# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_zn3me-n-etoh-e
_database_code_depnum_ccdc_archive 'CCDC 2038885'
loop_
_audit_author_name
_audit_author_address
'Francois Michaud'
;University of Brest
France
;
_audit_update_record             
;
2020-10-16 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;

_audit_creation_date             2019-09-12T14:50:52-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        "Zinc(II) N-triméhyl-N-ethanol-cyclam"
_chemical_formula_moiety         
;
        C15 H34 N4 O Zn 2+, Cl4 Zn 2-, 2(H2 O)
;
_chemical_formula_sum            'C15 H38 Cl4 N4 O3 Zn2'
_chemical_formula_weight         595.03

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.919(2)
_cell_length_b                   17.057(2)
_cell_length_c                   19.439(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4946.7(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4345
_cell_measurement_theta_min      3.938
_cell_measurement_theta_max      27.794

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       'plate // (1 0 0)'
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2464
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.035
-5 -1 -2 0.045
-5 0 1 0.035
0 -2 -1 0.12
0 -4 5 0.08
0 4 -5 0.14
0 0 1 0.125
0 0 -1 0.09
1 0 0 0.005
0 3 2 0.085

_exptl_crystal_recrystallization_method 
'from solution in methanol and water at room temperature,by slow evaporation of solvents'
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.394
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
        Analytical numeric absorption correction using a multifaceted crystal
        model based on expressions derived by R.C. Clark & J.S. Reid.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.682
_exptl_absorpt_correction_T_max  0.918

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.3622
_diffrn_orient_matrix_ub_11      0.0459924
_diffrn_orient_matrix_ub_12      -0.0100723
_diffrn_orient_matrix_ub_13      0.0025678
_diffrn_orient_matrix_ub_21      0.0064225
_diffrn_orient_matrix_ub_22      0.0108741
_diffrn_orient_matrix_ub_23      -0.0348329
_diffrn_orient_matrix_ub_31      0.0102538
_diffrn_orient_matrix_ub_32      0.0388972
_diffrn_orient_matrix_ub_33      0.0104089
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_number            17758
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.44
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             5059
_reflns_number_gt                3555
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SIR-92 (Altomare et al., 1992)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
        ORTEP3 for Windows (Farrugia, 1997)
        MERCURY  (Bruno et al., 2002)
;
_computing_publication_material  
;
        WinGX (Farrugia, 1999)
        PLATON (Spek, 1990-2003)
        enCIFer (Allen et al., 2004)
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0948P)²+12.5322P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5059
_refine_ls_number_parameters     260
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.093
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.192
_refine_ls_wR_factor_gt          0.1699
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.894
_refine_diff_density_min         -1.221
_refine_diff_density_rms         0.128

