# 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_proline_znbr2_r1
_database_code_depnum_ccdc_archive 'CCDC 2005598'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2020-05-15
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H18 Br2 N2 O4 Zn'
_chemical_formula_sum            'C10 H18 Br2 N2 O4 Zn'
_chemical_formula_weight         455.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.6238(11)
_cell_length_b                   5.9591(4)
_cell_length_c                   14.4189(9)
_cell_angle_alpha                90
_cell_angle_beta                 104.296(6)
_cell_angle_gamma                90
_cell_volume                     1550.67(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1250
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.1370
_cell_measurement_theta_min      3.7700
_shelx_estimated_absorpt_T_max   0.729
_shelx_estimated_absorpt_T_min   0.431
_exptl_absorpt_coefficient_mu    6.747
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.951
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.853
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3594
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.853
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.188
_diffrn_reflns_theta_min         3.601
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -90.00 -65.00   1.00   15.00    --  -16.28-178.00 -60.00   25
  2  ω    -66.00 -39.00   1.00   15.00    --  -16.28 -38.00-120.00   27
  3  ω     29.00  77.00   1.00   15.00    --   17.77  57.00 120.00   48
  4  ω    -53.00  81.00   1.00   15.00    --   17.77   0.00 -60.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0304543000
_diffrn_orient_matrix_UB_12      0.0708290000
_diffrn_orient_matrix_UB_13      -0.0006702000
_diffrn_orient_matrix_UB_21      -0.0124066000
_diffrn_orient_matrix_UB_22      0.0091049000
_diffrn_orient_matrix_UB_23      -0.0505071000
_diffrn_orient_matrix_UB_31      -0.0214711000
_diffrn_orient_matrix_UB_32      0.0952766000
_diffrn_orient_matrix_UB_33      0.0052801000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1346
_reflns_number_total             1799
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.520
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1799
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0443
_refine_ls_restrained_S_all      1.034
_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/[σ²(Fo²)+(0.0509P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1074
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Br1 Br 0.42594(2) 1.16824(8) 0.12827(3) 0.0537(2) Uani 1 1 d . . . . .
Zn1 Zn 0.500000 0.93841(11) 0.250000 0.0411(2) Uani 1 2 d S T P . .
O1 O 0.43975(17) 0.7219(5) 0.3015(3) 0.0560(9) Uani 1 1 d . . . . .
O2 O 0.33701(18) 0.9142(5) 0.3013(3) 0.0576(9) Uani 1 1 d . . . . .
N1 N 0.3922(2) 0.3415(6) 0.3497(3) 0.0449(9) Uani 1 1 d . . . . .
H1A H 0.433450 0.380289 0.333111 0.054 Uiso 1 1 calc R . . . .
H1B H 0.375315 0.213934 0.320111 0.054 Uiso 1 1 calc R . . . .
C1 C 0.3736(2) 0.7424(7) 0.3071(3) 0.0445(10) Uani 1 1 d . . . . .
C2 C 0.3355(2) 0.5215(7) 0.3232(3) 0.0410(10) Uani 1 1 d . . . . .
H2 H 0.298613 0.479558 0.264698 0.049 Uiso 1 1 calc R . . . .
C3 C 0.2988(3) 0.5327(8) 0.4079(3) 0.0545(12) Uani 1 1 d . . . . .
H3A H 0.309234 0.675348 0.440935 0.065 Uiso 1 1 calc R . . . .
H3B H 0.245503 0.515126 0.385764 0.065 Uiso 1 1 calc R . . . .
C4 C 0.3317(3) 0.3433(10) 0.4728(4) 0.0644(15) Uani 1 1 d . . . . .
H4A H 0.334831 0.381043 0.539083 0.077 Uiso 1 1 calc R . . . .
H4B H 0.302407 0.207948 0.456487 0.077 Uiso 1 1 calc R . . . .
C5 C 0.4073(3) 0.3129(9) 0.4562(3) 0.0578(13) Uani 1 1 d . . . . .
H5A H 0.426946 0.164986 0.475953 0.069 Uiso 1 1 calc R . . . .
H5B H 0.441524 0.425842 0.489717 0.069 Uiso 1 1 calc R . . . .


_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
Br1 Zn1 2.3798(6) . ?
Zn1 O1 1.971(3) 2_655 ?
Zn1 O1 1.971(3) . ?
O1 C1 1.260(5) . ?
O2 C1 1.222(5) . ?
N1 C2 1.487(5) . ?
N1 C5 1.501(5) . ?
C1 C2 1.540(6) . ?
C2 C3 1.541(6) . ?
C3 C4 1.497(7) . ?
C4 C5 1.495(7) . ?

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
Br1 Zn1 Br1 109.73(3) 2_655 . ?
O1 Zn1 Br1 111.98(10) 2_655 2_655 ?
O1 Zn1 Br1 111.98(10) . . ?
O1 Zn1 Br1 112.27(11) 2_655 . ?
O1 Zn1 Br1 112.27(11) . 2_655 ?
O1 Zn1 O1 98.25(19) 2_655 . ?
C1 O1 Zn1 128.1(3) . . ?
C2 N1 C5 106.6(3) . . ?
O1 C1 C2 114.9(4) . . ?
O2 C1 O1 127.9(4) . . ?
O2 C1 C2 117.1(4) . . ?
N1 C2 C1 109.3(3) . . ?
N1 C2 C3 104.7(3) . . ?
C1 C2 C3 113.2(4) . . ?
C4 C3 C2 105.6(4) . . ?
C5 C4 C3 104.4(4) . . ?
C4 C5 N1 101.8(4) . . ?

_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 1.766
_oxdiff_exptl_absorpt_empirical_full_min 0.722
####################################################################### 
# 
# 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_asparagine_zncl2
_database_code_depnum_ccdc_archive 'CCDC 2005600'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-10-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H8 Cl2 N2 O3 Zn'
_chemical_formula_sum            'C4 H8 Cl2 N2 O3 Zn'
_chemical_formula_weight         268.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.0109(19)
_cell_length_b                   6.8396(8)
_cell_length_c                   13.3557(16)
_cell_angle_alpha                90
_cell_angle_beta                 107.375(15)
_cell_angle_gamma                90
_cell_volume                     872.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1150
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0040
_cell_measurement_theta_min      4.2220
_shelx_estimated_absorpt_T_max   0.707
_shelx_estimated_absorpt_T_min   0.580
_exptl_absorpt_coefficient_mu    3.393
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.816
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3851
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.816
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.514
_diffrn_reflns_theta_min         3.270
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.816
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00  16.00   1.00   37.50    --  -16.28  97.00 -18.00   53
  2  ω    -23.00  43.00   1.00   37.50    --   17.77 -97.00-126.00   66
  3  ω    -22.00   6.00   1.00   37.50    --  -16.28 -77.00  90.00   28
  4  ω     -3.00  62.00   1.00   37.50    --   17.77  38.00 150.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0498601000
_diffrn_orient_matrix_UB_12      -0.0560723000
_diffrn_orient_matrix_UB_13      0.0159043000
_diffrn_orient_matrix_UB_21      -0.0495245000
_diffrn_orient_matrix_UB_22      0.0142511000
_diffrn_orient_matrix_UB_23      -0.0499467000
_diffrn_orient_matrix_UB_31      0.0240119000
_diffrn_orient_matrix_UB_32      -0.0860299000
_diffrn_orient_matrix_UB_33      -0.0186585000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1371
_reflns_number_total             1995
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.728
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.149
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1995
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1085
_refine_ls_R_factor_gt           0.0674
_refine_ls_restrained_S_all      0.965
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1580
_refine_ls_wR_factor_ref         0.1886
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.74119(10) 0.66445(12) 0.55191(5) 0.0280(3) Uani 1 1 d . . . . .
Cl2 Cl 0.5270(2) 0.7458(3) 0.45410(13) 0.0384(5) Uani 1 1 d . . . . .
Cl1 Cl 0.8909(2) 0.9179(3) 0.58372(14) 0.0417(6) Uani 1 1 d . . . . .
O3 O 0.7999(6) 0.0276(8) 0.9572(3) 0.0375(14) Uani 1 1 d . . . . .
O1 O 0.7804(6) 0.4965(8) 0.6745(3) 0.0366(13) Uani 1 1 d . . . . .
O2 O 0.6132(7) 0.6265(8) 0.7314(4) 0.0426(15) Uani 1 1 d . . . . .
N1 N 0.6243(7) 0.3478(8) 0.8721(5) 0.0322(15) Uani 1 1 d . . . . .
H1A H 0.556377 0.267478 0.837213 0.039 Uiso 1 1 calc GR . . . .
H1B H 0.589869 0.467750 0.872077 0.039 Uiso 1 1 calc GR . . . .
H1C H 0.659418 0.306172 0.937839 0.039 Uiso 1 1 calc GR . . . .
N2 N 0.9144(8) -0.1215(9) 0.8577(5) 0.0409(18) Uani 1 1 d . . . . .
H2A H 0.952419 -0.203439 0.906831 0.049 Uiso 1 1 calc R . . . .
H2B H 0.932395 -0.127854 0.798737 0.049 Uiso 1 1 calc R . . . .
C4 C 0.8289(8) 0.0132(11) 0.8728(5) 0.0246(15) Uani 1 1 d . . . . .
C1 C 0.7041(8) 0.5035(11) 0.7340(5) 0.0275(16) Uani 1 1 d . . . . .
C2 C 0.7368(9) 0.3512(10) 0.8203(5) 0.0290(17) Uani 1 1 d . . . . .
H2 H 0.822611 0.393647 0.873361 0.035 Uiso 1 1 calc R . . . .
C3 C 0.7653(10) 0.1505(10) 0.7848(5) 0.037(2) Uani 1 1 d . . . . .
H3A H 0.678024 0.095133 0.741301 0.044 Uiso 1 1 calc R . . . .
H3B H 0.827701 0.162831 0.741808 0.044 Uiso 1 1 calc R . . . .


