Synthesis, characterization and crystal structure of a glycylglycinate chelate of zinc(II)
Case, Derek R.; Brennessel, William W.; Zubieta, Jon; Doyle, Robert P.; Results in Chemistry 4 (2022) 100274–; doi:10.1016/j.rechem.2021.100274

data_1566065
_publ_section_title
;
 Synthesis, characterization and crystal structure of a glycylglycinate
 chelate of zinc(II)
;
_journal_name_full               'Results in Chemistry'
_journal_page_first              100274
_journal_paper_doi               10.1016/j.rechem.2021.100274
_journal_volume                  4
_journal_year                    2022
_chemical_formula_moiety         'C16 H32 N8 O14 Zn2, 5.315(H2 O)'
_chemical_formula_sum            'C16 H42.63 N8 O19.32 Zn2'
_chemical_formula_weight         787.07
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                105.577(2)
_cell_angle_beta                 91.084(2)
_cell_angle_gamma                102.676(2)
_cell_formula_units_Z            1
_cell_length_a                   7.3742(2)
_cell_length_b                   10.0540(2)
_cell_length_c                   10.7563(2)
_cell_measurement_reflns_used    11301
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.5320
_cell_measurement_theta_min      4.6840
_cell_volume                     746.88(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -101.00 -17.00   0.50    0.24    --  -49.75 138.00  79.00  168
  2  \w   -121.00 -66.00   0.50    0.24    --  -49.75-132.00-166.00  110
  3  \w   -121.00 -62.00   0.50    0.24    --  -49.75-138.00  17.00  118
  4  \w    -97.00 -14.00   0.50    0.24    --  -49.75 132.00 -96.00  166
  5  \w     39.00 103.00   0.50    0.24    --   49.75-138.00  17.00  128
  6  \w     35.00  99.00   0.50    0.24    --   49.75-132.00-166.00  128
  7  \w    -96.00 -14.00   0.50    0.96    --  -84.25 132.00 -96.00  164
  8  \w   -156.00 -66.00   0.50    0.96    --  -84.25-132.00-166.00  180
  9  \w   -156.00 -62.00   0.50    0.96    --  -84.25-138.00  17.00  188
 10  \w   -101.00 -17.00   0.50    0.96    --  -84.25 138.00  79.00  168
 11  \w     39.00 127.00   0.50    0.96    --  105.75-138.00  17.00  176
 12  \w     88.00 178.00   0.50    0.96    --  105.75 132.00 -96.00  180
 13  \w     84.00 178.00   0.50    0.96    --  105.75 138.00  79.00  188
 14  \w     35.00 122.00   0.50    0.96    --  105.75-132.00-166.00  174
 15  \w   -121.00 -70.00   0.50    0.24    --  -49.75-125.00-120.00  102
 16  \w   -121.00 -37.00   0.50    0.24    --  -49.75 -57.00  60.00  168
 17  \w    -23.00   5.00   0.50    0.24    --   49.75 -19.00  30.00   56
 18  \w    -22.00  42.00   0.50    0.24    --   49.75 -38.00 -90.00  128
 19  \w    -23.00   5.00   0.50    0.24    --   49.75 -19.00-180.00   56
 20  \w    -23.00   5.00   0.50    0.24    --   49.75 -19.00 120.00   56
 21  \w    -42.00 -12.00   0.50    0.96    --  -84.25  45.00 -60.00   60
 22  \w     98.00 164.00   0.50    0.96    --  105.75  15.00-150.00  132
 23  \w     98.00 164.00   0.50    0.96    --  105.75  15.00 -30.00  132
 24  \w     98.00 178.00   0.50    0.96    --  105.75  30.00 -90.00  160
 25  \w     98.00 164.00   0.50    0.96    --  105.75  15.00  90.00  132
 26  \w     34.00 116.00   0.50    0.96    --  105.75-125.00 -90.00  164
 27  \w     34.00 127.00   0.50    0.96    --  105.75 -77.00  30.00  186
 28  \w     34.00  87.00   0.50    0.96    --  105.75 -61.00-180.00  106
 29  \w     34.00 127.00   0.50    0.96    --  105.75 -77.00-180.00  186
 30  \w     98.00 164.00   0.50    0.96    --  105.75  15.00-180.00  132
 31  \w     34.00  87.00   0.50    0.96    --  105.75 -61.00  60.00  106
 32  \w     34.00 109.00   0.50    0.96    --  105.75 -94.00   0.00  150
 33  \w     34.00  87.00   0.50    0.96    --  105.75 -61.00-150.00  106
 34  \w     92.00 178.00   0.50    0.96    --  105.75 125.00  60.00  172
 35  \w     34.00 116.00   0.50    0.96    --  105.75-125.00-150.00  164
 36  \w     34.00 109.00   0.50    0.96    --  105.75 -94.00  60.00  150
 37  \w     34.00  87.00   0.50    0.96    --  105.75 -61.00  90.00  106
 38  \w     34.00  87.00   0.50    0.96    --  105.75 -61.00-120.00  106
