
H1 C1 C2 109.71
H10 C9 C10 120.04
H11 C10 C11 119.96
H13 N1 H14 106.70
H14 N1 Zn 77.83
H2 C1 N1 109.68
H2 C1 C2 109.75
H3 C3 C4 108.46
H3 C3 N2 108.55
H3 C3 C5 108.64
H6 C5 H7 107.70
H6 C5 C6 108.98
H7 C5 C6 109.95
H8 C7 C8 120.05
H9 C8 C9 120.00
N1 Zn O3 103.97
N1 Zn N1 104.47
N1 Zn O3 124.31
N2 C2 O1 123.97
O2 C4 O3 124.49
O3 Zn O3 97.80
Zn N1 H13 133.46
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_CdGF2
_audit_block_doi                 10.5517/cc1kfzcb
_database_code_depnum_ccdc_archive 'CCDC 1443402'
_audit_update_record             
;
2015-12-19 deposited with the CCDC.
2016-01-19 downloaded from the CCDC.
;
_chemical_name_mineral           Cd(GlyPhe)2
_chemical_name_systematic        
catena-(bis(glycyl-L-phenylalaninato))cadmium(ii)
_chemical_name_common            '[Cd(Gly-L-Phe)2]'
_chemical_formula_moiety         'C22 H26 N4 O6 Cd'
_chemical_formula_sum            'C22 H26 Cd N4 O6 '
_chemical_formula_weight         554.879
_cell_formula_units_Z            2

_cell_length_a                   30.4985(18)
_cell_length_b                   5.34094(39)
_cell_length_c                   7.63724(45)
_cell_angle_alpha                90
_cell_angle_beta                 111.3718(27)
_cell_angle_gamma                90
_cell_volume                     1158.49(13)
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_int_tables_number      5
_chemical_absolute_configuration syn
loop_
_symmetry_equiv_pos_as_xyz
'-x, y, -z'
'-x+1/2, y+1/2, -z'
'x, y, z'
'x+1/2, y+1/2, z'

_diffrn_measurement_device_type  
;
Philips PW 3710 powder diffractometer. 
;
_diffrn_ambient_temperature      293
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54060
_diffrn_source                   'sealed X-ray tube'
_exptl_crystal_density_diffrn    1.55
_refine_ls_shift/su_max          <0.01
_refine_ls_number_parameters     42
_pd_proc_ls_prof_R_factor        0.0646
_pd_proc_ls_prof_wR_factor       0.0868
_pd_proc_ls_prof_wR_expected     0.0190
_refine_ls_goodness_of_fit_all   4.561
_refine_ls_R_factor_all          0.0454
_cell_measurement_temperature    293
_refine_ls_structure_factor_coef Fsqd
_exptl_crystal_description       rod
_exptl_crystal_colour            white

_refine_special_details          
;
Rietveld refinement was carried out treating 
coordinates of Cd atom as free variables. 
The dipeptide moiety was treated as rigid body.
Errors were estimated using the bootstrap method 
as implemented in TOPAS. Atoms H13 and H14 were modeled.
;
_pd_proc_ls_profile_function     
;
Calculated from fundamental parameters.
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_
Cd1 Cd 2 0.00000 0.61522 0.00000 1 2.24(16)
C1 C 4 0.45674 0.80057 0.58376 1 1.70(30)
H1 H 4 0.49094 0.78130 0.61231 1 2.04(36)
H2 H 4 0.44599 0.95415 0.50773 1 2.04(36)
C2 C 4 0.43067 0.57530 0.47377 1 1.70(30)
C3 C 4 0.38972 0.39471 0.16803 1 1.70(30)
H3 H 4 0.37815 0.26935 0.23832 1 2.04(36)
C4 C 4 0.42777 0.27110 0.11105 1 1.70(30)
C5 C 4 0.34793 0.48148 0.99500 1 1.70(30)
H6 H 4 0.32467 0.56589 0.03739 1 2.04(36)
H7 H 4 0.35928 0.60585 0.92508 1 2.04(36)
C6 C 4 0.32379 0.26321 0.86523 1 1.70(30)
C7 C 4 0.33068 0.20431 0.69978 1 1.70(30)
H8 H 4 0.35030 0.30707 0.65764 1 2.04(36)
C8 C 4 0.30873 0.99589 0.59577 1 1.70(30)
H9 H 4 0.31342 0.95583 0.48267 1 2.04(36)
C9 C 4 0.27997 0.84591 0.65727 1 1.70(30)
H10 H 4 0.26499 0.70331 0.58616 1 2.04(36)
C10 C 4 0.27314 0.90461 0.82274 1 1.70(30)
H11 H 4 0.25346 0.80219 0.86478 1 2.04(36)
C11 C 4 0.29503 0.11323 0.92672 1 1.70(30)
H12 H 4 0.29038 0.15347 0.03987 1 2.04(36)
N1 N 4 0.44790 0.82347 0.76077 1 1.70(30)
N2 N 4 0.40863 0.60928 0.29005 1 1.70(30)
H16 H 4 0.41260 0.75649 0.23355 1 2.04(36)
O1 O 4 0.43081 0.37697 0.55495 1 1.70(30)
O2 O 4 0.43740 0.04533 0.15232 1 1.70(30)
O3 O 4 0.44894 0.40935 0.03235 1 1.70(30)
H13 H 4 0.45160 0.65080 0.82000 1 2.04(36)
H14 H 4 0.41420 0.88290 0.72780 1 2.04(36)