_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
Zn1 Cl2 2.223(2) . ?
Zn1 Cl1 2.247(2) . ?
Zn1 O3 2.029(5) 4_565 ?
Zn1 O1 1.942(5) . ?
O3 C4 1.248(7) . ?
O1 C1 1.256(8) . ?
O2 C1 1.232(9) . ?
N1 C2 1.487(9) . ?
N2 C4 1.314(9) . ?
C4 C3 1.491(9) . ?
C1 C2 1.515(9) . ?
C2 C3 1.507(10) . ?

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
Cl2 Zn1 Cl1 112.94(8) . . ?
O3 Zn1 Cl2 101.78(18) 4_565 . ?
O3 Zn1 Cl1 108.44(18) 4_565 . ?
O1 Zn1 Cl2 124.05(19) . . ?
O1 Zn1 Cl1 109.97(18) . . ?
O1 Zn1 O3 96.9(2) . 4_565 ?
C4 O3 Zn1 134.5(5) . 4_566 ?
C1 O1 Zn1 120.2(5) . . ?
O3 C4 N2 122.1(6) . . ?
O3 C4 C3 120.2(7) . . ?
N2 C4 C3 117.7(6) . . ?
O1 C1 C2 114.9(7) . . ?
O2 C1 O1 126.3(7) . . ?
O2 C1 C2 118.7(6) . . ?
N1 C2 C1 110.0(6) . . ?
N1 C2 C3 111.9(6) . . ?
C3 C2 C1 113.9(6) . . ?
C4 C3 C2 113.7(6) . . ?

_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 1.157
_oxdiff_exptl_absorpt_empirical_full_min 0.926
####################################################################### 
# 
# 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_threonine_zncl2
_database_code_depnum_ccdc_archive 'CCDC 2005601'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H18 Cl2 N2 O6 Zn, C4 H9 N O3'
_chemical_formula_sum            'C12 H27 Cl2 N3 O9 Zn'
_chemical_formula_weight         493.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2147(5)
_cell_length_b                   9.3042(5)
_cell_length_c                   12.7858(8)
_cell_angle_alpha                110.722(6)
_cell_angle_beta                 103.789(5)
_cell_angle_gamma                90.346(5)
_cell_volume                     990.79(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3091
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4820
_cell_measurement_theta_min      3.4880
_shelx_estimated_absorpt_T_max   0.847
_shelx_estimated_absorpt_T_min   0.756
_exptl_absorpt_coefficient_mu    1.559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0781
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.824
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8166
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.824
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.557
_diffrn_reflns_theta_min         3.417
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.824
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00  36.00   1.00   55.00    --   17.77 -57.00  30.00   82
  2  ω     -5.00  39.00   1.00   55.00    --   17.77  77.00-120.00   44
  3  ω    -48.00  36.00   1.00   55.00    --   17.77 -57.00 -90.00   84
  4  ω     -3.00  33.00   1.00   55.00    --   17.77  77.00   0.00   36
  5  ω    -25.00  31.00   1.00   55.00    --   17.77 -19.00 -60.00   56
  6  ω    -20.00  58.00   1.00   55.00    --   17.77 -99.00 150.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0363850000
_diffrn_orient_matrix_UB_12      0.0762127000
_diffrn_orient_matrix_UB_13      0.0254152000
_diffrn_orient_matrix_UB_21      0.0099680000
_diffrn_orient_matrix_UB_22      -0.0034825000
_diffrn_orient_matrix_UB_23      0.0557750000
_diffrn_orient_matrix_UB_31      0.0701559000
_diffrn_orient_matrix_UB_32      -0.0297821000
_diffrn_orient_matrix_UB_33      -0.0031868000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3479
_reflns_number_total             4576
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.888
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.811
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4576
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      0.811
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1462
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C6(H6A), C11(H11), C10(H10), C3(H3A), C7(H7)
2.b Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C), N3(H3B,H3C,H3D), C12(H12A,H12B,H12C),
 C4(H4A,H4B,H4C), C8(H8A,H8B,H8C)
2.c Idealised tetrahedral OH refined as rotating group:
 O9(H9), O3(H3), O6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.22165(4) 0.81658(4) 0.27887(4) 0.02691(15) Uani 1 1 d . . . . .
Cl1 Cl 0.16858(9) 0.84238(11) 0.44862(8) 0.0330(2) Uani 1 1 d . . . . .
Cl2 Cl 0.13048(12) 0.57919(11) 0.14956(9) 0.0417(3) Uani 1 1 d . . . . .
O9 O 0.3780(3) 0.3667(3) 0.2541(2) 0.0320(6) Uani 1 1 d . . . . .
H9 H 0.401043 0.460063 0.277615 0.048 Uiso 1 1 calc GR . . . .
O1 O 0.1281(3) 0.9544(3) 0.2001(2) 0.0296(6) Uani 1 1 d . . . . .
O8 O 0.6952(3) 0.5064(3) 0.5122(2) 0.0334(6) Uani 1 1 d . . . . .
O2 O 0.2028(3) 1.1504(3) 0.3678(2) 0.0344(6) Uani 1 1 d . . . . .
O7 O 0.7995(3) 0.4728(3) 0.3649(2) 0.0323(6) Uani 1 1 d . . . . .
O5 O 0.5053(3) 0.6772(3) 0.3520(2) 0.0318(6) Uani 1 1 d . . . . .
O4 O 0.4379(3) 0.8771(3) 0.3008(3) 0.0352(6) Uani 1 1 d . . . . .
O3 O -0.1784(3) 1.0822(3) 0.1872(3) 0.0356(6) Uani 1 1 d . . . . .
H3 H -0.161628 0.994458 0.183831 0.053 Uiso 1 1 calc GR . . . .
N1 N 0.0614(3) 1.3566(3) 0.2915(3) 0.0262(6) Uani 1 1 d . . . . .
H1A H 0.072814 1.428579 0.262491 0.031 Uiso 1 1 calc GR . . . .
H1B H 0.135996 1.371850 0.354313 0.031 Uiso 1 1 calc GR . . . .
H1C H -0.025909 1.362136 0.310419 0.031 Uiso 1 1 calc GR . . . .
O6 O 0.8446(3) 0.7732(3) 0.1842(3) 0.0442(8) Uani 1 1 d . . . . .
H6 H 0.886206 0.704181 0.145590 0.066 Uiso 1 1 calc GR . . . .
N2 N 0.8026(3) 0.7831(3) 0.3996(3) 0.0262(6) Uani 1 1 d . . . . .
H2A H 0.793425 0.683085 0.388256 0.031 Uiso 1 1 calc GR . . . .
H2B H 0.789765 0.838250 0.468900 0.031 Uiso 1 1 calc GR . . . .
H2C H 0.893755 0.809637 0.395958 0.031 Uiso 1 1 calc GR . . . .
N3 N 0.5185(3) 0.2505(3) 0.4133(3) 0.0270(7) Uani 1 1 d . . . . .
H3B H 0.485451 0.150613 0.383669 0.032 Uiso 1 1 calc GR . . . .
H3C H 0.440559 0.306574 0.414690 0.032 Uiso 1 1 calc GR . . . .
H3D H 0.575649 0.274146 0.485028 0.032 Uiso 1 1 calc GR . . . .
C1 C 0.1377(3) 1.0950(4) 0.2648(3) 0.0230(7) Uani 1 1 d . . . . .
C9 C 0.7082(3) 0.4342(4) 0.4130(3) 0.0250(7) Uani 1 1 d . . . . .
C5 C 0.5305(3) 0.7851(4) 0.3226(3) 0.0241(7) Uani 1 1 d . . . . .
C2 C 0.0635(3) 1.2006(3) 0.2033(3) 0.0222(7) Uani 1 1 d . . . . .
H2 H 0.126477 1.212539 0.154423 0.027 Uiso 1 1 calc R . . . .
C6 C 0.6871(3) 0.8138(4) 0.3085(3) 0.0233(7) Uani 1 1 d . . . . .
H6A H 0.703964 0.921914 0.316982 0.028 Uiso 1 1 calc R . . . .
C11 C 0.5037(4) 0.2873(4) 0.2297(3) 0.0247(7) Uani 1 1 d . . . . .
H11 H 0.558275 0.340980 0.194977 0.030 Uiso 1 1 calc R . . . .
C10 C 0.6084(3) 0.2842(4) 0.3407(3) 0.0210(7) Uani 1 1 d . . . . .
H10 H 0.672990 0.200886 0.319822 0.025 Uiso 1 1 calc R . . . .
C3 C -0.0912(4) 1.1305(4) 0.1250(3) 0.0252(7) Uani 1 1 d . . . . .
H3A H -0.078775 1.039083 0.060899 0.030 Uiso 1 1 calc R . . . .
C7 C 0.7070(4) 0.7094(4) 0.1908(3) 0.0281(8) Uani 1 1 d . . . . .
H7 H 0.718080 0.604339 0.190029 0.034 Uiso 1 1 calc R . . . .
C12 C 0.4437(4) 0.1268(4) 0.1424(3) 0.0319(8) Uani 1 1 d . . . . .
H12A H 0.396245 0.070920 0.177593 0.048 Uiso 1 1 calc GR . . . .
H12B H 0.525108 0.073272 0.117122 0.048 Uiso 1 1 calc GR . . . .
H12C H 0.371759 0.134716 0.077092 0.048 Uiso 1 1 calc GR . . . .
C4 C -0.1758(4) 1.2384(5) 0.0746(4) 0.0379(9) Uani 1 1 d . . . . .
H4A H -0.271294 1.186949 0.024867 0.057 Uiso 1 1 calc GR . . . .
H4B H -0.119005 1.269343 0.030814 0.057 Uiso 1 1 calc GR . . . .
H4C H -0.190967 1.328028 0.136035 0.057 Uiso 1 1 calc GR . . . .
C8 C 0.5809(5) 0.7048(5) 0.0902(4) 0.0426(10) Uani 1 1 d . . . . .
H8A H 0.567011 0.808064 0.092712 0.064 Uiso 1 1 calc GR . . . .
H8B H 0.490155 0.658379 0.094361 0.064 Uiso 1 1 calc GR . . . .
H8C H 0.604829 0.645123 0.019182 0.064 Uiso 1 1 calc GR . . . .