 39  \w     34.00  87.00   0.50    0.96    --  105.75 -61.00 -30.00  106
 40  \w     34.00  87.00   0.50    0.96    --  105.75 -61.00  30.00  106
 41  \w     34.00 109.00   0.50    0.96    --  105.75 -94.00-180.00  150
 42  \w     34.00 109.00   0.50    0.96    --  105.75 -94.00 -60.00  150
 43  \w     98.00 178.00   0.50    0.96    --  105.75  30.00  30.00  160
 44  \w   -121.00 -37.00   0.50    0.24    --  -49.75 -57.00 150.00  168
 45  \w   -121.00 -29.00   0.50    0.24    --  -49.75 -77.00   0.00  184
 46  \w   -121.00 -41.00   0.50    0.24    --  -49.75 -77.00-120.00  160
 47  \w   -121.00 -29.00   0.50    0.24    --  -49.75 -77.00 -90.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0506182000
_diffrn_orient_matrix_UB_12      0.0860437000
_diffrn_orient_matrix_UB_13      -0.0984147000
_diffrn_orient_matrix_UB_21      -0.0624799000
_diffrn_orient_matrix_UB_22      -0.1370835000
_diffrn_orient_matrix_UB_23      -0.1120916000
_diffrn_orient_matrix_UB_31      -0.1992570000
_diffrn_orient_matrix_UB_32      0.0237207000
_diffrn_orient_matrix_UB_33      -0.0031805000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0653
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18233
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        74.504
_diffrn_reflns_theta_max         77.726
_diffrn_reflns_theta_min         4.282
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.852
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85473
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_description       block
_exptl_crystal_F_000             409
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.669
_refine_diff_density_min         -1.195
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3125
_refine_ls_number_restraints     88
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0443
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0641P)^2^+1.0219P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1192
_refine_ls_wR_factor_ref         0.1222
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2808
_reflns_number_total             3125
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            RC-2022-4-100274.cif
_cod_data_source_block           syrdc01
_cod_database_code               1566065
_shelx_estimated_absorpt_t_max   0.930
_shelx_estimated_absorpt_t_min   0.598
_reflns_odcompleteness_completeness 99.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups, All O(H,H,H) groups
2. Restrained distances
 N1-C1 \\sim N1-C1'
 with sigma of 0.01
 C1-C2 \\sim C1'-C2'
 with sigma of 0.01
 C2-N2 \\sim C2'-N2
 with sigma of 0.01
 C2-O1 \\sim C2'-O1
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 1.2A
C1 \\sim C1': within 2A with sigma of 0.003 and sigma for terminal atoms of 2
within 2A
C2 \\sim C2': within 2A with sigma of 0.003 and sigma for terminal atoms of 2
within 2A
4. Rigid body (RIGU) restrains
 O1, N1, N2, C1, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O1, N1, N2, C1', C2'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 1*[Sof(O9)+Sof(H9A)+Sof(H9B)+Sof(O10)+Sof(H10A)+Sof(H10B)]+1*[Sof(O9')+
 Sof(H9'A)+Sof(H9'B)+Sof(O10')+Sof(H10C)+Sof(H10D)]+1*[Sof(O10")+Sof(H10E)+
 Sof(H10F)]=1 with esd of 0.0001
 1*[Sof(H8B)]+1*[Sof(H8AB)]=1.5 with esd of 0.0001
 1*[Sof(O9')+Sof(H9'A)+Sof(H9'B)+Sof(O10')+Sof(H10C)+Sof(H10D)]+1*[Sof(O10")+
 Sof(H10E)+Sof(H10F)]-1*[Sof(H8B)]=0 with esd of 0.0001
 Sof(C1')=Sof(H1'A)=Sof(H1'B)=Sof(C2')=1-FVAR(1)
 Sof(C1)=Sof(H1C)=Sof(H1D)=Sof(C2)=FVAR(1)
 Sof(O9)=Sof(H9A)=Sof(H9B)=Sof(O10)=Sof(H10A)=Sof(H10B)=FVAR(2)
 Sof(O9')=Sof(H9'A)=Sof(H9'B)=Sof(O10')=Sof(H10C)=Sof(H10D)=FVAR(3)
 Sof(O10")=Sof(H10E)=Sof(H10F)=FVAR(4)
 Fixed Sof: H8AA(0.5)
6.a Riding coordinates:
 O8(H8AA,H8B,H8AB), O9(H9A,H9B), O10(H10A,H10B), O9'(H9'A,H9'B), O10'(H10C,
 H10D), O10"(H10E,H10F)
6.b Secondary CH2 refined with riding coordinates:
 C3(H3C,H3D), C5(H5A,H5B), C7(H7C,H7D), C1(H1C,H1D), C1'(H1'A,H1'B)
;
_shelx_res_checksum              48324
_shelx_hkl_checksum              38547
_olex2_submission_original_sample_id syrdc01
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.804
_oxdiff_exptl_absorpt_empirical_full_min 0.454