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2018(6) 0.2824(5) 0.2299(4) 0.063(2) Uani 1 1 d . A .
H1A H 0.1901 0.2815 0.28 0.075 Uiso 1 1 calc R . .
H1B H 0.1944 0.337 0.2136 0.075 Uiso 1 1 calc R . .
C2 C 0.2985(5) 0.2552(5) 0.2161(4) 0.0535(19) Uani 1 1 d . A .
H2A H 0.3412 0.2901 0.2402 0.064 Uiso 1 1 calc R . .
H2B H 0.307 0.2012 0.2336 0.064 Uiso 1 1 calc R . .
C3 C 0.4045(5) 0.2194(4) 0.1272(4) 0.0534(19) Uani 1 1 d . A .
H3A H 0.4516 0.2532 0.1474 0.064 Uiso 1 1 calc R . .
H3B H 0.406 0.1689 0.1523 0.064 Uiso 1 1 calc R . .
C4 C 0.4289(6) 0.2040(5) 0.0558(5) 0.066(2) Uani 1 1 d . . .
H4A H 0.4928 0.1886 0.0541 0.079 Uiso 1 1 calc R . .
H4B H 0.4223 0.2532 0.0292 0.079 Uiso 1 1 calc R . .
C5 C 0.3728(6) 0.1397(5) 0.0211(4) 0.064(2) Uani 1 1 d . A .
H5A H 0.4011 0.1258 -0.0233 0.077 Uiso 1 1 calc R . .
H5B H 0.3737 0.0923 0.0505 0.077 Uiso 1 1 calc R . .
C6 C 0.2299(6) 0.0854(5) -0.0146(4) 0.061(2) Uani 1 1 d . A .
H6A H 0.1812 0.0983 -0.0473 0.074 Uiso 1 1 calc R . .
H6B H 0.2736 0.0514 -0.0387 0.074 Uiso 1 1 calc R . .
C7 C 0.1916(5) 0.0418(4) 0.0452(4) 0.0476(17) Uani 1 1 d . A .
H7A H 0.241 0.0223 0.0746 0.057 Uiso 1 1 calc R . .
H7B H 0.1574 -0.004 0.0284 0.057 Uiso 1 1 calc R . .
C8 C 0.1116(5) 0.0527(4) 0.1533(3) 0.0498(18) Uani 1 1 d . A .
H8A H 0.0771 0.0045 0.1428 0.06 Uiso 1 1 calc R . .
H8B H 0.1693 0.0361 0.1738 0.06 Uiso 1 1 calc R . .
C9 C 0.0618(5) 0.0979(5) 0.2051(4) 0.058(2) Uani 1 1 d . . .
H9A H 0.0408 0.0616 0.2414 0.07 Uiso 1 1 calc R . .
H9B H 0.0081 0.1209 0.1829 0.07 Uiso 1 1 calc R . .
C10 C 0.1154(6) 0.1639(5) 0.2389(4) 0.063(2) Uani 1 1 d . A .
H10A H 0.0818 0.1833 0.2794 0.076 Uiso 1 1 calc R . .
H10B H 0.1731 0.1424 0.2557 0.076 Uiso 1 1 calc R . .
C11I C 0.0501(12) 0.2698(12) 0.1815(11) 0.049(2) Uiso 0.5 1 d PD A 1
H11A H 0.0328 0.3004 0.2227 0.059 Uiso 0.5 1 calc PR A 1
H11B H 0.0018 0.2318 0.1712 0.059 Uiso 0.5 1 calc PR A 1
C12I C 0.0657(11) 0.3266(9) 0.1178(7) 0.054(4) Uiso 0.5 1 d PD A 1
H12A H 0.0073 0.3447 0.0997 0.065 Uiso 0.5 1 calc PR A 1
H12B H 0.1004 0.3731 0.1326 0.065 Uiso 0.5 1 calc PR A 1
C11J C 0.2789(10) 0.2253(9) -0.0410(8) 0.043(2) Uiso 0.5 1 d PD A 2
H11C H 0.2975 0.206 -0.0868 0.052 Uiso 0.5 1 calc PR A 2
H11D H 0.3208 0.2671 -0.0262 0.052 Uiso 0.5 1 calc PR A 2
C12J C 0.1783(10) 0.2574(10) -0.0431(7) 0.058(4) Uiso 0.5 1 d PD A 2
H12C H 0.1754 0.3049 -0.0723 0.07 Uiso 0.5 1 calc PR A 2
H12D H 0.1385 0.2172 -0.0635 0.07 Uiso 0.5 1 calc PR A 2
C13 C 0.3187(5) 0.3416(4) 0.1179(5) 0.061(2) Uani 1 1 d D A .
H13A H 0.2655 0.3695 0.1346 0.091 Uiso 1 1 calc R . .
H13B H 0.3201 0.3435 0.0676 0.091 Uiso 1 1 calc R . .
H13C H 0.3727 0.3666 0.1364 0.091 Uiso 1 1 calc R . .
C14I C 0.2561(11) 0.2150(9) -0.0507(7) 0.043(2) Uiso 0.5 1 d PD A 1
H14A H 0.1914 0.2248 -0.052 0.065 Uiso 0.5 1 calc PR A 1
H14B H 0.2748 0.19 -0.0938 0.065 Uiso 0.5 1 calc PR A 1
H14C H 0.288 0.2648 -0.0451 0.065 Uiso 0.5 1 calc PR A 1
C14J C 0.0571(12) 0.2849(11) 0.1775(11) 0.049(2) Uiso 0.5 1 d PD A 2
H14D H 0.0779 0.326 0.1461 0.074 Uiso 0.5 1 calc PR A 2
H14E H 0.0359 0.3089 0.2204 0.074 Uiso 0.5 1 calc PR A 2
H14F H 0.008 0.2558 0.156 0.074 Uiso 0.5 1 calc PR A 2
C15 C 0.0452(5) 0.1058(4) 0.0491(3) 0.0473(17) Uani 1 1 d D A .
H15A H 0.0582 0.1269 0.0033 0.071 Uiso 1 1 calc R . .
H15B H 0.0071 0.1428 0.0743 0.071 Uiso 1 1 calc R . .
H15C H 0.0139 0.0556 0.0446 0.071 Uiso 1 1 calc R . .
N1 N 0.1337(4) 0.2295(4) 0.1933(3) 0.0469(14) Uani 1 1 d D . .
N2 N 0.3150(3) 0.2575(3) 0.1413(3) 0.0372(12) Uani 1 1 d D . .
N3 N 0.2774(4) 0.1624(4) 0.0082(3) 0.0485(15) Uani 1 1 d D . .
N4 N 0.1306(3) 0.0940(3) 0.0874(2) 0.0340(11) Uani 1 1 d D . .
O1I O 0.1133(6) 0.2858(5) 0.0657(5) 0.042(2) Uiso 0.5 1 d PD A 1
O1J O 0.1485(7) 0.2758(6) 0.0246(5) 0.049(2) Uiso 0.5 1 d PD A 2
Zn1 Zn 0.20097(5) 0.19979(4) 0.09812(4) 0.0393(2) Uani 1 1 d . A .
H1I H 0.152(6) 0.313(4) 0.046(5) 0.059 Uiso 0.5 1 d PD B 1
H1J H 0.097(3) 0.296(5) 0.025(3) 0.059 Uiso 0.5 1 d PD C 2
Cl1 Cl 0.35449(12) 0.02167(10) 0.19478(8) 0.0450(4) Uani 1 1 d . . .
Cl2 Cl 0.32130(12) 0.10215(11) 0.37190(10) 0.0547(5) Uani 1 1 d . . .
Cl3 Cl 0.18491(10) -0.06307(10) 0.30832(8) 0.0391(4) Uani 1 1 d . . .
Cl4 Cl 0.43067(10) -0.09561(9) 0.34449(8) 0.0380(4) Uani 1 1 d . . .
Zn2 Zn 0.32556(5) -0.00905(4) 0.30783(3) 0.0329(2) Uani 1 1 d . . .
O2 O 0.5347(5) 0.0199(6) 0.1074(3) 0.104(3) Uani 1 1 d D . .
H2V H 0.579(5) -0.002(7) 0.126(7) 0.156 Uiso 1 1 d D . .
H2W H 0.490(5) -0.003(7) 0.124(7) 0.156 Uiso 1 1 d D . .
O3I O 0.1457(8) 0.3957(7) -0.0308(6) 0.064(3) Uiso 0.5 1 d PD D 1
O3J O 0.0928(8) 0.4193(7) 0.0216(5) 0.061(3) Uiso 0.5 1 d PD E 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1 N1 1.534(10) . ?
C1 C2 1.539(11) . ?
C1 H1A 0.99 . ?
C1 H1B 0.99 . ?
C2 N2 1.477(9) . ?
C2 H2A 0.99 . ?
C2 H2B 0.99 . ?
C3 C4 1.458(12) . ?
C3 N2 1.510(8) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
C4 C5 1.537(12) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C5 N3 1.495(10) . ?
C5 H5A 0.99 . ?
C5 H5B 0.99 . ?
C6 C7 1.493(11) . ?
C6 N3 1.556(10) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 N4 1.514(8) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 C9 1.469(11) . ?
C8 N4 1.490(8) . ?
C8 H8A 0.99 . ?
C8 H8B 0.99 . ?
C9 C10 1.530(12) . ?
C9 H9A 0.99 . ?
C9 H9B 0.99 . ?
C10 N1 1.454(10) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11I N1 1.443(17) . ?
C11I C12I 1.59(2) . ?
C11I H11A 0.99 . ?
C11I H11B 0.99 . ?
C12I O1I 1.419(14) . ?
C12I H12A 0.99 . ?
C12I H12B 0.99 . ?
C11J N3 1.438(15) . ?
C11J C12J 1.599(19) . ?
C11J H11C 0.99 . ?
C11J H11D 0.99 . ?
C12J O1J 1.424(15) . ?
C12J H12C 0.99 . ?
C12J H12D 0.99 . ?
C13 N2 1.505(8) . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14I N3 1.491(12) . ?
C14I H14A 0.98 . ?
C14I H14B 0.98 . ?
C14I H14C 0.98 . ?
C14J N1 1.515(14) . ?
C14J H14D 0.98 . ?
C14J H14E 0.98 . ?
C14J H14F 0.98 . ?
C15 N4 1.489(8) . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
N1 Zn1 2.164(5) . ?
N2 Zn1 2.137(5) . ?
N3 Zn1 2.182(5) . ?
N4 Zn1 2.098(5) . ?
O1I Zn1 2.063(9) . ?
O1I H1I 0.83(2) . ?
O1I H1J 0.84(6) . ?
O1J Zn1 2.083(10) . ?
O1J H1I 0.75(7) . ?
O1J H1J 0.84(2) . ?
Cl1 Zn2 2.3001(17) . ?
Cl2 Zn2 2.2700(18) . ?
Cl3 Zn2 2.2917(18) . ?
Cl4 Zn2 2.2686(16) . ?
O2 H2V 0.85(2) . ?
O2 H2W 0.85(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 111.3(6) . . ?
N1 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108 . . ?
N2 C2 C1 108.6(6) . . ?
N2 C2 H2A 110 . . ?
C1 C2 H2A 110 . . ?
N2 C2 H2B 110 . . ?
C1 C2 H2B 110 . . ?
H2A C2 H2B 108.3 . . ?
C4 C3 N2 118.0(7) . . ?
C4 C3 H3A 107.8 . . ?
N2 C3 H3A 107.8 . . ?
C4 C3 H3B 107.8 . . ?
N2 C3 H3B 107.8 . . ?
H3A C3 H3B 107.1 . . ?
C3 C4 C5 114.3(7) . . ?
C3 C4 H4A 108.7 . . ?
C5 C4 H4A 108.7 . . ?
C3 C4 H4B 108.7 . . ?
C5 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
N3 C5 C4 114.0(7) . . ?
N3 C5 H5A 108.7 . . ?
C4 C5 H5A 108.7 . . ?
N3 C5 H5B 108.7 . . ?
C4 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C7 C6 N3 111.8(6) . . ?
C7 C6 H6A 109.2 . . ?
N3 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
N3 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C6 C7 N4 111.1(6) . . ?
C6 C7 H7A 109.4 . . ?
N4 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
N4 C7 H7B 109.4 . . ?
H7A C7 H7B 108 . . ?
C9 C8 N4 115.9(6) . . ?
C9 C8 H8A 108.3 . . ?
N4 C8 H8A 108.3 . . ?
C9 C8 H8B 108.3 . . ?
N4 C8 H8B 108.3 . . ?
H8A C8 H8B 107.4 . . ?
C8 C9 C10 114.6(7) . . ?
C8 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
N1 C10 C9 113.7(6) . . ?
N1 C10 H10A 108.8 . . ?
C9 C10 H10A 108.8 . . ?
N1 C10 H10B 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
N1 C11I C12I 106.7(13) . . ?
N1 C11I H11A 110.4 . . ?
C12I C11I H11A 110.4 . . ?
N1 C11I H11B 110.4 . . ?
C12I C11I H11B 110.4 . . ?
H11A C11I H11B 108.6 . . ?
O1I C12I C11I 109.3(12) . . ?
O1I C12I H12A 109.8 . . ?
C11I C12I H12A 109.8 . . ?
O1I C12I H12B 109.8 . . ?
C11I C12I H12B 109.8 . . ?
H12A C12I H12B 108.3 . . ?
N3 C11J C12J 105.0(11) . . ?
N3 C11J H11C 110.8 . . ?
C12J C11J H11C 110.8 . . ?
N3 C11J H11D 110.8 . . ?
C12J C11J H11D 110.8 . . ?
H11C C11J H11D 108.8 . . ?
O1J C12J C11J 110.2(12) . . ?
O1J C12J H12C 109.6 . . ?
C11J C12J H12C 109.6 . . ?
O1J C12J H12D 109.6 . . ?
C11J C12J H12D 109.6 . . ?
H12C C12J H12D 108.1 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14I H14A 109.5 . . ?
N3 C14I H14B 109.5 . . ?
H14A C14I H14B 109.5 . . ?
N3 C14I H14C 109.5 . . ?
H14A C14I H14C 109.5 . . ?
H14B C14I H14C 109.5 . . ?
N1 C14J H14D 109.5 . . ?
N1 C14J H14E 109.5 . . ?
H14D C14J H14E 109.5 . . ?
N1 C14J H14F 109.5 . . ?
H14D C14J H14F 109.5 . . ?
H14E C14J H14F 109.5 . . ?
N4 C15 H15A 109.5 . . ?
N4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11I N1 C10 107.6(9) . . ?
C11I N1 C14J 10.8(15) . . ?
C10 N1 C14J 117.5(9) . . ?
C11I N1 C1 111.4(11) . . ?
C10 N1 C1 107.1(6) . . ?
C14J N1 C1 103.0(10) . . ?
C11I N1 Zn1 112.1(9) . . ?
C10 N1 Zn1 115.4(5) . . ?
C14J N1 Zn1 108.9(9) . . ?
C1 N1 Zn1 103.1(4) . . ?
C2 N2 C13 109.2(6) . . ?
C2 N2 C3 108.3(5) . . ?
C13 N2 C3 108.9(5) . . ?
C2 N2 Zn1 104.0(4) . . ?
C13 N2 Zn1 110.5(4) . . ?
C3 N2 Zn1 115.7(4) . . ?
C11J N3 C14I 16.7(10) . . ?
C11J N3 C5 106.8(8) . . ?
C14I N3 C5 119.2(8) . . ?
C11J N3 C6 116.6(8) . . ?
C14I N3 C6 101.1(8) . . ?
C5 N3 C6 105.2(6) . . ?
C11J N3 Zn1 108.8(7) . . ?
C14I N3 Zn1 109.1(7) . . ?
C5 N3 Zn1 116.0(4) . . ?
C6 N3 Zn1 103.7(4) . . ?
C15 N4 C8 109.3(5) . . ?
C15 N4 C7 108.9(5) . . ?
C8 N4 C7 107.6(5) . . ?
C15 N4 Zn1 111.2(4) . . ?
C8 N4 Zn1 114.6(4) . . ?
C7 N4 Zn1 105.0(4) . . ?
C12I O1I Zn1 116.6(8) . . ?
C12I O1I H1I 114(4) . . ?
Zn1 O1I H1I 95(7) . . ?
C12I O1I H1J 115(3) . . ?
Zn1 O1I H1J 128(3) . . ?
H1I O1I H1J 69(10) . . ?
C12J O1J Zn1 112.3(9) . . ?
C12J O1J H1I 132(4) . . ?
Zn1 O1J H1I 96(9) . . ?
C12J O1J H1J 113(4) . . ?
Zn1 O1J H1J 126(6) . . ?
H1I O1J H1J 73(10) . . ?
O1I Zn1 O1J 27.1(3) . . ?
O1I Zn1 N4 105.3(3) . . ?
O1J Zn1 N4 106.2(3) . . ?
O1I Zn1 N2 107.2(3) . . ?
O1J Zn1 N2 106.4(3) . . ?
N4 Zn1 N2 146.5(2) . . ?
O1I Zn1 N1 78.5(3) . . ?
O1J Zn1 N1 105.5(3) . . ?
N4 Zn1 N1 93.1(2) . . ?
N2 Zn1 N1 85.8(2) . . ?
O1I Zn1 N3 107.2(3) . . ?
O1J Zn1 N3 80.2(3) . . ?
N4 Zn1 N3 86.0(2) . . ?
N2 Zn1 N3 91.9(2) . . ?
N1 Zn1 N3 174.3(2) . . ?
Cl4 Zn2 Cl2 113.00(7) . . ?
Cl4 Zn2 Cl3 111.71(6) . . ?
Cl2 Zn2 Cl3 107.94(7) . . ?
Cl4 Zn2 Cl1 108.58(7) . . ?
Cl2 Zn2 Cl1 109.82(8) . . ?
Cl3 Zn2 Cl1 105.51(6) . . ?
H2V O2 H2W 105(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1I H1I O3I 0.83(2) 2.06(9) 2.696(14) 133(11) .
O1J H1J O3J 0.84(2) 2.10(9) 2.586(15) 116(9) .
O2 H2V Cl3 0.85(2) 2.28(3) 3.116(6) 171(13) 6_656
O2 H2W Cl1 0.85(2) 2.47(9) 3.180(7) 142(13) .