_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
Zn1 Cl1 2.2685(10) . ?
Zn1 Cl2 2.2470(10) . ?
Zn1 O1 1.979(2) . ?
Zn1 O4 1.994(2) . ?
O9 H9 0.8200 . ?
O9 C11 1.415(4) . ?
O1 C1 1.265(4) . ?
O8 C9 1.243(4) . ?
O2 C1 1.225(4) . ?
O7 C9 1.270(4) . ?
O5 C5 1.228(4) . ?
O4 C5 1.266(4) . ?
O3 H3 0.8200 . ?
O3 C3 1.426(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.494(4) . ?
O6 H6 0.8200 . ?
O6 C7 1.430(4) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C6 1.490(4) . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 H3D 0.8900 . ?
N3 C10 1.490(4) . ?
C1 C2 1.533(4) . ?
C9 C10 1.521(4) . ?
C5 C6 1.530(4) . ?
C2 H2 0.9800 . ?
C2 C3 1.518(4) . ?
C6 H6A 0.9800 . ?
C6 C7 1.530(5) . ?
C11 H11 0.9800 . ?
C11 C10 1.524(5) . ?
C11 C12 1.516(5) . ?
C10 H10 0.9800 . ?
C3 H3A 0.9800 . ?
C3 C4 1.502(5) . ?
C7 H7 0.9800 . ?
C7 C8 1.502(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?

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
Cl2 Zn1 Cl1 108.70(4) . . ?
O1 Zn1 Cl1 116.78(8) . . ?
O1 Zn1 Cl2 103.36(8) . . ?
O1 Zn1 O4 99.93(10) . . ?
O4 Zn1 Cl1 111.91(9) . . ?
O4 Zn1 Cl2 115.96(8) . . ?
C11 O9 H9 109.5 . . ?
C1 O1 Zn1 115.0(2) . . ?
C5 O4 Zn1 116.9(2) . . ?
C3 O3 H3 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
C7 O6 H6 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C6 N2 H2A 109.5 . . ?
C6 N2 H2B 109.5 . . ?
C6 N2 H2C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
H3B N3 H3D 109.5 . . ?
H3C N3 H3D 109.5 . . ?
C10 N3 H3B 109.5 . . ?
C10 N3 H3C 109.5 . . ?
C10 N3 H3D 109.5 . . ?
O1 C1 C2 114.6(3) . . ?
O2 C1 O1 125.7(3) . . ?
O2 C1 C2 119.7(3) . . ?
O8 C9 O7 126.1(3) . . ?
O8 C9 C10 118.4(3) . . ?
O7 C9 C10 115.5(3) . . ?
O5 C5 O4 126.4(3) . . ?
O5 C5 C6 118.6(3) . . ?
O4 C5 C6 115.0(3) . . ?
N1 C2 C1 109.1(3) . . ?
N1 C2 H2 107.6 . . ?
N1 C2 C3 112.9(3) . . ?
C1 C2 H2 107.6 . . ?
C3 C2 C1 111.8(3) . . ?
C3 C2 H2 107.6 . . ?
N2 C6 C5 109.7(3) . . ?
N2 C6 H6A 109.0 . . ?
N2 C6 C7 107.7(3) . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 C7 112.4(3) . . ?
C7 C6 H6A 109.0 . . ?
O9 C11 H11 109.0 . . ?
O9 C11 C10 110.3(3) . . ?
O9 C11 C12 107.1(3) . . ?
C10 C11 H11 109.0 . . ?
C12 C11 H11 109.0 . . ?
C12 C11 C10 112.5(3) . . ?
N3 C10 C9 108.2(3) . . ?
N3 C10 C11 109.6(3) . . ?
N3 C10 H10 108.4 . . ?
C9 C10 C11 113.8(3) . . ?
C9 C10 H10 108.4 . . ?
C11 C10 H10 108.4 . . ?
O3 C3 C2 109.9(3) . . ?
O3 C3 H3A 108.1 . . ?
O3 C3 C4 108.9(3) . . ?
C2 C3 H3A 108.1 . . ?
C4 C3 C2 113.4(3) . . ?
C4 C3 H3A 108.1 . . ?
O6 C7 C6 104.1(3) . . ?
O6 C7 H7 109.4 . . ?
O6 C7 C8 110.5(3) . . ?
C6 C7 H7 109.4 . . ?
C8 C7 C6 113.9(3) . . ?
C8 C7 H7 109.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_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 1.523
_oxdiff_exptl_absorpt_empirical_full_min 0.785
####################################################################### 
# 
# 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_zncl2_proline_luptev_r1
_database_code_depnum_ccdc_archive 'CCDC 2005599'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2020-05-12
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H18 Cl2 N2 O4 Zn'
_chemical_formula_sum            'C10 H18 Cl2 N2 O4 Zn'
_chemical_formula_weight         366.53
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.7127(13)
_cell_length_b                   5.9481(6)
_cell_length_c                   13.6392(11)
_cell_angle_alpha                90
_cell_angle_beta                 104.335(8)
_cell_angle_gamma                90
_cell_volume                     1470.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    821
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.7870
_cell_measurement_theta_min      3.6100
_shelx_estimated_absorpt_T_max   0.923
_shelx_estimated_absorpt_T_min   0.854
_exptl_absorpt_coefficient_mu    2.043
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78472
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0804
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.846
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3307
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.329
_diffrn_reflns_theta_min         3.336
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.846
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      5.00  35.00   1.00  125.00    --  -16.28  77.00-180.00   30
  2  ω    -90.00 -56.00   1.00  125.00    --  -16.28-178.00 150.00   34
  3  ω    -11.00  34.00   1.00  125.00    --   17.77  77.00  30.00   45
  4  ω    -11.00  15.00   1.00  125.00    --   17.77  77.00-120.00   26
  5  ω      2.00  87.00   1.00  125.00    --   17.77  24.00 104.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0116969000
_diffrn_orient_matrix_UB_12      -0.0114723000
_diffrn_orient_matrix_UB_13      0.0453887000
_diffrn_orient_matrix_UB_21      -0.0049189000
_diffrn_orient_matrix_UB_22      -0.1171261000
_diffrn_orient_matrix_UB_23      -0.0088940000
_diffrn_orient_matrix_UB_31      0.0370169000
_diffrn_orient_matrix_UB_32      -0.0191842000
_diffrn_orient_matrix_UB_33      0.0272358000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1139
_reflns_number_total             1711
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.127
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.162
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1711
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1062
_refine_ls_R_factor_gt           0.0638
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0796P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1408
_refine_ls_wR_factor_ref         0.1637
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C007(H007)
2.b Secondary CH2 refined with riding coordinates:
 N005(H00A,H00B), C008(H00C,H00D), C009(H00E,H00F), C00A(H00G,H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Zn01 Zn 0.500000 0.04970(15) 0.750000 0.0352(3) Uani 1 2 d S T P . .
Cl02 Cl 0.43224(7) -0.1717(3) 0.62931(10) 0.0509(4) Uani 1 1 d . . . . .
O003 O 0.56016(17) 0.2680(7) 0.6983(3) 0.0462(10) Uani 1 1 d . . . . .
O004 O 0.6631(2) 0.0783(6) 0.7007(3) 0.0525(11) Uani 1 1 d . . . . .
N005 N 0.6073(2) 0.6536(8) 0.6489(3) 0.0392(11) Uani 1 1 d . . . . .
H00A H 0.566402 0.615373 0.666969 0.047 Uiso 1 1 calc R . . . .
H00B H 0.624799 0.780292 0.680616 0.047 Uiso 1 1 calc R . . . .
C006 C 0.6265(3) 0.2512(9) 0.6931(4) 0.0355(12) Uani 1 1 d . . . . .
C007 C 0.6636(3) 0.4699(9) 0.6752(4) 0.0355(12) Uani 1 1 d . . . . .
H007 H 0.700967 0.510917 0.736657 0.043 Uiso 1 1 calc R . . . .
C008 C 0.6993(3) 0.4618(10) 0.5845(5) 0.0484(15) Uani 1 1 d . . . . .
H00C H 0.752419 0.477829 0.607299 0.058 Uiso 1 1 calc R . . . .
H00D H 0.688188 0.320549 0.548428 0.058 Uiso 1 1 calc R . . . .
C009 C 0.5917(3) 0.6841(12) 0.5378(5) 0.0549(17) Uani 1 1 d . . . . .
H00E H 0.571827 0.832510 0.517945 0.066 Uiso 1 1 calc R . . . .
H00F H 0.557353 0.571505 0.502473 0.066 Uiso 1 1 calc R . . . .
C00A C 0.6665(3) 0.6553(12) 0.5177(5) 0.0563(16) Uani 1 1 d . . . . .
H00G H 0.662408 0.620445 0.447057 0.068 Uiso 1 1 calc R . . . .
H00H H 0.696024 0.790045 0.535572 0.068 Uiso 1 1 calc R . . . .