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance

C1 H1 0.990
C1 H2 0.989
C1 C2 1.516
C1 N1 1.476
C2 N2 1.328
C2 O1 1.226
C3 H3 0.999
C3 C4 1.529
C3 C5 1.535
C3 N2 1.456
C4 O2 1.253
C4 O3 1.267
C5 H6 0.989
C5 H7 0.990
C5 C6 1.533
C6 C7 1.390
C6 C11 1.389
C7 H8 0.950
C7 C8 1.389
C8 H9 0.949
C8 C9 1.389
C9 H10 0.950
C9 C10 1.389
C10 H11 0.950
C10 C11 1.389
C11 H12 0.949
N1 H13 1.015
N1 H14 1.015
N1 Cd1 2.485
N2 H16 0.925
O2 Cd1 2.599
O3 Cd1 2.287
Cd1 O2 2.599
Cd1 O3 2.287
Cd1 N1 2.485
Cd1 N1 2.485
C1 H1 0.990
C1 H2 0.989
C1 C2 1.516
C1 N1 1.476
C2 N2 1.328
C2 O1 1.226
C3 H3 0.999
C3 C4 1.529
C3 C5 1.535
C3 N2 1.456
C4 O2 1.253
C4 O3 1.267
C5 H6 0.989
C5 H7 0.990
C5 C6 1.533
C6 C7 1.390
C6 C11 1.389
C7 H8 0.950
C7 C8 1.389
C8 H9 0.949
C8 C9 1.389
C9 H10 0.950
C9 C10 1.389
C10 H11 0.950
C10 C11 1.389
C11 H12 0.949
N1 H13 1.015
N1 H14 1.015
N1 Cd1 2.485
N2 H16 0.925

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
H1 C1 H2 108.22
H1 C1 C2 109.71
H1 C1 N1 109.64
H2 C1 C2 109.76
H2 C1 N1 109.67
C2 C1 N1 109.82
C1 C2 N2 115.97
C1 C2 O1 120.05
N2 C2 O1 123.98
H3 C3 C4 108.46
H3 C3 C5 108.64
H3 C3 N2 108.56
C4 C3 C5 111.30
C4 C3 N2 110.91
C5 C3 N2 108.91
C3 C4 O2 118.43
C3 C4 O3 116.99
O2 C4 O3 124.50
C3 C5 H6 108.98
C3 C5 H7 108.83
C3 C5 C6 112.28
H6 C5 H7 107.70
H6 C5 C6 108.98
H7 C5 C6 109.95
C5 C6 C7 124.29
C5 C6 C11 115.67
C7 C6 C11 119.98
C6 C7 H8 119.96
C6 C7 C8 119.99
H8 C7 C8 120.05
C7 C8 H9 119.96
C7 C8 C9 120.03
H9 C8 C9 120.01
C8 C9 H10 120.00
C8 C9 C10 119.97
H10 C9 C10 120.03
C9 C10 H11 119.99
C9 C10 C11 120.04
H11 C10 C11 119.97
C6 C11 C10 119.99
C6 C11 H12 119.92
C10 C11 H12 120.09
C1 N1 H13 107.75
C1 N1 H14 107.74
C1 N1 Cd1 116.35
H13 N1 H14 109.42
H13 N1 Cd1 107.73
H14 N1 Cd1 107.72
C2 N2 C3 119.86
C2 N2 H16 120.42
C3 N2 H16 117.28
C4 O2 Cd1 83.82
C4 O3 Cd1 97.79
O2 Cd1 O3 53.87
O2 Cd1 O2 163.49
O2 Cd1 O3 141.89
O2 Cd1 N1 87.60
O2 Cd1 N1 82.06
O3 Cd1 O2 141.89
O3 Cd1 O3 93.27
O3 Cd1 N1 128.99
O3 Cd1 N1 103.41
O2 Cd1 O3 53.87
O2 Cd1 N1 82.06
O2 Cd1 N1 87.60
O3 Cd1 N1 103.41
O3 Cd1 N1 128.99
N1 Cd1 N1 102.33
H1 C1 H2 108.22
H1 C1 C2 109.71
H1 C1 N1 109.64
H2 C1 C2 109.76
H2 C1 N1 109.67
C2 C1 N1 109.82
C1 C2 N2 115.97
C1 C2 O1 120.05
N2 C2 O1 123.98
H3 C3 C4 108.46
H3 C3 C5 108.64
H3 C3 N2 108.56
C4 C3 C5 111.30
C4 C3 N2 110.91
C5 C3 N2 108.91
C3 C4 O2 118.43
C3 C4 O3 116.99
O2 C4 O3 124.50
C3 C5 H6 108.98
C3 C5 H7 108.83
C3 C5 C6 112.28
H6 C5 H7 107.70
H6 C5 C6 108.98
H7 C5 C6 109.95
C5 C6 C7 124.29
C5 C6 C11 115.67
C7 C6 C11 119.98
C6 C7 H8 119.96
C6 C7 C8 119.99
H8 C7 C8 120.05
C7 C8 H9 119.96
C7 C8 C9 120.03
H9 C8 C9 120.01
C8 C9 H10 120.00
C8 C9 C10 119.97
H10 C9 C10 120.03
C9 C10 H11 119.99
C9 C10 C11 120.04
H11 C10 C11 119.97
C6 C11 C10 119.99
C6 C11 H12 119.92
C10 C11 H12 120.09
C1 N1 H13 107.75
C1 N1 H14 107.74
C1 N1 Cd1 116.35
H13 N1 H14 109.42
H13 N1 Cd1 107.73
H14 N1 Cd1 107.72
C2 N2 C3 119.86
C2 N2 H16 120.42
C3 N2 H16 117.28
Cd1 O2 C4 83.82
Cd1 O3 C4 97.79