#----------------------------------------------------------------------------#
#                   SHELXL.RES FILE                                          #
#----------------------------------------------------------------------------#

_iucr_refine_instruction_details 
;
TITL Zn3Me-N-EtOH-e_150K in Pbca
CELL  0.71073  14.9190  17.0570  19.4390   90.000   90.000   90.000
ZERR     8.00   0.0020   0.0020   0.0020    0.000    0.000    0.000
LATT   1
SYMM  1/2 - X, - Y, 1/2 + Z
SYMM  1/2 + X, 1/2 - Y, - Z
SYMM  - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O    CL   ZN
UNIT  120  304  32   24   32   16
MERG   2
SHEL  13 0.8
EQIV  $1 X+1/2, Y, -Z+1/2
EADP  C11I C14J
EADP  C11J C14I
SADI  N1 C11I N3 C11J
SADI  C11I C12I C11J C12J
SADI  C12I O1I C12J O1J
SADI  N1 C14J N3 C14I N2 C13 N4 C15
DFIX  0.84 O1I H1I O1J H1J
DANG  1.89 C12I H1I C12J H1J
DFIX  0.85 O2 H2V O2 H2W
DANG  1.34 H2V H2W
SADI  0.1 H1I O3I H1J O3J
HTAB  O1I O3I
HTAB  O1J O3J
HTAB  O2 CL3_$1
HTAB  O2 CL1
FMAP   2
PLAN   25
SIZE     0.04   0.21   0.23
ACTA
BOND   $H
L.S.  4
TEMP  -123.00
WGHT    0.094800   12.532200
FVAR       0.27958
MOLE    1
C1    1    0.201762    0.282376    0.229890    11.00000    0.06066    0.06741 =
         0.06064   -0.03327    0.00278   -0.00107
AFIX  23
H1A   2    0.190067    0.281534    0.280016    11.00000   -1.20000
H1B   2    0.194406    0.336987    0.213595    11.00000   -1.20000
AFIX   0
C2    1    0.298456    0.255204    0.216145    11.00000    0.05784    0.04990 =
         0.05288   -0.02025   -0.00894   -0.00509
AFIX  23
H2A   2    0.341237    0.290099    0.240190    11.00000   -1.20000
H2B   2    0.306990    0.201193    0.233602    11.00000   -1.20000
AFIX   0
C3    1    0.404523    0.219419    0.127209    11.00000    0.04058    0.04014 =
         0.07961   -0.00004    0.00918    0.00070
AFIX  23
H3A   2    0.451639    0.253170    0.147435    11.00000   -1.20000
H3B   2    0.406027    0.168900    0.152256    11.00000   -1.20000
AFIX   0
C4    1    0.428881    0.204028    0.055817    11.00000    0.05462    0.05091 =
         0.09164    0.00263    0.02049   -0.00494
AFIX  23
H4A   2    0.492825    0.188644    0.054067    11.00000   -1.20000
H4B   2    0.422252    0.253154    0.029177    11.00000   -1.20000
AFIX   0
C5    1    0.372772    0.139675    0.021106    11.00000    0.06857    0.06281 =
         0.06158    0.01189    0.02231    0.02034
AFIX  23
H5A   2    0.401061    0.125822   -0.023330    11.00000   -1.20000
H5B   2    0.373731    0.092309    0.050530    11.00000   -1.20000
AFIX   0
C6    1    0.229930    0.085384   -0.014566    11.00000    0.06823    0.06894 =
         0.04695   -0.00925    0.00513    0.00539
AFIX  23
H6A   2    0.181243    0.098271   -0.047271    11.00000   -1.20000
H6B   2    0.273562    0.051408   -0.038724    11.00000   -1.20000
AFIX   0
C7    1    0.191634    0.041832    0.045229    11.00000    0.05017    0.03864 =
         0.05392   -0.00907   -0.00797    0.00283
AFIX  23
H7A   2    0.240985    0.022278    0.074636    11.00000   -1.20000
H7B   2    0.157357   -0.003995    0.028355    11.00000   -1.20000
AFIX   0
C8    1    0.111551    0.052659    0.153332    11.00000    0.04379    0.05565 =
         0.04999    0.01177   -0.00463   -0.01761
AFIX  23
H8A   2    0.077063    0.004535    0.142845    11.00000   -1.20000
H8B   2    0.169310    0.036144    0.173794    11.00000   -1.20000
AFIX   0
C9    1    0.061801    0.097922    0.205083    11.00000    0.04233    0.07834 =
         0.05432    0.01636   -0.00045   -0.00216
AFIX  23
H9A   2    0.040829    0.061597    0.241397    11.00000   -1.20000
H9B   2    0.008113    0.120884    0.182948    11.00000   -1.20000
AFIX   0
C10   1    0.115418    0.163906    0.238937    11.00000    0.05556    0.08460 =
         0.04896   -0.00279    0.00597    0.01498
AFIX  23
H10A  2    0.081760    0.183342    0.279379    11.00000   -1.20000
H10B  2    0.173063    0.142385    0.255667    11.00000   -1.20000
AFIX   0
PART    1
C11I  1    0.050119    0.269844    0.181483    10.50000    0.04942
AFIX  23
H11A  2    0.032820    0.300390    0.222702    10.50000   -1.20000
H11B  2    0.001822    0.231816    0.171170    10.50000   -1.20000
AFIX   0
C12I  1    0.065737    0.326560    0.117840    10.50000    0.05448
AFIX  23
H12A  2    0.007308    0.344673    0.099668    10.50000   -1.20000
H12B  2    0.100396    0.373098    0.132628    10.50000   -1.20000
AFIX   0
PART    2
C11J  1    0.278926    0.225315   -0.040972    10.50000    0.04312
AFIX  23
H11C  2    0.297546    0.205980   -0.086816    10.50000   -1.20000
H11D  2    0.320841    0.267059   -0.026232    10.50000   -1.20000
AFIX   0
C12J  1    0.178257    0.257426   -0.043098    10.50000    0.05814
AFIX  23
H12C  2    0.175376    0.304929   -0.072277    10.50000   -1.20000
H12D  2    0.138487    0.217208   -0.063512    10.50000   -1.20000
AFIX   0
PART    0
C13   1    0.318658    0.341607    0.117927    11.00000    0.04776    0.02642 =
         0.10855    0.00661   -0.00960   -0.00458
AFIX 137
H13A  2    0.265513    0.369501    0.134628    11.00000   -1.50000
H13B  2    0.320138    0.343490    0.067553    11.00000   -1.50000
H13C  2    0.372704    0.366571    0.136399    11.00000   -1.50000
AFIX   0
PART    1
C14I  1    0.256055    0.215020   -0.050730    10.50000    0.04312
AFIX  33
H14A  2    0.191352    0.224818   -0.052044    10.50000   -1.50000
H14B  2    0.274821    0.190023   -0.093777    10.50000   -1.50000
H14C  2    0.287953    0.264840   -0.045134    10.50000   -1.50000
AFIX   0
PART    2
C14J  1    0.057097    0.284945    0.177544    10.50000    0.04942
AFIX  33
H14D  2    0.077909    0.326031    0.146131    10.50000   -1.50000
H14E  2    0.035862    0.308915    0.220364    10.50000   -1.50000
H14F  2    0.007968    0.255784    0.155976    10.50000   -1.50000
AFIX   0
PART    0
C15   1    0.045180    0.105827    0.049147    11.00000    0.04485    0.04751 =
         0.04965   -0.00252   -0.00784   -0.00528
AFIX 137
H15A  2    0.058248    0.126894    0.003330    11.00000   -1.50000
H15B  2    0.007147    0.142833    0.074350    11.00000   -1.50000
H15C  2    0.013933    0.055556    0.044591    11.00000   -1.50000
AFIX   0
N1    3    0.133708    0.229451    0.193252    11.00000    0.04084    0.06347 =
         0.03632   -0.00627    0.00424    0.00993
N2    3    0.314999    0.257533    0.141275    11.00000    0.03549    0.02359 =
         0.05241   -0.00188   -0.00417   -0.00183
N3    3    0.277416    0.162351    0.008245    11.00000    0.04242    0.06483 =
         0.03835    0.01175    0.00870    0.00746
N4    3    0.130603    0.093968    0.087401    11.00000    0.03316    0.03157 =
         0.03739    0.00029   -0.00122   -0.00693
PART    1
O1I   4    0.113332    0.285771    0.065746    10.50000    0.04216
PART    2
O1J   4    0.148477    0.275791    0.024587    10.50000    0.04915
PART    0
ZN1   6    0.200969    0.199787    0.098120    11.00000    0.04322    0.03496 =
         0.03962   -0.00072   -0.00004   -0.00292
PART    1
H1I   2    0.151799    0.312531    0.046097    10.50000   -1.50000
PART    2
H1J   2    0.097341    0.296034    0.025235    10.50000   -1.50000
MOLE    2
PART    0
CL1   5    0.354488    0.021667    0.194777    11.00000    0.04376    0.05160 =
         0.03977    0.01104    0.00030   -0.00246
CL2   5    0.321304    0.102152    0.371899    11.00000    0.04438    0.04770 =
         0.07189   -0.02745    0.00067    0.00176
CL3   5    0.184905   -0.063066    0.308315    11.00000    0.03277    0.04383 =
         0.04058   -0.00269   -0.00041    0.00015
CL4   5    0.430667   -0.095609    0.344486    11.00000    0.03448    0.03764 =
         0.04199    0.00183   -0.00248    0.00386
ZN2   6    0.325555   -0.009051    0.307832    11.00000    0.03253    0.03193 =
         0.03413   -0.00211   -0.00061    0.00190
MOLE    3
O2    4    0.534704    0.019913    0.107413    11.00000    0.07569    0.18631 =
         0.05071    0.02676   -0.00241    0.06505
H2V   2    0.579469   -0.002044    0.126099    11.00000   -1.50000
H2W   2    0.489509   -0.003140    0.124336    11.00000   -1.50000
MOLE    4
PART    1
O3I   4    0.145674    0.395712   -0.030756    10.50000    0.06376
PART    2
O3J   4    0.092767    0.419291    0.021552    10.50000    0.06140
HKLF    4
 
REM  Zn3Me-N-EtOH-e_150K in Pbca
REM R1 =  0.0629 for   3555 Fo > 4sig(Fo)  and  0.0930 for all   5059 data
REM    260 parameters refined using     17 restraints
 