_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
Zn01 Cl02 2.2401(15) . ?
Zn01 Cl02 2.2400(15) 2_656 ?
Zn01 O003 1.960(4) 2_656 ?
Zn01 O003 1.960(4) . ?
O003 C006 1.264(5) . ?
O004 C006 1.226(6) . ?
N005 C007 1.498(6) . ?
N005 C009 1.481(7) . ?
C006 C007 1.522(7) . ?
C007 C008 1.546(7) . ?
C008 C00A 1.501(9) . ?
C009 C00A 1.501(7) . ?

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
Cl02 Zn01 Cl02 107.99(9) 2_656 . ?
O003 Zn01 Cl02 113.35(12) 2_656 2_656 ?
O003 Zn01 Cl02 113.35(12) . . ?
O003 Zn01 Cl02 112.49(11) 2_656 . ?
O003 Zn01 Cl02 112.49(11) . 2_656 ?
O003 Zn01 O003 97.0(2) 2_656 . ?
C006 O003 Zn01 128.8(4) . . ?
C009 N005 C007 106.5(4) . . ?
O003 C006 C007 115.8(5) . . ?
O004 C006 O003 126.7(5) . . ?
O004 C006 C007 117.6(4) . . ?
N005 C007 C006 109.9(4) . . ?
N005 C007 C008 104.4(4) . . ?
C006 C007 C008 114.0(5) . . ?
C00A C008 C007 105.6(4) . . ?
N005 C009 C00A 102.5(4) . . ?
C008 C00A C009 103.7(5) . . ?

_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 1.177
_oxdiff_exptl_absorpt_empirical_full_min 0.864
####################################################################### 
# 
# 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_serine_zncl2
_database_code_depnum_ccdc_archive 'CCDC 2005602'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H13 Cl2 N2 O6 Zn'
_chemical_formula_sum            'C6 H13 Cl2 N2 O6 Zn'
_chemical_formula_weight         345.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.1190(4)
_cell_length_b                   13.5305(7)
_cell_length_c                   8.9330(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.634(4)
_cell_angle_gamma                90
_cell_volume                     1222.57(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1971
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.2020
_cell_measurement_theta_min      3.6090
_shelx_estimated_absorpt_T_max   0.791
_shelx_estimated_absorpt_T_min   0.709
_exptl_absorpt_coefficient_mu    2.463
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0733
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5665
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.252
_diffrn_reflns_theta_min         3.357
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -36.00   9.00   1.00   12.50    --  -16.28 -77.00-120.00   45
  2  ω    -75.00  47.00   1.00   12.50    --  -16.28   0.00-180.00  122
  3  ω      2.00  54.00   1.00   12.50    --   17.77 -99.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0475356000
_diffrn_orient_matrix_UB_12      -0.0370456000
_diffrn_orient_matrix_UB_13      0.0142871000
_diffrn_orient_matrix_UB_21      0.0423624000
_diffrn_orient_matrix_UB_22      -0.0362684000
_diffrn_orient_matrix_UB_23      -0.0300382000
_diffrn_orient_matrix_UB_31      0.0293718000
_diffrn_orient_matrix_UB_32      -0.0077450000
_diffrn_orient_matrix_UB_33      0.0721488000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2100
_reflns_number_total             2773
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.903
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2773
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0614P)²+0.0307P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1250
_refine_ls_wR_factor_ref         0.1402
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6A)
2.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3), O6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.30239(5) 0.54294(4) 0.74345(6) 0.0285(2) Uani 1 1 d . . . . .
Cl1 Cl 0.49573(12) 0.59597(10) 0.84019(13) 0.0387(3) Uani 1 1 d . . . . .
Cl2 Cl 0.14711(12) 0.65719(10) 0.80179(16) 0.0460(4) Uani 1 1 d . . . . .
O2 O 0.4159(3) 0.3438(2) 0.7812(3) 0.0321(8) Uani 1 1 d . . . . .
O4 O 0.2840(4) 0.5097(3) 0.5286(3) 0.0391(9) Uani 1 1 d . . . . .
O1 O 0.2352(3) 0.4246(3) 0.8482(4) 0.0390(8) Uani 1 1 d . . . . .
O5 O 0.3466(3) 0.6630(3) 0.4750(4) 0.0391(9) Uani 1 1 d . . . . .
O3 O 0.1548(3) 0.1828(3) 0.7766(4) 0.0473(10) Uani 1 1 d . . . . .
H3 H 0.081349 0.165757 0.745357 0.071 Uiso 1 1 calc GR . . . .
N1 N 0.3819(4) 0.1935(3) 0.9628(4) 0.0306(9) Uani 1 1 d . . . . .
H1A H 0.407017 0.182558 0.869606 0.037 Uiso 1 1 calc GR . . . .
H1B H 0.350608 0.137840 1.001211 0.037 Uiso 1 1 calc GR . . . .
H1C H 0.451001 0.214136 1.018342 0.037 Uiso 1 1 calc GR . . . .
O6 O 0.0553(4) 0.5485(4) 0.1297(4) 0.0600(13) Uani 1 1 d . . . . .
H6 H -0.025689 0.547330 0.123227 0.090 Uiso 1 1 calc GR . . . .
N2 N 0.2942(4) 0.6432(3) 0.1795(4) 0.0354(10) Uani 1 1 d . . . . .
H2A H 0.251519 0.638768 0.091210 0.043 Uiso 1 1 calc GR . . . .
H2B H 0.380461 0.635215 0.166961 0.043 Uiso 1 1 calc GR . . . .
H2C H 0.279638 0.702366 0.219307 0.043 Uiso 1 1 calc GR . . . .
C1 C 0.3151(4) 0.3523(3) 0.8543(4) 0.0255(10) Uani 1 1 d . . . . .
C4 C 0.3005(5) 0.5834(4) 0.4407(5) 0.0314(11) Uani 1 1 d . . . . .
C5 C 0.2454(5) 0.5648(4) 0.2816(5) 0.0285(10) Uani 1 1 d . . . . .
H5 H 0.276376 0.500326 0.247158 0.034 Uiso 1 1 calc R . . . .
C2 C 0.2772(4) 0.2704(3) 0.9618(5) 0.0264(10) Uani 1 1 d . . . . .
H2 H 0.272977 0.298449 1.062636 0.032 Uiso 1 1 calc R . . . .
C6 C 0.0952(5) 0.5654(4) 0.2778(5) 0.0397(13) Uani 1 1 d . . . . .
H6A H 0.040690 0.575165 0.358579 0.048 Uiso 1 1 calc R . . . .
C3 C 0.1447(5) 0.2243(4) 0.9217(5) 0.0318(11) Uani 1 1 d . . . . .
H3A H 0.123529 0.173365 0.993628 0.038 Uiso 1 1 calc R . . . .
H3B H 0.075649 0.274013 0.922010 0.038 Uiso 1 1 calc R . . . .


