# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_Cu(Leu)2
_database_code_depnum_ccdc_archive 'CCDC 1989729'
loop_
_audit_author_name
_audit_author_address
'Darko Vusak'
;Department of Chemistry, Faculty of Science, University of Zagreb
Croatia
;
_audit_update_record             
;
2020-03-11 deposited with the CCDC.	2020-07-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_Cu(Leu)2            
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.023 Ang.
RESPONSE: The crystals decompose quickly when exposed to synchrotron radiation  so we couldn't get data of better quality.
;
# Added during the CSD deposition process: Wednesday 11 March 2020 12:55 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
trans-(μ-D-leucinato)(μ-L-leucinato)copper(ii)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H24 Cu N2 O4'
_chemical_formula_sum            'C12 H24 Cu N2 O4'
_chemical_formula_weight         323.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3450 1.2550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   28.454(2)
_cell_length_b                   4.9978(5)
_cell_length_c                   9.7968(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.999(9)
_cell_angle_gamma                90
_cell_volume                     1393.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    874
_cell_measurement_theta_min      2.8000
_cell_measurement_theta_max      24.9270

_exptl_crystal_description       needle
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_F_000             684
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.519
_shelx_estimated_absorpt_T_min   0.751
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.32699
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.613
_oxdiff_exptl_absorpt_empirical_full_max 2.312
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8167
_diffrn_reflns_av_unetI/netI     0.1233
_diffrn_reflns_av_R_equivalents  0.1158
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.048
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2543
_reflns_number_gt                1609
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.985