END
 
WGHT      0.0948     12.5226
REM Highest difference peak  0.894,  deepest hole -1.221,  1-sigma level  0.128
Q1    1   0.3096  0.0973  0.0032  11.00000  0.05    0.89
Q2    1   0.2483  0.2555  0.2729  11.00000  0.05    0.80
Q3    1   0.1260  0.3712 -0.0573  11.00000  0.05    0.77
Q4    1   0.3614  0.2308  0.0245  11.00000  0.05    0.73
Q5    1   0.3213 -0.0097  0.3297  11.00000  0.05    0.71
Q6    1   0.1712  0.2051  0.2615  11.00000  0.05    0.70
Q7    1   0.0466  0.1483  0.1867  11.00000  0.05    0.65
Q8    1   0.1553  0.4124 -0.0081  11.00000  0.05    0.63
Q9    1   0.3780  0.2377  0.0923  11.00000  0.05    0.56
Q10   1   0.2409  0.0270  0.0007  11.00000  0.05    0.55
Q11   1   0.2144 -0.0501  0.3205  11.00000  0.05    0.55
Q12   1   0.1582 -0.0450  0.3164  11.00000  0.05    0.55
Q13   1   0.2650  0.2389  0.1288  11.00000  0.05    0.55
Q14   1   0.0757  0.2660  0.0807  11.00000  0.05    0.54
Q15   1   0.3334  0.0846  0.3948  11.00000  0.05    0.53
Q16   1   0.2781  0.2378  0.1118  11.00000  0.05    0.51
Q17   1   0.2006  0.1257  0.1034  11.00000  0.05    0.49
Q18   1   0.5208  0.0079  0.0992  11.00000  0.05    0.48
Q19   1   0.0451  0.3993  0.0128  11.00000  0.05    0.48
Q20   1   0.3237  0.0758  0.3215  11.00000  0.05    0.47
Q21   1   0.1336  0.2361  0.0838  11.00000  0.05    0.46
Q22   1   0.3659  0.0523  0.2209  11.00000  0.05    0.46
Q23   1   0.1438  0.1574  0.0836  11.00000  0.05    0.46
Q24   1   0.0406  0.2656  0.1658  11.00000  0.05    0.46
Q25   1   0.4408 -0.0956  0.3264  11.00000  0.05    0.45
;

#----------------------------------------------------------------------------#
#                   VALIDATION RESPONSE FORM                                 #
#----------------------------------------------------------------------------#

# start Validation Reply Form
_vrf_PLAT910_I                   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).  11 Note
RESPONSE: Reflections masked by the beamstop 
;
_vrf_PLAT041_I                   
;
PROBLEM: Calc. and Reported SumFormula    Strings  Differ 
RESPONSE: 2 H of a disorderd water molecule have note been located
;
_vrf_PLAT043_I                   
;
PROBLEM: Calculated and Reported Mol. Weight Differ by 1.97
RESPONSE: 2 H of a disorderd water molecule have note been located
;
_vrf_PLAT068_I                   
;
PROBLEM: Reported F000 Differs from Calcd (or Missing)
RESPONSE: 2 H of a disorderd water molecule have note been located
;
_vrf_PUBL006_GLOBAL              
;
PROBLEM: _publ_requested_journal is missing
RESPONSE: Not yet submitted
;
_vrf_PUBL012_GLOBAL              
;
PROBLEM: _publ_section_abstract is missing.
RESPONSE: Not yet submitted
;
# end Validation Reply Form

#----------------------------------------------------------------------------#
#                   END OF CIF                                               #
#----------------------------------------------------------------------------#

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_name_common            'Zn(TMC-N-E), Zn(3Me-cyclam-N-EtOH)'
####################################################################### 
# 
# 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_CuCycNE
_database_code_depnum_ccdc_archive 'CCDC 2122700'
loop_
_audit_author_name
_audit_author_address
'Marie Cordier'
;Centre de DIFfractometrie X, Rennes University
France
;
_audit_update_record             
;
2021-11-17 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 12 octobre 2020                                          #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        
'Copper(II) 2-(1,4,8,11-tetraazacyclotetradecan-1-yl)ethan-1-ol dichloride'
_chemical_formula_moiety         'C12 H31 Cl2 Cu N4 O2.50'
_chemical_formula_sum            'C12 H31 Cl2 Cu N4 O2.50'
_chemical_formula_weight         405.85
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                            UNIT CELL INFORMATION                             #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
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                   17.5231(10)
_cell_length_b                   9.0433(5)
_cell_length_c                   23.9772(13)
_cell_angle_alpha                90
_cell_angle_beta                 105.052(2)
_cell_angle_gamma                90
_cell_volume                     3669.2(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9907
_cell_measurement_theta_min      2.4072
_cell_measurement_theta_max      27.4805
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      -0.0505877
_diffrn_orient_matrix_UB_21      -0.0266506
_diffrn_orient_matrix_UB_31      -0.0149289
_diffrn_orient_matrix_UB_12      -0.0385469
_diffrn_orient_matrix_UB_22      0.0157887
_diffrn_orient_matrix_UB_32      0.1024337
_diffrn_orient_matrix_UB_13      -0.0255201
_diffrn_orient_matrix_UB_23      0.0316868
_diffrn_orient_matrix_UB_33      -0.0144876


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1712
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.494
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_T_max  0.861

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0705
_diffrn_reflns_av_uneti/neti     0.0470
_diffrn_reflns_number            24504
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.407
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.985
_reflns_number_total             4151
_reflns_number_gt                3827
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'PLATON, A.L.Spek, Acta Cryst. 2009, D65, 148-155'
_computing_publication_material  
'CRYSCALC (T. Roisnel, local program, ver. 2020)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0486P)²+15.4357P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4151
_refine_ls_number_parameters     215
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1132
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.520
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.123

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'
Cu Cu 0.3201 1.2651 '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'

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
Cu1 Cu 0.22085(2) 0.02511(3) 0.10689(2) 0.01112(11) Uani 1 1 d . . . . .
Cl1 Cl 0.16857(4) 0.07920(7) -0.01050(2) 0.01814(15) Uani 1 1 d . . . . .
O1 O 0.25976(12) -0.0216(2) 0.21044(8) 0.0214(4) Uani 1 1 d D . . . .
H1O H 0.3015(14) 0.032(3) 0.2346(13) 0.026 Uiso 1 1 d D U . . .
N1 N 0.13955(13) -0.1381(2) 0.10071(9) 0.0163(4) Uani 1 1 d . . . . .
H1 H 0.143454 -0.174329 0.140760 0.020 Uiso 1 1 calc R U . . .
N2 N 0.15516(13) 0.1847(2) 0.13477(9) 0.0147(4) Uani 1 1 d . . . . .
N3 N 0.30131(13) 0.1855(2) 0.10716(9) 0.0152(4) Uani 1 1 d . . . . .
H3 H 0.292745 0.217199 0.066034 0.018 Uiso 1 1 calc R U . . .
N4 N 0.28792(14) -0.1318(3) 0.08182(10) 0.0212(5) Uani 1 1 d . . . . .
H4 H 0.277840 -0.119564 0.039076 0.025 Uiso 1 1 calc R U . . .
C1 C 0.05577(16) -0.0963(3) 0.07495(12) 0.0228(6) Uani 1 1 d . . . . .
H1A H 0.021571 -0.182967 0.075772 0.027 Uiso 1 1 calc R U . . .
H1B H 0.049041 -0.068068 0.034064 0.027 Uiso 1 1 calc R U . . .
C2 C 0.02946(17) 0.0315(4) 0.10681(14) 0.0270(6) Uani 1 1 d . . . . .
H2A H 0.039669 0.005082 0.148161 0.032 Uiso 1 1 calc R U . . .
H2B H -0.028275 0.044849 0.091492 0.032 Uiso 1 1 calc R U . . .
C3 C 0.07022(16) 0.1780(3) 0.10197(13) 0.0233(6) Uani 1 1 d . . . . .
H3A H 0.066395 0.197462 0.060699 0.028 Uiso 1 1 calc R U . . .
H3B H 0.041377 0.258048 0.115988 0.028 Uiso 1 1 calc R U . . .
C4 C 0.19083(17) 0.3265(3) 0.12016(11) 0.0191(5) Uani 1 1 d . . . . .
H4A H 0.173811 0.410220 0.140663 0.023 Uiso 1 1 calc R U . . .
H4B H 0.172469 0.345399 0.078127 0.023 Uiso 1 1 calc R U . . .
C5 C 0.28028(17) 0.3140(3) 0.13803(11) 0.0191(5) Uani 1 1 d . . . . .
H5A H 0.304602 0.405106 0.127506 0.023 Uiso 1 1 calc R U . . .
H5B H 0.299313 0.299453 0.180295 0.023 Uiso 1 1 calc R U . . .
C6 C 0.38611(16) 0.1484(3) 0.12785(12) 0.0222(6) Uani 1 1 d . . . . .
H6A H 0.398360 0.121698 0.169271 0.027 Uiso 1 1 calc R U . . .
H6B H 0.418026 0.236338 0.124052 0.027 Uiso 1 1 calc R U . . .
C7 C 0.40893(18) 0.0202(4) 0.09402(14) 0.0301(7) Uani 1 1 d . . . . .
H7A H 0.391651 0.043596 0.052299 0.036 Uiso 1 1 calc R U . . .
H7B H 0.467228 0.011125 0.104677 0.036 Uiso 1 1 calc R U . . .
C8 C 0.37380(18) -0.1275(4) 0.10418(15) 0.0320(7) Uani 1 1 d . . . . .
H8A H 0.397414 -0.206398 0.085372 0.038 Uiso 1 1 calc R U . . .
H8B H 0.387714 -0.148157 0.146165 0.038 Uiso 1 1 calc R U . . .
C9 C 0.25327(19) -0.2776(3) 0.09000(13) 0.0247(6) Uani 1 1 d . . . . .
H9A H 0.268395 -0.305685 0.131320 0.030 Uiso 1 1 calc R U . . .
H9B H 0.272454 -0.354862 0.067721 0.030 Uiso 1 1 calc R U . . .
C10 C 0.16392(18) -0.2617(3) 0.06851(12) 0.0225(6) Uani 1 1 d . . . . .
H10A H 0.148671 -0.240447 0.026563 0.027 Uiso 1 1 calc R U . . .
H10B H 0.137702 -0.354458 0.075280 0.027 Uiso 1 1 calc R U . . .
C11 C 0.16372(17) 0.1795(3) 0.19885(11) 0.0191(5) Uani 1 1 d . . . . .
H11A H 0.112080 0.203770 0.206157 0.023 Uiso 1 1 calc R U . . .
H11B H 0.201861 0.256548 0.217702 0.023 Uiso 1 1 calc R U . . .
C12 C 0.19134(18) 0.0314(3) 0.22660(11) 0.0211(6) Uani 1 1 d . . . . .
H12A H 0.203983 0.041583 0.269128 0.025 Uiso 1 1 calc R U . . .
H12B H 0.148105 -0.041712 0.214730 0.025 Uiso 1 1 calc R U . . .
Cl2 Cl 0.10664(4) 0.63306(7) 0.19944(3) 0.01932(15) Uani 1 1 d . . . . .
O2 O 0.000000 0.4019(4) 0.250000 0.0358(8) Uani 1 2 d DS T P . .
H2O H 0.032(2) 0.467(4) 0.2351(18) 0.043 Uiso 1 1 d D U . . .
O3 O 0.000000 0.8625(4) 0.250000 0.0459(10) Uani 1 2 d DS T P . .
H3O H 0.038(2) 0.806(5) 0.238(2) 0.069 Uiso 1 1 d D U . . .
O4 O -0.0634(4) 0.1280(6) 0.2033(3) 0.0469(13) Uani 0.5 1 d D . P A -1
H4O H -0.042(6) 0.041(6) 0.223(4) 0.070 Uiso 0.5 1 d D U P B -1
H5O H -0.038(5) 0.215(6) 0.220(4) 0.070 Uiso 0.5 1 d D U P C -1