_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
Zn1 Cl1 2.2345(12) . ?
Zn1 Cl2 2.2753(14) . ?
Zn1 O4 1.975(3) . ?
Zn1 O1 1.984(3) . ?
O2 C1 1.233(5) . ?
O4 C4 1.284(6) . ?
O1 C1 1.269(5) . ?
O5 C4 1.209(6) . ?
O3 H3 0.8200 . ?
O3 C3 1.419(5) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.484(6) . ?
O6 H6 0.8200 . ?
O6 C6 1.391(6) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C5 1.492(6) . ?
C1 C2 1.523(6) . ?
C4 C5 1.533(6) . ?
C5 H5 0.9800 . ?
C5 C6 1.519(7) . ?
C2 H2 0.9800 . ?
C2 C3 1.512(6) . ?
C6 H6A 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?

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
Cl1 Zn1 Cl2 107.22(5) . . ?
O4 Zn1 Cl1 120.42(12) . . ?
O4 Zn1 Cl2 109.32(11) . . ?
O4 Zn1 O1 104.50(15) . . ?
O1 Zn1 Cl1 112.61(10) . . ?
O1 Zn1 Cl2 101.08(11) . . ?
C4 O4 Zn1 114.0(3) . . ?
C1 O1 Zn1 114.6(3) . . ?
C3 O3 H3 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
C6 O6 H6 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C5 N2 H2A 109.5 . . ?
C5 N2 H2B 109.5 . . ?
C5 N2 H2C 109.5 . . ?
O2 C1 O1 125.8(4) . . ?
O2 C1 C2 119.5(4) . . ?
O1 C1 C2 114.7(4) . . ?
O4 C4 C5 112.9(4) . . ?
O5 C4 O4 126.4(4) . . ?
O5 C4 C5 120.6(4) . . ?
N2 C5 C4 109.4(4) . . ?
N2 C5 H5 109.1 . . ?
N2 C5 C6 109.3(4) . . ?
C4 C5 H5 109.1 . . ?
C6 C5 C4 110.9(4) . . ?
C6 C5 H5 109.1 . . ?
N1 C2 C1 108.8(4) . . ?
N1 C2 H2 108.4 . . ?
N1 C2 C3 109.9(4) . . ?
C1 C2 H2 108.4 . . ?
C3 C2 C1 112.9(4) . . ?
C3 C2 H2 108.4 . . ?
O6 C6 C5 106.5(4) . . ?
O6 C6 H6A 126.8 . . ?
C5 C6 H6A 126.8 . . ?
O3 C3 C2 107.0(4) . . ?
O3 C3 H3A 110.3 . . ?
O3 C3 H3B 110.3 . . ?
C2 C3 H3A 110.3 . . ?
C2 C3 H3B 110.3 . . ?
H3A C3 H3B 108.6 . . ?

_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 1.427
_oxdiff_exptl_absorpt_empirical_full_min 0.693
####################################################################### 
# 
# 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_dl_pro_zncl2
_database_code_depnum_ccdc_archive 'CCDC 2005604'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-09-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C10 H18 Cl2 N2 O4 Zn'
_chemical_formula_sum            'C10 H18 Cl2 N2 O4 Zn'
_chemical_formula_weight         366.53
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.7133(3)
_cell_length_b                   6.6937(3)
_cell_length_c                   25.1323(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.159(3)
_cell_angle_gamma                90
_cell_volume                     1461.96(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2257
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.0450
_cell_measurement_theta_min      3.8980
_shelx_estimated_absorpt_T_max   0.776
_shelx_estimated_absorpt_T_min   0.684
_exptl_absorpt_coefficient_mu    2.055
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.827
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            6952
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.827
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.532
_diffrn_reflns_theta_min         3.251
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.827
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     12.00  73.00   1.00   12.50    --   16.96  38.00 -90.00   61
  2  ω    -18.00  23.00   1.00   12.50    --  -15.87 -99.00 -90.00   41
  3  ω    -30.00  34.00   1.00   12.50    --   16.96 -77.00 -60.00   64
  4  ω    -33.00  27.00   1.00   12.50    --   16.96 -57.00 150.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0724196000
_diffrn_orient_matrix_UB_12      0.0481358000
_diffrn_orient_matrix_UB_13      -0.0042421000
_diffrn_orient_matrix_UB_21      0.0366170000
_diffrn_orient_matrix_UB_22      0.0942299000
_diffrn_orient_matrix_UB_23      0.0030328000
_diffrn_orient_matrix_UB_31      0.0090655000
_diffrn_orient_matrix_UB_32      0.0028749000
_diffrn_orient_matrix_UB_33      -0.0278291000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2819
_reflns_number_total             3369
_reflns_odcompleteness_completeness 99.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3369
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.081
_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/[σ²(Fo²)+(0.0400P)²+0.0193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0992
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), N1(H1A,H1B), C8(H8A,H8B), C10(H10A,H10B), C9(H9A,H9B), C3(H3A,
 H3B), C2(H2C,H2D), C4(H4A,H4B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.14050(4) 0.67195(5) 0.39611(2) 0.02590(12) Uani 1 1 d . . . . .
Cl2 Cl 0.18053(9) 0.43183(12) 0.45878(3) 0.0352(2) Uani 1 1 d . . . . .
Cl3 Cl 0.36773(9) 0.76247(14) 0.36708(3) 0.0406(2) Uani 1 1 d . . . . .
O1 O -0.0298(2) 0.5696(3) 0.34689(7) 0.0325(5) Uani 1 1 d . . . . .
O4 O -0.0517(3) 1.0797(4) 0.36066(8) 0.0402(6) Uani 1 1 d . . . . .
N2 N -0.1835(3) 0.5769(4) 0.20962(8) 0.0280(6) Uani 1 1 d . . . . .
H2A H -0.085697 0.592995 0.202441 0.034 Uiso 1 1 calc R . . . .
H2B H -0.216736 0.461284 0.195624 0.034 Uiso 1 1 calc R . . . .
N1 N -0.1889(3) 1.3385(4) 0.42585(9) 0.0292(6) Uani 1 1 d . . . . .
H1A H -0.157638 1.430072 0.449937 0.035 Uiso 1 1 calc R . . . .
H1B H -0.144386 1.363562 0.395787 0.035 Uiso 1 1 calc R . . . .
O2 O 0.0644(2) 0.6824(3) 0.27212(8) 0.0353(5) Uani 1 1 d . . . . .
O3 O 0.0280(3) 0.8837(4) 0.42926(9) 0.0454(6) Uani 1 1 d . . . . .
C5 C -0.0473(3) 1.0269(5) 0.40735(11) 0.0287(7) Uani 1 1 d . . . . .
C1 C -0.1461(3) 1.1331(4) 0.44597(11) 0.0254(6) Uani 1 1 d . . . . .
H1 H -0.089711 1.143102 0.481042 0.031 Uiso 1 1 calc R . . . .
C7 C -0.1958(3) 0.5752(5) 0.26860(10) 0.0258(6) Uani 1 1 d . . . . .
H7 H -0.237739 0.447353 0.279823 0.031 Uiso 1 1 calc R . . . .
C6 C -0.0378(3) 0.6120(4) 0.29729(11) 0.0248(6) Uani 1 1 d . . . . .
C8 C -0.3090(4) 0.7463(6) 0.27815(12) 0.0436(9) Uani 1 1 d . . . . .
H8A H -0.377537 0.709875 0.305289 0.052 Uiso 1 1 calc R . . . .
H8B H -0.254047 0.867116 0.289234 0.052 Uiso 1 1 calc R . . . .
C10 C -0.2785(4) 0.7443(5) 0.18596(12) 0.0380(8) Uani 1 1 d . . . . .
H10A H -0.216782 0.863600 0.182544 0.046 Uiso 1 1 calc R . . . .
H10B H -0.325488 0.708195 0.151121 0.046 Uiso 1 1 calc R . . . .
C9 C -0.3975(4) 0.7758(6) 0.22481(13) 0.0460(9) Uani 1 1 d . . . . .
H9A H -0.480080 0.678982 0.219525 0.055 Uiso 1 1 calc R . . . .
H9B H -0.440446 0.909326 0.221718 0.055 Uiso 1 1 calc R . . . .
C3 C -0.4169(4) 1.1908(6) 0.45318(15) 0.0525(10) Uani 1 1 d . . . . .
H3A H -0.421200 1.243513 0.488991 0.063 Uiso 1 1 calc R . . . .
H3B H -0.518150 1.142978 0.440534 0.063 Uiso 1 1 calc R . . . .
C2 C -0.3587(4) 1.3450(7) 0.41609(16) 0.0542(11) Uani 1 1 d . . . . .
H2C H -0.389506 1.312371 0.379246 0.065 Uiso 1 1 calc R . . . .
H2D H -0.397994 1.476410 0.424034 0.065 Uiso 1 1 calc R . . . .
C4 C -0.2984(4) 1.0287(6) 0.45141(15) 0.0521(10) Uani 1 1 d . . . . .
H4A H -0.322478 0.940997 0.421240 0.063 Uiso 1 1 calc R . . . .
H4B H -0.294543 0.949883 0.483864 0.063 Uiso 1 1 calc R . . . .