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY (C.F. Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0976P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 527 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2543
_refine_ls_number_parameters     170
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1216
_refine_ls_R_factor_gt           0.0723
_refine_ls_wR_factor_ref         0.1934
_refine_ls_wR_factor_gt          0.1641
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.75102(8) 0.8549(10) 0.7452(2) 0.0331(5) Uani 1 1 d . . . . .
O11 O 0.7656(4) 1.061(2) 0.9103(10) 0.031(3) Uani 1 1 d . . . . .
O21 O 0.7341(4) 0.652(2) 0.5833(10) 0.029(3) Uani 1 1 d . . . . .
O12 O 0.8078(4) 1.034(3) 1.1032(11) 0.040(3) Uani 1 1 d . . . . .
O22 O 0.6875(4) 0.658(2) 0.3969(10) 0.032(3) Uani 1 1 d . . . . .
N1 N 0.7975(4) 0.592(3) 0.8188(13) 0.032(3) Uani 1 1 d . . . . .
H1A H 0.7822 0.4484 0.8540 0.038 Uiso 1 1 calc R U . . .
H1B H 0.8162 0.5337 0.7507 0.038 Uiso 1 1 calc R U . . .
N2 N 0.7039(5) 1.112(3) 0.6737(12) 0.034(4) Uani 1 1 d . . . . .
H2A H 0.6871 1.1806 0.7437 0.040 Uiso 1 1 calc R U . . .
H2B H 0.7185 1.2488 0.6307 0.040 Uiso 1 1 calc R U . . .
C21 C 0.6992(6) 0.739(4) 0.5093(19) 0.032(4) Uani 1 1 d . . . . .
C11 C 0.7978(6) 0.951(3) 0.9874(16) 0.030(4) Uani 1 1 d . . . . .
C22 C 0.6719(6) 0.971(4) 0.5764(18) 0.0381(19) Uani 1 1 d . . . . .
H22 H 0.6593 1.0980 0.5056 0.046 Uiso 1 1 calc R U . . .
C12 C 0.8266(6) 0.724(4) 0.9278(18) 0.0381(19) Uani 1 1 d . . . . .
H12 H 0.8319 0.5897 1.0020 0.046 Uiso 1 1 calc R U . . .
C13 C 0.8719(6) 0.812(4) 0.8835(18) 0.045(5) Uani 1 1 d . . . . .
H13B H 0.8832 0.9494 0.9489 0.054 Uiso 1 1 calc R U . . .
H13A H 0.8673 0.9018 0.7943 0.054 Uiso 1 1 calc R U . . .
C23 C 0.6311(5) 0.845(4) 0.6589(13) 0.031(3) Uani 1 1 d . . . . .
H23A H 0.6454 0.7307 0.7308 0.037 Uiso 1 1 calc R U . . .
H23B H 0.6146 0.9926 0.7057 0.037 Uiso 1 1 calc R U . . .
C14 C 0.9105(5) 0.615(4) 0.8676(18) 0.056(4) Uani 1 1 d . . . . .
H14 H 0.8988 0.4712 0.8047 0.068 Uiso 1 1 calc R U . . .
C25 C 0.5686(5) 0.841(4) 0.4788(15) 0.051(4) Uani 1 1 d . . . . .
H25A H 0.5515 0.9877 0.5217 0.076 Uiso 1 1 calc R U . . .
H25B H 0.5463 0.7216 0.4319 0.076 Uiso 1 1 calc R U . . .
H25C H 0.5907 0.9137 0.4126 0.076 Uiso 1 1 calc R U . . .
C16 C 0.9508(6) 0.750(4) 0.7996(19) 0.064(5) Uani 1 1 d . . . . .
H16A H 0.9400 0.8277 0.7128 0.097 Uiso 1 1 calc R U . . .
H16B H 0.9756 0.6184 0.7823 0.097 Uiso 1 1 calc R U . . .
H16C H 0.9633 0.8916 0.8590 0.097 Uiso 1 1 calc R U . . .
C24 C 0.5955(5) 0.686(3) 0.5868(16) 0.049(4) Uani 1 1 d . . . . .
H24 H 0.6119 0.5341 0.5409 0.058 Uiso 1 1 calc R U . . .
C15 C 0.9273(6) 0.479(4) 0.9996(18) 0.061(5) Uani 1 1 d . . . . .
H15A H 0.9515 0.3465 0.9787 0.091 Uiso 1 1 calc R U . . .
H15B H 0.9007 0.3901 1.0427 0.091 Uiso 1 1 calc R U . . .
H15C H 0.9405 0.6140 1.0620 0.091 Uiso 1 1 calc R U . . .
C26 C 0.5614(6) 0.568(3) 0.6871(17) 0.053(4) Uani 1 1 d . . . . .
H26A H 0.5788 0.4768 0.7604 0.079 Uiso 1 1 calc R U . . .
H26B H 0.5407 0.4400 0.6398 0.079 Uiso 1 1 calc R U . . .
H26C H 0.5424 0.7120 0.7260 0.079 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O21 1.937(11) . ?
Cu O11 1.955(11) . ?
Cu N2 1.975(15) . ?
Cu N1 1.990(14) . ?
O11 C11 1.300(19) . ?
O21 C21 1.30(2) . ?
O12 C11 1.238(19) . ?
O22 C21 1.21(2) . ?
N1 C12 1.49(2) . ?
N2 C22 1.48(2) . ?
C21 C22 1.55(2) . ?
C11 C12 1.52(2) . ?
C22 C23 1.56(2) . ?
C12 C13 1.44(2) . ?
C13 C14 1.48(2) . ?
C23 C24 1.46(2) . ?
C14 C16 1.50(2) . ?
C14 C15 1.53(2) . ?
C25 C24 1.51(2) . ?
C24 C26 1.51(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O21 Cu O11 177.9(6) . . ?
O21 Cu N2 83.8(5) . . ?
O11 Cu N2 94.8(6) . . ?
O21 Cu N1 96.0(6) . . ?
O11 Cu N1 85.3(5) . . ?
N2 Cu N1 178.9(8) . . ?
C11 O11 Cu 113.2(11) . . ?
C21 O21 Cu 117.2(11) . . ?
C12 N1 Cu 108.9(11) . . ?
C22 N2 Cu 109.1(12) . . ?
O22 C21 O21 126.2(16) . . ?
O22 C21 C22 120.1(16) . . ?
O21 C21 C22 113.7(15) . . ?
O12 C11 O11 122.6(17) . . ?
O12 C11 C12 119.0(15) . . ?
O11 C11 C12 118.2(14) . . ?
N2 C22 C21 108.6(14) . . ?
N2 C22 C23 108.2(13) . . ?
C21 C22 C23 107.5(15) . . ?
C13 C12 N1 114.1(15) . . ?
C13 C12 C11 112.6(17) . . ?
N1 C12 C11 107.9(13) . . ?
C12 C13 C14 120.0(17) . . ?
C24 C23 C22 119.1(12) . . ?
C16 C14 C13 108.8(16) . . ?
C16 C14 C15 110.3(14) . . ?
C13 C14 C15 115.2(15) . . ?
C23 C24 C25 113.4(14) . . ?
C23 C24 C26 110.2(12) . . ?
C25 C24 C26 109.3(13) . . ?

_refine_diff_density_max         1.474
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.126

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: water/pyridine'