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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
Cu1 N3 2.022(2) . ?
Cu1 N1 2.030(2) . ?
Cu1 N4 2.031(2) . ?
Cu1 N2 2.063(2) . ?
Cu1 O1 2.435(2) . ?
Cu1 Cl1 2.7680(7) . ?
O1 C12 1.435(4) . ?
O1 H1O 0.940(4) . ?
N1 C10 1.483(3) . ?
N1 C1 1.486(3) . ?
N1 H1 1.0000 . ?
N2 C3 1.493(3) . ?
N2 C11 1.505(3) . ?
N2 C4 1.507(3) . ?
N3 C5 1.475(3) . ?
N3 C6 1.478(3) . ?
N3 H3 1.0000 . ?
N4 C8 1.461(4) . ?
N4 C9 1.485(4) . ?
N4 H4 1.0000 . ?
C1 C2 1.521(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.524(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.518(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.527(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.516(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.523(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.518(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
O2 H2O 0.939(4) . ?
O3 H3O 0.939(4) . ?
O4 H4O 0.940(4) . ?
O4 H5O 0.940(4) . ?

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
N3 Cu1 N1 176.02(8) . . ?
N3 Cu1 N4 92.62(10) . . ?
N1 Cu1 N4 85.37(10) . . ?
N3 Cu1 N2 86.80(9) . . ?
N1 Cu1 N2 95.29(9) . . ?
N4 Cu1 N2 178.26(9) . . ?
N3 Cu1 O1 96.37(8) . . ?
N1 Cu1 O1 87.34(8) . . ?
N4 Cu1 O1 98.64(8) . . ?
N2 Cu1 O1 79.80(8) . . ?
N3 Cu1 Cl1 85.58(6) . . ?
N1 Cu1 Cl1 90.78(6) . . ?
N4 Cu1 Cl1 83.50(7) . . ?
N2 Cu1 Cl1 98.09(6) . . ?
O1 Cu1 Cl1 177.03(5) . . ?
C12 O1 Cu1 100.66(14) . . ?
C12 O1 H1O 104(2) . . ?
Cu1 O1 H1O 120(2) . . ?
C10 N1 C1 111.3(2) . . ?
C10 N1 Cu1 107.12(17) . . ?
C1 N1 Cu1 116.36(17) . . ?
C10 N1 H1 107.2 . . ?
C1 N1 H1 107.2 . . ?
Cu1 N1 H1 107.2 . . ?
C3 N2 C11 111.0(2) . . ?
C3 N2 C4 109.2(2) . . ?
C11 N2 C4 109.1(2) . . ?
C3 N2 Cu1 111.41(16) . . ?
C11 N2 Cu1 113.13(15) . . ?
C4 N2 Cu1 102.71(15) . . ?
C5 N3 C6 111.8(2) . . ?
C5 N3 Cu1 107.57(16) . . ?
C6 N3 Cu1 118.52(17) . . ?
C5 N3 H3 106.0 . . ?
C6 N3 H3 106.0 . . ?
Cu1 N3 H3 106.0 . . ?
C8 N4 C9 113.1(2) . . ?
C8 N4 Cu1 119.54(19) . . ?
C9 N4 Cu1 107.05(17) . . ?
C8 N4 H4 105.3 . . ?
C9 N4 H4 105.3 . . ?
Cu1 N4 H4 105.3 . . ?
N1 C1 C2 112.3(2) . . ?
N1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
C1 C2 C3 114.4(2) . . ?
C1 C2 H2A 108.7 . . ?
C3 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
C3 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
N2 C3 C2 114.7(2) . . ?
N2 C3 H3A 108.6 . . ?
C2 C3 H3A 108.6 . . ?
N2 C3 H3B 108.6 . . ?
C2 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
N2 C4 C5 109.3(2) . . ?
N2 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
N2 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
N3 C5 C4 106.9(2) . . ?
N3 C5 H5A 110.3 . . ?
C4 C5 H5A 110.3 . . ?
N3 C5 H5B 110.3 . . ?
C4 C5 H5B 110.3 . . ?
H5A C5 H5B 108.6 . . ?
N3 C6 C7 111.9(2) . . ?
N3 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
N3 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C8 C7 C6 114.2(3) . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N4 C8 C7 112.8(3) . . ?
N4 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
N4 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
N4 C9 C10 106.9(2) . . ?
N4 C9 H9A 110.3 . . ?
C10 C9 H9A 110.3 . . ?
N4 C9 H9B 110.3 . . ?
C10 C9 H9B 110.3 . . ?
H9A C9 H9B 108.6 . . ?
N1 C10 C9 107.7(2) . . ?
N1 C10 H10A 110.2 . . ?
C9 C10 H10A 110.2 . . ?
N1 C10 H10B 110.2 . . ?
C9 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
N2 C11 C12 114.3(2) . . ?
N2 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
N2 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
O1 C12 C11 111.7(2) . . ?
O1 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
O1 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
H4O O4 H5O 114(8) . . ?

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
C10 N1 C1 C2 -179.4(2) . . . . ?
Cu1 N1 C1 C2 -56.3(3) . . . . ?
N1 C1 C2 C3 66.5(3) . . . . ?
C11 N2 C3 C2 -67.1(3) . . . . ?
C4 N2 C3 C2 172.7(2) . . . . ?
Cu1 N2 C3 C2 59.9(3) . . . . ?
C1 C2 C3 N2 -71.1(3) . . . . ?
C3 N2 C4 C5 -162.9(2) . . . . ?
C11 N2 C4 C5 75.7(2) . . . . ?
Cu1 N2 C4 C5 -44.6(2) . . . . ?
C6 N3 C5 C4 -171.3(2) . . . . ?
Cu1 N3 C5 C4 -39.5(2) . . . . ?
N2 C4 C5 N3 58.1(3) . . . . ?
C5 N3 C6 C7 -177.3(2) . . . . ?
Cu1 N3 C6 C7 56.8(3) . . . . ?
N3 C6 C7 C8 -68.2(3) . . . . ?
C9 N4 C8 C7 178.2(2) . . . . ?
Cu1 N4 C8 C7 -54.3(3) . . . . ?
C6 C7 C8 N4 66.9(4) . . . . ?
C8 N4 C9 C10 176.2(2) . . . . ?
Cu1 N4 C9 C10 42.5(2) . . . . ?
C1 N1 C10 C9 169.3(2) . . . . ?
Cu1 N1 C10 C9 41.1(2) . . . . ?
N4 C9 C10 N1 -56.3(3) . . . . ?
C3 N2 C11 C12 104.2(3) . . . . ?
C4 N2 C11 C12 -135.5(2) . . . . ?
Cu1 N2 C11 C12 -21.8(3) . . . . ?
Cu1 O1 C12 C11 -45.3(2) . . . . ?
N2 C11 C12 O1 49.6(3) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR CUCYCNE                                                #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
_chemical_name_common            Cu(TE1EtOH)
####################################################################### 
# 
# 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_NA_Zn
_database_code_depnum_ccdc_archive 'CCDC 2122728'
loop_
_audit_author_name
_audit_author_address
'Marie Dallon'
;Institut des Sciences Chimiques de Rennes (ISCR), Centre de Diffractometrie X (CDIFX)
France
;
_audit_update_record             
;
2021-11-17 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 05 mars 2021                                             #
#------------------------------------------------------------------------------#


#------------------------------------------------------------------------------#
#                             CHEMICAL INFORMATION                             #
#------------------------------------------------------------------------------#


_chemical_name_systematic        '[Zn(TE1EtOH)Cl]Cl'
_chemical_formula_moiety         'C12 H28 Cl2 N4 O Zn'
_chemical_formula_sum            'C12 H28 Cl2 N4 O Zn'
_chemical_formula_weight         380.65
_chemical_compound_source        'synthesis as described'

#------------------------------------------------------------------------------#
#                    SPACE GROUP AND UNIT CELL INFORMATION                     #
#------------------------------------------------------------------------------#


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
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                   6.8923(4)
_cell_length_b                   14.6166(10)
_cell_length_c                   17.0777(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.962(2)
_cell_angle_gamma                90
_cell_volume                     1718.14(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8884
_cell_measurement_theta_min      2.7871
_cell_measurement_theta_max      27.4818
_cell_measurement_wavelength     0.710730


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.1285564
_diffrn_orient_matrix_UB_21      0.0490689
_diffrn_orient_matrix_UB_31      0.0466150
_diffrn_orient_matrix_UB_12      0.0285357
_diffrn_orient_matrix_UB_22      -0.0602837
_diffrn_orient_matrix_UB_32      -0.0152396
_diffrn_orient_matrix_UB_13      0.0148303
_diffrn_orient_matrix_UB_23      0.0204012
_diffrn_orient_matrix_UB_33      -0.0529322


#------------------------------------------------------------------------------#
#                             CRYSTAL INFORMATION                              #
#------------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.130
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             800
_exptl_special_details           
;
 ?
;

#------------------------------------------------------------------------------#
#                            ABSORPTION CORRECTION                             #
#------------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.520
_exptl_absorpt_correction_T_max  0.797

#------------------------------------------------------------------------------#
#                               DATA COLLECTION                                #
#------------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.00
_diffrn_source_voltage           50.00
_diffrn_source_power             50.0
_diffrn_reflns_av_uneti/neti     0.0792
_diffrn_reflns_av_r_equivalents  0.0778
_diffrn_reflns_number            12108
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.388
_diffrn_reflns_theta_max         27.513
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.987
_reflns_number_total             3884
_reflns_number_gt                3066
_reflns_threshold_expression     >2sigma(I)

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal class for the
calculation of statistics and refinement.