_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
Zn1 Cl2 2.2596(8) . ?
Zn1 Cl3 2.2427(9) . ?
Zn1 O1 1.984(2) . ?
Zn1 O3 1.945(2) . ?
O1 C6 1.275(3) . ?
O4 C5 1.223(3) . ?
N2 C7 1.494(3) . ?
N2 C10 1.491(4) . ?
N1 C1 1.503(4) . ?
N1 C2 1.483(4) . ?
O2 C6 1.224(3) . ?
O3 C5 1.265(4) . ?
C5 C1 1.520(4) . ?
C1 C4 1.514(5) . ?
C7 C6 1.526(4) . ?
C7 C8 1.542(4) . ?
C8 C9 1.510(4) . ?
C10 C9 1.490(4) . ?
C3 C2 1.503(5) . ?
C3 C4 1.501(5) . ?

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
Cl3 Zn1 Cl2 108.89(3) . . ?
O1 Zn1 Cl2 105.05(7) . . ?
O1 Zn1 Cl3 121.91(6) . . ?
O3 Zn1 Cl2 106.08(7) . . ?
O3 Zn1 Cl3 115.27(9) . . ?
O3 Zn1 O1 98.12(10) . . ?
C6 O1 Zn1 121.20(19) . . ?
C10 N2 C7 108.9(2) . . ?
C2 N1 C1 107.6(3) . . ?
C5 O3 Zn1 128.9(2) . . ?
O4 C5 O3 128.0(3) . . ?
O4 C5 C1 119.8(3) . . ?
O3 C5 C1 112.1(2) . . ?
N1 C1 C5 110.6(2) . . ?
N1 C1 C4 104.8(2) . . ?
C4 C1 C5 112.5(3) . . ?
N2 C7 C6 109.9(2) . . ?
N2 C7 C8 104.0(2) . . ?
C6 C7 C8 111.8(2) . . ?
O1 C6 C7 114.2(2) . . ?
O2 C6 O1 126.9(3) . . ?
O2 C6 C7 118.9(2) . . ?
C9 C8 C7 104.5(2) . . ?
C9 C10 N2 103.8(2) . . ?
C10 C9 C8 103.2(3) . . ?
C4 C3 C2 102.4(3) . . ?
N1 C2 C3 104.8(3) . . ?
C3 C4 C1 106.2(3) . . ?

_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 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.852
####################################################################### 
# 
# 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_tyrosine_zncl2_monoc_r2
_database_code_depnum_ccdc_archive 'CCDC 2005603'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H11 Cl2 N O3 Zn'
_chemical_formula_sum            'C9 H11 Cl2 N O3 Zn'
_chemical_formula_weight         317.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.8022(10)
_cell_length_b                   17.1083(15)
_cell_length_c                   8.8138(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.611(13)
_cell_angle_gamma                90
_cell_volume                     1186.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    721
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.7470
_cell_measurement_theta_min      3.5130
_shelx_estimated_absorpt_T_max   0.906
_shelx_estimated_absorpt_T_min   0.770
_exptl_absorpt_coefficient_mu    2.509
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.777
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0801
_diffrn_reflns_av_unetI/netI     0.1947
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.832
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5109
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.832
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.408
_diffrn_reflns_theta_min         3.515
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.832
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00 -62.00   1.00  125.00    --  -16.28-178.00-180.00   26
  2  ω     15.00  82.00   1.00  125.00    --   17.77  38.00-150.00   67
  3  ω    -48.00  56.00   1.00  125.00    --   17.77 -19.00  30.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0844897000
_diffrn_orient_matrix_UB_12      -0.0143051000
_diffrn_orient_matrix_UB_13      -0.0340991000
_diffrn_orient_matrix_UB_21      0.0178745000
_diffrn_orient_matrix_UB_22      -0.0266568000
_diffrn_orient_matrix_UB_23      -0.0515753000
_diffrn_orient_matrix_UB_31      0.0255353000
_diffrn_orient_matrix_UB_32      -0.0283849000
_diffrn_orient_matrix_UB_33      0.0654311000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1292
_reflns_number_total             2729
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.847
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2729
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1806
_refine_ls_R_factor_gt           0.0720
_refine_ls_restrained_S_all      0.847
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1418
_refine_ls_wR_factor_ref         0.2031
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5), C2(H2), C4(H4)
2.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Zn1 Zn 0.74812(12) 0.23610(6) 0.60874(11) 0.0288(3) Uani 1 1 d . . . . .
Cl1 Cl 0.6302(3) 0.32331(14) 0.7111(3) 0.0397(6) Uani 1 1 d . . . . .
Cl2 Cl 0.6447(3) 0.11632(14) 0.6011(3) 0.0405(6) Uani 1 1 d . . . . .
O2 O 0.4956(7) 0.2646(4) 0.2723(6) 0.0291(14) Uani 1 1 d . . . . .
O1 O 0.7755(7) 0.2655(4) 0.4030(6) 0.0299(14) Uani 1 1 d . . . . .
O3 O 0.8733(9) 0.6283(4) 0.5554(8) 0.0473(19) Uani 1 1 d . . . . .
H3 H 0.857837 0.620592 0.639238 0.071 Uiso 1 1 calc GR . . . .
N1 N 0.8201(9) 0.3048(5) 0.1410(8) 0.0322(18) Uani 1 1 d . . . . .
H1A H 0.826057 0.324458 0.050364 0.039 Uiso 1 1 calc GR . . . .
H1B H 0.859526 0.256069 0.158479 0.039 Uiso 1 1 calc GR . . . .
H1C H 0.882259 0.333907 0.231506 0.039 Uiso 1 1 calc GR . . . .
C9 C 0.6357(11) 0.2761(5) 0.2733(9) 0.0235(19) Uani 1 1 d . . . . .
C8 C 0.6404(10) 0.3049(5) 0.1123(9) 0.0225(18) Uani 1 1 d . . . . .
H8 H 0.573367 0.269783 0.017927 0.027 Uiso 1 1 calc R . . . .
C7 C 0.5697(11) 0.3888(5) 0.0685(10) 0.030(2) Uani 1 1 d . . . . .
H7A H 0.574539 0.404793 -0.034820 0.037 Uiso 1 1 calc R . . . .
H7B H 0.450998 0.387931 0.044970 0.037 Uiso 1 1 calc R . . . .
C6 C 0.6605(11) 0.4502(5) 0.2042(11) 0.030(2) Uani 1 1 d . . . . .
C1 C 0.7783(11) 0.5001(5) 0.1956(11) 0.034(2) Uani 1 1 d . . . . .
H1 H 0.809761 0.494350 0.108611 0.040 Uiso 1 1 calc R . . . .
C3 C 0.8059(12) 0.5675(6) 0.4435(11) 0.033(2) Uani 1 1 d . . . . .
C5 C 0.6204(12) 0.4577(6) 0.3394(11) 0.037(2) Uani 1 1 d . . . . .
H5 H 0.543899 0.423300 0.349892 0.045 Uiso 1 1 calc R . . . .
C2 C 0.8507(11) 0.5585(6) 0.3138(12) 0.035(2) Uani 1 1 d . . . . .
H2 H 0.930234 0.591869 0.305857 0.042 Uiso 1 1 calc R . . . .
C4 C 0.6942(13) 0.5163(6) 0.4581(12) 0.045(3) Uani 1 1 d . . . . .
H4 H 0.667452 0.520854 0.548522 0.054 Uiso 1 1 calc R . . . .


_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
Zn1 Cl1 2.226(2) . ?
Zn1 Cl2 2.231(3) . ?
Zn1 O2 2.002(5) 4_666 ?
Zn1 O1 1.998(5) . ?
O2 C9 1.245(9) . ?
O1 C9 1.263(9) . ?
O3 C3 1.372(11) . ?
N1 C8 1.485(10) . ?
C9 C8 1.521(10) . ?
C8 C7 1.544(11) . ?
C7 C6 1.522(12) . ?
C6 C1 1.371(12) . ?
C6 C5 1.392(11) . ?
C1 C2 1.376(13) . ?
C3 C2 1.375(11) . ?
C3 C4 1.366(13) . ?
C5 C4 1.383(13) . ?

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
Cl1 Zn1 Cl2 111.71(9) . . ?
O2 Zn1 Cl1 105.44(17) 4_666 . ?
O2 Zn1 Cl2 108.30(19) 4_666 . ?
O1 Zn1 Cl1 117.85(19) . . ?
O1 Zn1 Cl2 114.66(19) . . ?
O1 Zn1 O2 96.9(2) . 4_666 ?
C9 O2 Zn1 139.5(5) . 4_565 ?
C9 O1 Zn1 113.1(5) . . ?
O2 C9 O1 123.0(7) . . ?
O2 C9 C8 119.1(7) . . ?
O1 C9 C8 117.9(7) . . ?
N1 C8 C9 108.2(6) . . ?
N1 C8 C7 108.8(7) . . ?
C9 C8 C7 111.0(6) . . ?
C6 C7 C8 115.7(7) . . ?
C1 C6 C7 122.0(7) . . ?
C1 C6 C5 118.5(8) . . ?
C5 C6 C7 119.4(8) . . ?
C6 C1 C2 121.1(8) . . ?
O3 C3 C2 119.4(8) . . ?
C4 C3 O3 121.1(8) . . ?
C4 C3 C2 119.5(9) . . ?
C4 C5 C6 120.1(9) . . ?
C3 C2 C1 120.2(9) . . ?
C3 C4 C5 120.5(8) . . ?

_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 1.051
_oxdiff_exptl_absorpt_empirical_full_min 0.950
####################################################################### 
# 
# 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_isoleucine_zncl2_triclinic_r1
_database_code_depnum_ccdc_archive 'CCDC 2005605'
loop_
_audit_author_name
_audit_author_address
'Oleksii Shemchuk'
;University of Bologna
Italy
;
_audit_update_record             
;
2020-05-25 deposited with the CCDC.	2020-08-13 downloaded from the CCDC.
;
_audit_creation_date             2020-05-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_chemical_formula_moiety         'C12 H22 Cl2 N2 O4 Zn'
_chemical_formula_sum            'C12 H22 Cl2 N2 O4 Zn'
_chemical_formula_weight         394.620
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   6.1647(4)
_cell_length_b                   12.6246(7)
_cell_length_c                   13.4501(8)
_cell_angle_alpha                62.666(6)
_cell_angle_beta                 84.162(5)
_cell_angle_gamma                89.311(5)
_cell_volume                     924.37(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2425
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.3570
_cell_measurement_theta_min      3.6650
_exptl_absorpt_coefficient_mu    1.631
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53a (Rigaku Oxford Diffraction, 2019)
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    1.418
_exptl_crystal_description       block
_exptl_crystal_F_000             409.419
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_Laue_measured_fraction_full 0.9979
_diffrn_reflns_Laue_measured_fraction_max 0.8141
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7348
_diffrn_reflns_point_group_measured_fraction_full 0.9979
_diffrn_reflns_point_group_measured_fraction_max 0.8141
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         29.58
_diffrn_reflns_theta_min         3.32
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.8141
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00  36.00   1.00    7.50    --   17.92 -57.00 -60.00   87
  2  ω     -1.00  86.00   1.00    7.50    --   17.92  57.00  90.00   87
  3  ω    -35.00  -1.00   1.00    7.50    --   17.92 -77.00-180.00   34
  4  ω    -10.00  16.00   1.00    7.50    --   17.92  77.00  60.00   26
  5  ω    -30.00  44.00   1.00    7.50    --   17.92 -77.00-150.00   74
  6  ω     -7.00  23.00   1.00    7.50    --   17.92  77.00-180.00   30
  7  ω    -11.00  14.00   1.00    7.50    --   17.92  77.00 -30.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0940922000
_diffrn_orient_matrix_UB_12      -0.0067929000
_diffrn_orient_matrix_UB_13      -0.0231388000
_diffrn_orient_matrix_UB_21      -0.0477360000
_diffrn_orient_matrix_UB_22      -0.0405984000
_diffrn_orient_matrix_UB_23      0.0546448000
_diffrn_orient_matrix_UB_31      -0.0476061000
_diffrn_orient_matrix_UB_32      0.0480840000
_diffrn_orient_matrix_UB_33      0.0066772000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -7
_reflns_limit_k_max              16
_reflns_limit_k_min              -14
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                3308
_reflns_number_total             4238
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.5597
_refine_diff_density_min         -0.4439
_refine_diff_density_rms         0.1150
_refine_ls_d_res_high            0.7200
_refine_ls_d_res_low             6.1280
_refine_ls_goodness_of_fit_ref   1.0505
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    48
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4238
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.0499
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+1.4683P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1238
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C4-C5A
 1.501 with sigma of 0.02
 C11A-C10
 1.501 with sigma of 0.02
 C12-C11B
 1.501 with sigma of 0.02
 C5B-C6
 1.501 with sigma of 0.02
3. Others
 Fixed Sof: C11A(0.5) H11a(0.5) H11b(0.5) H11c(0.5) C5A(0.5) H5Aa(0.5)
 H5Ab(0.5) H5Ac(0.5) C11B(0.5) H11d(0.5) H11e(0.5) H11f(0.5) C5B(0.5) H5Ba(0.5)
 H5Bb(0.5) H5Bc(0.5) H6a(0.5) H6b(0.5) H6c(0.5) H4a(0.5) H4b(0.5) H4c(0.5)
 H12a(0.5) H12b(0.5) H12c(0.5) H10a(0.5) H10b(0.5) H10c(0.5)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C8(H8), C3(H3), C9(H9)
4.b Idealised Me refined as rotating group:
 C11A(H11a,H11b,H11c), C5A(H5Aa,H5Ab,H5Ac), C11B(H11d,H11e,H11f), C5B(H5Ba,
 H5Bb,H5Bc), N1(H1a,H1b,H1c), N2(H2a,H2b,H2c), C6(H6a,H6b,H6c), C4(H4a,H4b,H4c),
  C12(H12a,H12b,H12c), C10(H10a,H10b,H10c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_disorder_group
C11A C 0.323(2) 0.5700(11) 0.9000(12) 0.087(4) Uani 0.500000 D 1
H11a H 0.373(12) 0.608(4) 0.8211(18) 0.131(6) Uiso 0.500000 GR 1
H11b H 0.446(8) 0.555(7) 0.942(6) 0.131(6) Uiso 0.500000 GR 1
H11c H 0.248(5) 0.496(3) 0.920(7) 0.131(6) Uiso 0.500000 GR 1
C5A C 0.575(2) 0.6076(10) 0.1546(10) 0.074(3) Uani 0.500000 D 1
H5Aa H 0.673(11) 0.620(2) 0.090(4) 0.111(5) Uiso 0.500000 GR 1
H5Ab H 0.626(13) 0.545(2) 0.221(3) 0.111(5) Uiso 0.500000 GR 1
H5Ac H 0.432(3) 0.585(4) 0.146(7) 0.111(5) Uiso 0.500000 GR 1
C11B C 0.013(2) 0.9327(13) 0.9103(13) 0.112(6) Uani 0.500000 D 2
H11d H -0.054(17) 0.971(3) 0.841(5) 0.167(8) Uiso 0.500000 GR 2
H11e H -0.081(15) 0.9360(13) 0.970(5) 0.167(8) Uiso 0.500000 GR 2
H11f H 0.150(3) 0.973(3) 0.902(10) 0.167(8) Uiso 0.500000 GR 2
C5B C 0.412(3) 0.9508(10) 0.1199(11) 0.100(5) Uani 0.500000 D 2
H5Ba H 0.475(15) 0.926(4) 0.0663(11) 0.149(7) Uiso 0.500000 GR 2
H5Bb H 0.259(3) 0.963(7) 0.112(3) 0.149(7) Uiso 0.500000 GR 2
H5Bc H 0.484(15) 1.024(3) 0.107(3) 0.149(7) Uiso 0.500000 GR 2
Zn1 Zn 0.73426(7) 0.73709(4) 0.56659(4) 0.03737(15) Uani 1.000000 . .
Cl1 Cl 0.97045(18) 0.88294(10) 0.44110(10) 0.0509(3) Uani 1.000000 . .
Cl2 Cl 0.92182(18) 0.58713(10) 0.68463(10) 0.0504(3) Uani 1.000000 . .
O2 O 0.7554(4) 0.6065(3) 0.3992(3) 0.0444(7) Uani 1.000000 . .
O1 O 0.5415(4) 0.6889(3) 0.4867(3) 0.0504(8) Uani 1.000000 . .
O3 O 0.5011(4) 0.7930(3) 0.6360(3) 0.0534(8) Uani 1.000000 . .
N1 N 0.1841(5) 0.6437(3) 0.4318(3) 0.0366(8) Uani 1.000000 . .
H1a H 0.0663(5) 0.634(2) 0.4031(13) 0.0439(9) Uiso 1.000000 GR .
H1b H 0.183(2) 0.5867(14) 0.5025(5) 0.0439(9) Uiso 1.000000 GR .
H1c H 0.184(2) 0.7148(9) 0.4306(18) 0.0439(9) Uiso 1.000000 GR .
O4 O 0.6671(4) 0.8373(3) 0.7526(3) 0.0596(9) Uani 1.000000 . .
N2 N 0.1130(5) 0.8306(3) 0.6954(3) 0.0368(8) Uani 1.000000 . .
H2a H 0.130(3) 0.8877(13) 0.6244(6) 0.0442(9) Uiso 1.000000 GR .
H2b H 0.126(3) 0.7596(10) 0.6969(18) 0.0442(9) Uiso 1.000000 GR .
H2c H -0.0186(5) 0.834(2) 0.7276(13) 0.0442(9) Uiso 1.000000 GR .
C2 C 0.3847(5) 0.6359(4) 0.3634(3) 0.0331(8) Uani 1.000000 . .
H2 H 0.3814(5) 0.5580(4) 0.3641(3) 0.0397(10) Uiso 1.000000 R .
C1 C 0.5805(6) 0.6436(3) 0.4213(3) 0.0319(8) Uani 1.000000 . .
C8 C 0.2837(6) 0.8479(4) 0.7583(4) 0.0351(9) Uani 1.000000 . .
H8 H 0.2860(6) 0.9321(4) 0.7414(4) 0.0421(10) Uiso 1.000000 R .
C7 C 0.5063(6) 0.8238(4) 0.7130(4) 0.0387(9) Uani 1.000000 . .
C3 C 0.3919(7) 0.7330(4) 0.2417(4) 0.0477(11) Uani 1.000000 . .
H3 H 0.2493(7) 0.7328(4) 0.2156(4) 0.0572(13) Uiso 1.000000 R .
C9 C 0.2357(7) 0.7745(5) 0.8851(4) 0.0507(11) Uani 1.000000 . .
H9 H 0.3657(7) 0.7804(5) 0.9188(4) 0.0608(14) Uiso 1.000000 R .
C6 C 0.4372(10) 0.8591(5) 0.2331(5) 0.0736(16) Uani 1.000000 D .
H6a H 0.362(12) 0.863(3) 0.297(4) 0.110(2) Uiso 0.500000 GR 1
H6b H 0.5912(17) 0.872(3) 0.231(8) 0.110(2) Uiso 0.500000 GR 1
H6c H 0.386(14) 0.9195(7) 0.166(4) 0.110(2) Uiso 0.500000 GR 1
C4 C 0.5657(10) 0.7110(7) 0.1641(5) 0.085(2) Uani 1.000000 D .
H4a H 0.7080(11) 0.726(9) 0.179(6) 0.127(3) Uiso 0.500000 GR 2
H4b H 0.552(11) 0.630(3) 0.178(6) 0.127(3) Uiso 0.500000 GR 2
H4c H 0.545(10) 0.763(6) 0.0870(5) 0.127(3) Uiso 0.500000 GR 2
C12 C 0.0457(9) 0.8179(9) 0.9353(5) 0.100(3) Uani 1.000000 D .
H12a H 0.066(9) 0.902(2) 0.910(8) 0.150(4) Uiso 0.500000 GR 1
H12b H -0.088(2) 0.803(9) 0.912(8) 0.150(4) Uiso 0.500000 GR 1
H12c H 0.039(11) 0.777(7) 1.0160(6) 0.150(4) Uiso 0.500000 GR 1
C10 C 0.1868(16) 0.6415(6) 0.9235(6) 0.114(3) Uani 1.000000 D .
H10a H 0.075(16) 0.6333(7) 0.882(8) 0.172(4) Uiso 0.500000 GR 2
H10b H 0.317(6) 0.606(3) 0.910(10) 0.172(4) Uiso 0.500000 GR 2
H10c H 0.14(2) 0.602(2) 1.003(2) 0.172(4) Uiso 0.500000 GR 2