;

#------------------------------------------------------------------------------#
#                            COMPUTER PROGRAMS USED                            #
#------------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
   'PLATON, A.L.Spek, Acta Cryst. 2009, D65, 148-155'
;
_computing_publication_material  
'CRYSCALC (T. Roisnel, local program, ver. 2020)'

#------------------------------------------------------------------------------#
#                            REFINEMENT INFORMATION                            #
#------------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0999P)²+6.9259P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3884
_refine_ls_number_parameters     184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0708
_refine_ls_wR_factor_ref         0.2077
_refine_ls_wR_factor_gt          0.1882
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.302
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.159

#------------------------------------------------------------------------------#
#               ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS               #
#------------------------------------------------------------------------------#

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'

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 0.49515(8) 0.29968(4) 0.15625(3) 0.0230(2) Uani 1 1 d . . . . .
Cl1 Cl 0.75344(17) 0.39979(8) 0.14499(8) 0.0296(3) Uani 1 1 d . . . . .
O1 O 0.5448(8) 0.3123(3) 0.4612(3) 0.0473(11) Uani 1 1 d D . . . .
H1O H 0.551(13) 0.346(6) 0.512(3) 0.071 Uiso 1 1 d D U . . .
N1 N 0.4666(7) 0.2893(3) 0.2851(3) 0.0316(10) Uani 1 1 d . . . . .
N2 N 0.2459(6) 0.3821(3) 0.1607(2) 0.0230(8) Uani 1 1 d . . . . .
H2 H 0.130974 0.342220 0.147455 0.028 Uiso 1 1 calc R U . . .
N3 N 0.4194(6) 0.2839(3) 0.0337(3) 0.0284(9) Uani 1 1 d . . . . .
H3 H 0.294390 0.249133 0.028655 0.034 Uiso 1 1 calc R U . . .
N4 N 0.6394(7) 0.1759(3) 0.1410(3) 0.0337(11) Uani 1 1 d . . . . .
H4 H 0.780901 0.191376 0.143880 0.040 Uiso 1 1 calc R U . . .
C1 C 0.5800(11) 0.3846(5) 0.4081(4) 0.0459(15) Uani 1 1 d . . . . .
H1A H 0.693575 0.420650 0.428240 0.055 Uiso 1 1 calc R U . . .
H1B H 0.465953 0.425811 0.404360 0.055 Uiso 1 1 calc R U . . .
C2 C 0.6185(9) 0.3476(4) 0.3273(4) 0.0394(13) Uani 1 1 d . . . . .
H2A H 0.644002 0.400494 0.293116 0.047 Uiso 1 1 calc R U . . .
H2B H 0.739884 0.311303 0.332081 0.047 Uiso 1 1 calc R U . . .
C3 C 0.2669(9) 0.3269(4) 0.2930(3) 0.0366(13) Uani 1 1 d . . . . .
H3A H 0.249553 0.343140 0.348447 0.044 Uiso 1 1 calc R U . . .
H3B H 0.169827 0.279466 0.277549 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2322(8) 0.4115(4) 0.2418(3) 0.0350(12) Uani 1 1 d . . . . .
H4A H 0.102041 0.437417 0.249784 0.042 Uiso 1 1 calc R U . . .
H4B H 0.331161 0.458794 0.255184 0.042 Uiso 1 1 calc R U . . .
C5 C 0.2411(7) 0.4584(3) 0.1030(3) 0.0299(11) Uani 1 1 d . . . . .
H5A H 0.362623 0.494282 0.109731 0.036 Uiso 1 1 calc R U . . .
H5B H 0.131164 0.499592 0.113227 0.036 Uiso 1 1 calc R U . . .
C6 C 0.2192(8) 0.4237(4) 0.0200(4) 0.0368(13) Uani 1 1 d . . . . .
H6A H 0.194125 0.476773 -0.015110 0.044 Uiso 1 1 calc R U . . .
H6B H 0.103070 0.383861 0.015504 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3915(9) 0.3704(4) -0.0096(3) 0.0347(12) Uani 1 1 d . . . . .
H7A H 0.368450 0.357292 -0.066178 0.042 Uiso 1 1 calc R U . . .
H7B H 0.510728 0.408022 -0.002953 0.042 Uiso 1 1 calc R U . . .
C8 C 0.5731(9) 0.2245(4) 0.0049(4) 0.0361(12) Uani 1 1 d . . . . .
H8A H 0.696808 0.258801 0.003843 0.043 Uiso 1 1 calc R U . . .
H8B H 0.536989 0.203338 -0.048916 0.043 Uiso 1 1 calc R U . . .
C9 C 0.5964(8) 0.1432(4) 0.0600(4) 0.0378(13) Uani 1 1 d . . . . .
H9A H 0.475460 0.106591 0.057798 0.045 Uiso 1 1 calc R U . . .
H9B H 0.703587 0.103696 0.043536 0.045 Uiso 1 1 calc R U . . .
C10 C 0.6168(9) 0.1024(4) 0.1992(4) 0.0389(14) Uani 1 1 d . . . . .
H10A H 0.712994 0.053599 0.190591 0.047 Uiso 1 1 calc R U . . .
H10B H 0.485469 0.075354 0.191572 0.047 Uiso 1 1 calc R U . . .
C11 C 0.6445(9) 0.1372(4) 0.2817(4) 0.0389(13) Uani 1 1 d . . . . .
H11A H 0.761750 0.176345 0.285136 0.047 Uiso 1 1 calc R U . . .
H11B H 0.669604 0.084188 0.316907 0.047 Uiso 1 1 calc R U . . .
C12 C 0.4757(9) 0.1914(4) 0.3119(4) 0.0380(13) Uani 1 1 d . . . . .
H12A H 0.352908 0.160641 0.294496 0.046 Uiso 1 1 calc R U . . .
H12B H 0.484991 0.190239 0.369885 0.046 Uiso 1 1 calc R U . . .
Cl2 Cl 0.10871(19) 0.15072(10) 0.13962(9) 0.0369(3) Uani 1 1 d . . . . .



#------------------------------------------------------------------------------#
#                              MOLECULAR GEOMETRY                              #
#------------------------------------------------------------------------------#

_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 N4 2.087(4) . ?
Zn1 N2 2.103(4) . ?
Zn1 N3 2.144(5) . ?
Zn1 N1 2.225(5) . ?
Zn1 Cl1 2.3201(13) . ?
O1 C1 1.421(8) . ?
O1 H1O 0.99(4) . ?
N1 C3 1.494(8) . ?
N1 C12 1.502(7) . ?
N1 C2 1.504(8) . ?
N2 C4 1.457(7) . ?
N2 C5 1.487(6) . ?
N2 H2 1.0000 . ?
N3 C8 1.472(7) . ?
N3 C7 1.473(7) . ?
N3 H3 1.0000 . ?
N4 C10 1.478(7) . ?
N4 C9 1.478(8) . ?
N4 H4 1.0000 . ?
C1 C2 1.520(9) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.525(9) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.505(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.528(8) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.519(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.501(9) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.519(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?

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
N4 Zn1 N2 153.69(17) . . ?
N4 Zn1 N3 82.99(19) . . ?
N2 Zn1 N3 86.49(16) . . ?
N4 Zn1 N1 97.57(19) . . ?
N2 Zn1 N1 83.64(17) . . ?
N3 Zn1 N1 158.29(18) . . ?
N4 Zn1 Cl1 99.43(13) . . ?
N2 Zn1 Cl1 105.87(12) . . ?
N3 Zn1 Cl1 97.83(12) . . ?
N1 Zn1 Cl1 103.45(13) . . ?
C1 O1 H1O 101(5) . . ?
C3 N1 C12 110.4(4) . . ?
C3 N1 C2 111.8(5) . . ?
C12 N1 C2 112.1(5) . . ?
C3 N1 Zn1 101.1(3) . . ?
C12 N1 Zn1 111.2(4) . . ?
C2 N1 Zn1 109.8(3) . . ?
C4 N2 C5 114.1(4) . . ?
C4 N2 Zn1 107.2(3) . . ?
C5 N2 Zn1 113.3(3) . . ?
C4 N2 H2 107.3 . . ?
C5 N2 H2 107.3 . . ?
Zn1 N2 H2 107.3 . . ?
C8 N3 C7 114.6(4) . . ?
C8 N3 Zn1 104.2(4) . . ?
C7 N3 Zn1 114.6(4) . . ?
C8 N3 H3 107.7 . . ?
C7 N3 H3 107.7 . . ?
Zn1 N3 H3 107.7 . . ?
C10 N4 C9 111.8(5) . . ?
C10 N4 Zn1 118.6(4) . . ?
C9 N4 Zn1 108.9(3) . . ?
C10 N4 H4 105.5 . . ?
C9 N4 H4 105.5 . . ?
Zn1 N4 H4 105.5 . . ?
O1 C1 C2 111.0(5) . . ?
O1 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
O1 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N1 C2 C1 119.1(5) . . ?
N1 C2 H2A 107.5 . . ?
C1 C2 H2A 107.5 . . ?
N1 C2 H2B 107.5 . . ?
C1 C2 H2B 107.5 . . ?
H2A C2 H2B 107.0 . . ?
N1 C3 C4 111.4(4) . . ?
N1 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
N1 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N2 C4 C3 106.9(4) . . ?
N2 C4 H4A 110.4 . . ?
C3 C4 H4A 110.4 . . ?
N2 C4 H4B 110.4 . . ?
C3 C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
N2 C5 C6 111.6(4) . . ?
N2 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
N2 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 C7 116.2(5) . . ?
C5 C6 H6A 108.2 . . ?
C7 C6 H6A 108.2 . . ?
C5 C6 H6B 108.2 . . ?
C7 C6 H6B 108.2 . . ?
H6A C6 H6B 107.4 . . ?
N3 C7 C6 110.8(4) . . ?
N3 C7 H7A 109.5 . . ?
C6 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
N3 C8 C9 108.0(4) . . ?
N3 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
N3 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
N4 C9 C8 109.6(5) . . ?
N4 C9 H9A 109.7 . . ?
C8 C9 H9A 109.7 . . ?
N4 C9 H9B 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N4 C10 C11 111.9(5) . . ?
N4 C10 H10A 109.2 . . ?
C11 C10 H10A 109.2 . . ?
N4 C10 H10B 109.2 . . ?
C11 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 C12 115.6(5) . . ?
C10 C11 H11A 108.4 . . ?
C12 C11 H11A 108.4 . . ?
C10 C11 H11B 108.4 . . ?
C12 C11 H11B 108.4 . . ?
H11A C11 H11B 107.4 . . ?
N1 C12 C11 114.5(5) . . ?
N1 C12 H12A 108.6 . . ?
C11 C12 H12A 108.6 . . ?
N1 C12 H12B 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?