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
C11A C10 1.345(11) . ?
C5A C4 1.368(10) . ?
C11B C12 1.347(12) . ?
C5B C6 1.452(11) . ?
Zn1 Cl1 2.2517(12) . ?
Zn1 Cl2 2.2365(13) . ?
Zn1 O1 1.953(3) . ?
Zn1 O3 1.935(3) . ?
O2 C1 1.232(4) . ?
O1 C1 1.256(4) . ?
O3 C7 1.266(5) . ?
N1 C2 1.495(5) . ?
O4 C7 1.221(5) . ?
N2 C8 1.492(4) . ?
C2 C1 1.529(5) . ?
C2 C3 1.525(6) . ?
C8 C7 1.529(5) . ?
C8 C9 1.518(6) . ?
C3 C6 1.569(7) . ?
C3 C4 1.531(7) . ?
C9 C12 1.515(7) . ?
C9 C10 1.536(8) . ?

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
Cl2 Zn1 Cl1 109.05(5) . . ?
O1 Zn1 Cl1 109.48(11) . . ?
O1 Zn1 Cl2 113.44(10) . . ?
O3 Zn1 Cl1 113.84(11) . . ?
O3 Zn1 Cl2 115.95(11) . . ?
O3 Zn1 O1 94.37(12) . . ?
C1 O1 Zn1 131.4(2) . . ?
C7 O3 Zn1 129.0(3) . . ?
C1 C2 N1 107.2(3) . . ?
C3 C2 N1 110.7(3) . . ?
C3 C2 C1 113.1(3) . . ?
O1 C1 O2 127.5(3) . . ?
C2 C1 O2 118.1(3) . . ?
C2 C1 O1 114.4(3) . . ?
C7 C8 N2 108.8(3) . . ?
C9 C8 N2 112.9(3) . . ?
C9 C8 C7 112.8(3) . . ?
O4 C7 O3 127.3(4) . . ?
C8 C7 O3 114.8(3) . . ?
C8 C7 O4 117.9(3) . . ?
C6 C3 C2 110.8(4) . . ?
C4 C3 C2 111.9(4) . . ?
C4 C3 C6 109.3(5) . . ?
C12 C9 C8 113.6(4) . . ?
C10 C9 C8 113.6(4) . . ?
C10 C9 C12 106.7(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11A C10 C9 C8 57.3(11) . . . . ?
C11A C10 C9 C12 -176.8(10) . . . . ?
C5A C4 C3 C2 55.3(9) . . . . ?
C5A C4 C3 C6 178.3(9) . . . . ?
C11B C12 C9 C8 -45.3(11) . . . . ?
C11B C12 C9 C10 -171.2(11) . . . . ?
C5B C6 C3 C2 -171.7(7) . . . . ?
C5B C6 C3 C4 64.6(8) . . . . ?
Zn1 O1 C1 O2 7.9(4) . . . . ?
Zn1 O1 C1 C2 -171.6(4) . . . . ?
Zn1 O3 C7 O4 8.7(5) . . . . ?
Zn1 O3 C7 C8 -172.3(4) . . . . ?
O2 C1 C2 N1 160.1(4) . . . . ?
O2 C1 C2 C3 -77.6(4) . . . . ?
O1 C1 C2 N1 -20.3(4) . . . . ?
O1 C1 C2 C3 102.0(4) . . . . ?
O3 C7 C8 N2 -1.3(4) . . . . ?
O3 C7 C8 C9 124.8(4) . . . . ?
N1 C2 C3 C6 70.5(4) . . . . ?
N1 C2 C3 C4 -167.3(4) . . . . ?
O4 C7 C8 N2 177.8(4) . . . . ?
O4 C7 C8 C9 -56.0(5) . . . . ?
N2 C8 C9 C12 -70.5(4) . . . . ?
N2 C8 C9 C10 51.7(5) . . . . ?


_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 1.277
_oxdiff_exptl_absorpt_empirical_full_min 0.861
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C11A C10 1 1.5010 0.0200 0.1564
C5B C6 1 1.5010 0.0200 0.0488
C4 C5A 1 1.5010 0.0200 0.1326
C12 C11B 1 1.5010 0.0200 0.1544