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
C3 N1 C2 C1 42.6(7) . . . . ?
C12 N1 C2 C1 -81.9(7) . . . . ?
Zn1 N1 C2 C1 153.9(5) . . . . ?
O1 C1 C2 N1 58.3(8) . . . . ?
C12 N1 C3 C4 -160.3(5) . . . . ?
C2 N1 C3 C4 74.2(6) . . . . ?
Zn1 N1 C3 C4 -42.6(5) . . . . ?
C5 N2 C4 C3 -172.5(4) . . . . ?
Zn1 N2 C4 C3 -46.1(5) . . . . ?
N1 C3 C4 N2 63.0(6) . . . . ?
C4 N2 C5 C6 -169.7(4) . . . . ?
Zn1 N2 C5 C6 67.2(5) . . . . ?
N2 C5 C6 C7 -67.6(6) . . . . ?
C8 N3 C7 C6 175.5(5) . . . . ?
Zn1 N3 C7 C6 -64.0(5) . . . . ?
C5 C6 C7 N3 65.8(6) . . . . ?
C7 N3 C8 C9 174.7(5) . . . . ?
Zn1 N3 C8 C9 48.6(5) . . . . ?
C10 N4 C9 C8 166.2(5) . . . . ?
Zn1 N4 C9 C8 33.2(5) . . . . ?
N3 C8 C9 N4 -56.6(6) . . . . ?
C9 N4 C10 C11 -175.4(5) . . . . ?
Zn1 N4 C10 C11 -47.4(6) . . . . ?
N4 C10 C11 C12 75.9(6) . . . . ?
C3 N1 C12 C11 160.2(5) . . . . ?
C2 N1 C12 C11 -74.5(6) . . . . ?
Zn1 N1 C12 C11 48.9(6) . . . . ?
C10 C11 C12 N1 -79.9(6) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR NA_ZN                                                  #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################
_chemical_name_common            
'Zinc(II) 2-(1,4,8,11-tetraazacyclotetradecan-1-yl)ethan-1-ol dichloride'
_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_3me-n-etoh-j_150k
_database_code_depnum_ccdc_archive 'CCDC 2019989'
loop_
_audit_author_name
_audit_author_address
'Francois Michaud'
;Universite de Brest plateforme DRX
France
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;

_audit_creation_date             2019-11-21T10:31:14-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        Cu(TMC-N-E)(ClO4)2
_chemical_formula_moiety         
;
        C15 H34 Cu N4 O 2+, (Cl O4 -)2
;
_chemical_formula_sum            'C15 H34 Cl2 Cu N4 O9'
_chemical_formula_weight         548.9
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_Int_Tables_number      33
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   15.2412(16)
_cell_length_b                   14.7907(17)
_cell_length_c                   10.0443(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2264.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2324
_cell_measurement_theta_min      3.681
_cell_measurement_theta_max      22.037

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       'plate // (1 0 -1)'
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_crystal_density_diffrn    1.61
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1148
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 0 0.02
-1 -1 0 0.01
1 -1 0 0.07
-1 1 0 0.08
0 0 1 0.11
0 0 -1 0.12
5 5 -1 0.03
5 0 -2 0.065
-4 -1 0 0.035
-1 4 -2 0.085
5 1 -1 0.045
-6 3 1 0.07
1 -1 2 0.11
4 -3 -1 0.07

_exptl_crystal_recrystallization_method 
'from solution in methanol, acetonitril and water at room temperature?,by slow evaporation of solvents?'
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.254
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
        (compiled Aug  4 2014,14:34:23)
        Analytical numeric absorption correction using a multifaceted crystal
        model based on expressions derived by R.C. Clark & J.S. Reid.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_T_max  0.961

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.3622
_diffrn_orient_matrix_ub_11      -0.0288688
_diffrn_orient_matrix_ub_12      -0.0263537
_diffrn_orient_matrix_ub_13      0.0397107
_diffrn_orient_matrix_ub_21      -0.0215429
_diffrn_orient_matrix_ub_22      0.0383123
_diffrn_orient_matrix_ub_23      0.0247009
_diffrn_orient_matrix_ub_31      -0.0317216
_diffrn_orient_matrix_ub_32      -0.0019321
_diffrn_orient_matrix_ub_33      -0.0528244
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_av_unetI/netI     0.1015
_diffrn_reflns_number            13091
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             4480
_reflns_number_gt                2609
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
        (compiled Aug  4 2014,14:34:23)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
        (compiled Aug  4 2014,14:34:23)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET)
        (compiled Aug  4 2014,14:34:23)
;
_computing_structure_solution    'SIR-92 (Altomare et al., 1992)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
;
        ORTEP3 for Windows (Farrugia, 1997)
        MERCURY  (Bruno et al., 2002)
;
_computing_publication_material  
;
        WinGX (Farrugia, 1999)
        PLATON (Spek, 1990-2003)
        enCIFer (Allen et al., 2004)
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1070P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4480
_refine_ls_number_parameters     275
_refine_ls_number_restraints     963
_refine_ls_R_factor_all          0.1278
_refine_ls_R_factor_gt           0.0741
_refine_ls_wR_factor_ref         0.2266
_refine_ls_wR_factor_gt          0.1841
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.49(6)
_refine_diff_density_max         0.94
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.103

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1I C 0.232(2) 0.0693(18) 0.614(2) 0.120(15) Uiso 0.5 1 d PD A 1
H1A H 0.1843 0.0827 0.678 0.144 Uiso 0.5 1 calc PR A 1
H1B H 0.2722 0.0254 0.6565 0.144 Uiso 0.5 1 calc PR A 1
C2I C 0.2815(15) 0.1551(15) 0.585(3) 0.082(9) Uiso 0.5 1 d PD A 1
H2A H 0.3129 0.177 0.6649 0.098 Uiso 0.5 1 calc PR A 1
H2B H 0.2417 0.2031 0.5525 0.098 Uiso 0.5 1 calc PR A 1
C3I C 0.388(2) 0.2108(17) 0.425(3) 0.104(14) Uiso 0.5 1 d PD A 1
H3A H 0.3424 0.2588 0.4271 0.125 Uiso 0.5 1 calc PR A 1
H3B H 0.4342 0.2286 0.4887 0.125 Uiso 0.5 1 calc PR A 1
C4I C 0.4256(16) 0.2089(18) 0.293(2) 0.061(8) Uiso 0.5 1 d PD A 1
H4A H 0.4682 0.1584 0.29 0.074 Uiso 0.5 1 calc PR A 1
H4B H 0.4593 0.2655 0.2808 0.074 Uiso 0.5 1 calc PR A 1
C5I C 0.366(2) 0.1991(15) 0.179(3) 0.106(15) Uiso 0.5 1 d PD A 1
H5A H 0.3971 0.2171 0.096 0.127 Uiso 0.5 1 calc PR A 1
H5B H 0.315 0.2395 0.19 0.127 Uiso 0.5 1 calc PR A 1
C6I C 0.2838(15) 0.109(3) 0.031(2) 0.15(2) Uiso 0.5 1 d PD A 1
H6A H 0.308 0.1573 -0.0259 0.18 Uiso 0.5 1 calc PR A 1
H6B H 0.2878 0.0507 -0.0176 0.18 Uiso 0.5 1 calc PR A 1
C7I C 0.1915(14) 0.1285(18) 0.067(3) 0.087(11) Uiso 0.5 1 d PD A 1
H7A H 0.1534 0.1219 -0.0123 0.104 Uiso 0.5 1 calc PR A 1
H7B H 0.1864 0.1915 0.0996 0.104 Uiso 0.5 1 calc PR A 1
C8I C 0.0774(13) 0.0934(15) 0.235(2) 0.047(7) Uiso 0.5 1 d PD A 1
H8A H 0.0796 0.159 0.2541 0.057 Uiso 0.5 1 calc PR A 1
H8B H 0.029 0.0825 0.1713 0.057 Uiso 0.5 1 calc PR A 1
C9I C 0.0597(17) 0.044(2) 0.360(2) 0.130(15) Uiso 0.5 1 d PD A 1
H9A H 0.0757 -0.0204 0.3444 0.156 Uiso 0.5 1 calc PR A 1
H9B H -0.0044 0.0454 0.3752 0.156 Uiso 0.5 1 calc PR A 1
C10I C 0.1034(18) 0.0731(19) 0.484(2) 0.089(12) Uiso 0.5 1 d PD A 1
H10A H 0.0676 0.0558 0.5623 0.107 Uiso 0.5 1 calc PR A 1
H10B H 0.1109 0.1396 0.4843 0.107 Uiso 0.5 1 calc PR A 1
C11I C 0.1856(16) -0.0701(15) 0.503(3) 0.091(10) Uiso 0.5 1 d PD A 1
H11A H 0.1309 -0.0902 0.4593 0.109 Uiso 0.5 1 calc PR A 1
H11B H 0.1798 -0.084 0.5994 0.109 Uiso 0.5 1 calc PR A 1
C12I C 0.2596(12) -0.1250(12) 0.449(2) 0.043(6) Uiso 0.5 1 d PD A 1
H12A H 0.3062 -0.131 0.5172 0.051 Uiso 0.5 1 calc PR A 1
H12B H 0.2385 -0.1864 0.4259 0.051 Uiso 0.5 1 calc PR A 1
C13I C 0.4091(17) 0.0660(18) 0.547(3) 0.069(9) Uiso 0.5 1 d PD A 1
H13A H 0.3801 0.0088 0.5685 0.104 Uiso 0.5 1 calc PR A 1
H13B H 0.4283 0.0957 0.6289 0.104 Uiso 0.5 1 calc PR A 1
H13C H 0.4602 0.0541 0.4901 0.104 Uiso 0.5 1 calc PR A 1
C14I C 0.4090(15) 0.0423(17) 0.139(3) 0.051(7) Uiso 0.5 1 d PD A 1
H14A H 0.3876 -0.0201 0.1345 0.076 Uiso 0.5 1 calc PR A 1
H14B H 0.4525 0.0475 0.2106 0.076 Uiso 0.5 1 calc PR A 1
H14C H 0.4362 0.0587 0.0541 0.076 Uiso 0.5 1 calc PR A 1
C15I C 0.153(2) -0.0257(15) 0.111(3) 0.096(13) Uiso 0.5 1 d PD A 1
H15A H 0.1365 -0.0701 0.1787 0.144 Uiso 0.5 1 calc PR A 1
H15B H 0.2081 -0.0438 0.0688 0.144 Uiso 0.5 1 calc PR A 1
H15C H 0.1065 -0.0227 0.0429 0.144 Uiso 0.5 1 calc PR A 1
N1I N 0.1923(12) 0.0263(13) 0.4888(19) 0.055(6) Uiso 0.5 1 d PD A 1
N2I N 0.3468(12) 0.1257(16) 0.4749(18) 0.040(9) Uiso 0.5 1 d PD A 1
N3I N 0.3355(11) 0.1032(14) 0.166(2) 0.048(7) Uiso 0.5 1 d PD A 1
N4I N 0.1633(12) 0.0640(12) 0.1732(18) 0.048(6) Uiso 0.5 1 d PD A 1
O1I O 0.2916(9) -0.0846(10) 0.341(2) 0.047(2) Uiso 0.5 1 d PD A 1
C1J C 0.2209(12) 0.0446(14) 0.0631(17) 0.053(6) Uiso 0.5 1 d PD A 2
H1D H 0.259 -0.0063 0.0355 0.063 Uiso 0.5 1 calc PR A 2
H1E H 0.1766 0.0539 -0.0076 0.063 Uiso 0.5 1 calc PR A 2
C2J C 0.2756(15) 0.1280(17) 0.075(3) 0.071(9) Uiso 0.5 1 d PD A 2
H2D H 0.2364 0.1806 0.0883 0.085 Uiso 0.5 1 calc PR A 2
H2E H 0.3078 0.1374 -0.0096 0.085 Uiso 0.5 1 calc PR A 2
C3J C 0.3729(15) 0.2178(12) 0.2270(18) 0.044(6) Uiso 0.5 1 d PD A 2
H3D H 0.4105 0.2412 0.1544 0.052 Uiso 0.5 1 calc PR A 2
H3E H 0.321 0.2579 0.2337 0.052 Uiso 0.5 1 calc PR A 2
C4J C 0.4217(12) 0.2223(15) 0.3518(18) 0.047(6) Uiso 0.5 1 d PD A 2
H4D H 0.4474 0.2835 0.3606 0.056 Uiso 0.5 1 calc PR A 2
H4E H 0.4707 0.1785 0.3478 0.056 Uiso 0.5 1 calc PR A 2
C5J C 0.3677(14) 0.2028(12) 0.4730(19) 0.036(5) Uiso 0.5 1 d PD A 2
H5D H 0.3143 0.241 0.4719 0.043 Uiso 0.5 1 calc PR A 2
H5E H 0.4019 0.2184 0.5537 0.043 Uiso 0.5 1 calc PR A 2
C6J C 0.2882(10) 0.1020(15) 0.6088(18) 0.041(5) Uiso 0.5 1 d PD A 2
H6D H 0.2943 0.0419 0.6512 0.049 Uiso 0.5 1 calc PR A 2
H6E H 0.3109 0.1481 0.6713 0.049 Uiso 0.5 1 calc PR A 2
C7J C 0.1933(10) 0.1204(14) 0.579(2) 0.051(7) Uiso 0.5 1 d PD A 2
H7D H 0.1856 0.1844 0.5526 0.061 Uiso 0.5 1 calc PR A 2
H7E H 0.1573 0.1091 0.6593 0.061 Uiso 0.5 1 calc PR A 2
C8J C 0.0752(17) 0.098(2) 0.429(3) 0.103(14) Uiso 0.5 1 d PD A 2
H8D H 0.0343 0.0892 0.5046 0.124 Uiso 0.5 1 calc PR A 2
H8E H 0.0817 0.1636 0.4144 0.124 Uiso 0.5 1 calc PR A 2
C9J C 0.0364(10) 0.0570(11) 0.3093(16) 0.037(4) Uiso 0.5 1 d PD A 2
H9D H 0.0264 -0.008 0.3275 0.045 Uiso 0.5 1 calc PR A 2
H9E H -0.0218 0.0851 0.2948 0.045 Uiso 0.5 1 calc PR A 2
C10J C 0.0863(16) 0.064(2) 0.186(2) 0.094(14) Uiso 0.5 1 d PD A 2
H10D H 0.095 0.1291 0.1643 0.113 Uiso 0.5 1 calc PR A 2
H10E H 0.0517 0.0371 0.1123 0.113 Uiso 0.5 1 calc PR A 2
C11J C 0.1654(13) -0.0788(13) 0.201(2) 0.057(6) Uiso 0.5 1 d PD A 2
H11D H 0.1444 -0.1025 0.114 0.068 Uiso 0.5 1 calc PR A 2
H11E H 0.1212 -0.0944 0.2691 0.068 Uiso 0.5 1 calc PR A 2
C12J C 0.251(2) -0.123(2) 0.235(5) 0.15(2) Uiso 0.5 1 d PD A 2
H12D H 0.2386 -0.1799 0.2833 0.183 Uiso 0.5 1 calc PR A 2
H12E H 0.2813 -0.1395 0.151 0.183 Uiso 0.5 1 calc PR A 2
C13J C 0.4207(14) 0.0698(16) 0.162(3) 0.048(8) Uiso 0.5 1 d PD A 2
H13D H 0.4029 0.008 0.1388 0.073 Uiso 0.5 1 calc PR A 2
H13E H 0.4589 0.0684 0.24 0.073 Uiso 0.5 1 calc PR A 2
H13F H 0.4525 0.0965 0.0864 0.073 Uiso 0.5 1 calc PR A 2
C14J C 0.4223(12) 0.0512(16) 0.498(2) 0.033(6) Uiso 0.5 1 d PD A 2
H14D H 0.4576 0.0531 0.4167 0.049 Uiso 0.5 1 calc PR A 2
H14E H 0.4069 -0.0117 0.5185 0.049 Uiso 0.5 1 calc PR A 2
H14F H 0.4562 0.0766 0.5722 0.049 Uiso 0.5 1 calc PR A 2
C15J C 0.1485(18) -0.0313(13) 0.528(3) 0.058(7) Uiso 0.5 1 d PD A 2
H15D H 0.2048 -0.0576 0.555 0.087 Uiso 0.5 1 calc PR A 2
H15E H 0.1199 -0.0712 0.4634 0.087 Uiso 0.5 1 calc PR A 2
H15F H 0.1107 -0.0246 0.6065 0.087 Uiso 0.5 1 calc PR A 2
N1J N 0.1739(11) 0.0187(13) 0.1924(16) 0.046(5) Uiso 0.5 1 d PD A 2
N2J N 0.3425(12) 0.1244(12) 0.1907(19) 0.037(7) Uiso 0.5 1 d PD A 2
N3J N 0.3414(12) 0.1045(14) 0.479(2) 0.072(13) Uiso 0.5 1 d PD A 2
N4J N 0.1636(11) 0.0589(12) 0.4667(17) 0.038(5) Uiso 0.5 1 d PD A 2
O1J O 0.3074(11) -0.0741(10) 0.3092(16) 0.047(2) Uiso 0.5 1 d PD A 2
Cu1 Cu 0.26273(5) 0.06781(5) 0.3322(3) 0.0390(3) Uani 1 1 d D . .
H1I H 0.333(3) -0.111(4) 0.305(6) 0.058 Uiso 0.5 1 d PD B 1
H1J H 0.355(2) -0.099(5) 0.326(7) 0.058 Uiso 0.5 1 d PD C 2
O2I O 0.2646(9) 0.3931(14) 0.322(2) 0.0532(16) Uiso 0.5 1 d PD D 1
O3I O 0.1191(8) 0.4430(7) 0.3545(16) 0.053(4) Uiso 0.5 1 d PD D 1
O4I O 0.1531(11) 0.3460(12) 0.1832(12) 0.064(6) Uiso 0.5 1 d PD D 1
O5I O 0.1574(10) 0.2933(9) 0.4007(13) 0.065(5) Uiso 0.5 1 d PD D 1
Cl1I Cl 0.1740(7) 0.3691(7) 0.3162(8) 0.055(4) Uiso 0.5 1 d PD D 1
O2J O 0.2620(8) 0.3973(14) 0.337(2) 0.0532(16) Uiso 0.5 1 d PD E 2
O3J O 0.1147(9) 0.4228(8) 0.2801(14) 0.061(5) Uiso 0.5 1 d PD E 2
O4J O 0.1497(12) 0.3580(12) 0.4854(12) 0.074(7) Uiso 0.5 1 d PD E 2
O5J O 0.1701(9) 0.2737(7) 0.2931(13) 0.054(4) Uiso 0.5 1 d PD E 2
Cl1J Cl 0.1737(6) 0.3636(6) 0.3474(7) 0.040(3) Uiso 0.5 1 d PD E 2
O6I O -0.0798(9) 0.2477(13) 0.819(3) 0.063(6) Uiso 0.34 1 d PD F 1
O7I O 0.0442(12) 0.1581(9) 0.856(2) 0.057(6) Uiso 0.34 1 d PD F 1
O8I O 0.0461(18) 0.2699(18) 0.6881(19) 0.086(12) Uiso 0.34 1 d PD F 1
O9I O 0.0470(15) 0.3120(13) 0.916(2) 0.066(8) Uiso 0.34 1 d PD F 1
Cl2I Cl 0.0138(10) 0.2488(10) 0.8188(17) 0.085(7) Uiso 0.34 1 d PD F 1
O6J O 0.0712(14) 0.3053(15) 0.757(2) 0.072(8) Uiso 0.33 1 d PD G 2
O7J O 0.025(2) 0.1589(12) 0.800(3) 0.17(2) Uiso 0.33 1 d PD G 2
O8J O 0.043(2) 0.260(2) 0.9771(18) 0.127(19) Uiso 0.33 1 d PD G 2
O9J O -0.0735(10) 0.2786(16) 0.826(4) 0.090(9) Uiso 0.33 1 d PD G 2
Cl2J Cl 0.0145(7) 0.2518(6) 0.8431(10) 0.026(2) Uiso 0.33 1 d PD G 2
O6K O -0.0214(12) 0.2091(14) 0.7184(18) 0.061(6) Uiso 0.33 1 d PD H 3
O7K O 0.1232(10) 0.2135(13) 0.794(2) 0.107(10) Uiso 0.33 1 d PD H 3
O8K O 0.0107(13) 0.1978(13) 0.9477(17) 0.052(6) Uiso 0.33 1 d PD H 3
O9K O 0.0305(11) 0.3362(8) 0.837(3) 0.075(5) Uiso 0.33 1 d PD H 3
Cl2K Cl 0.0347(6) 0.2383(5) 0.8226(13) 0.048(3) Uiso 0.33 1 d PD H 3



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1I C2I 1.505(16) . ?
C1I N1I 1.532(15) . ?
C1I H1A 0.99 . ?
C1I H1B 0.99 . ?
C2I N2I 1.549(14) . ?
C2I H2A 0.99 . ?
C2I H2B 0.99 . ?
C3I C4I 1.449(15) . ?
C3I N2I 1.490(15) . ?
C3I H3A 0.99 . ?
C3I H3B 0.99 . ?
C4I C5I 1.471(15) . ?
C4I H4A 0.99 . ?
C4I H4B 0.99 . ?
C5I N3I 1.499(15) . ?
C5I H5A 0.99 . ?
C5I H5B 0.99 . ?
C6I C7I 1.481(16) . ?
C6I N3I 1.572(15) . ?
C6I H6A 0.99 . ?
C6I H6B 0.99 . ?
C7I N4I 1.495(14) . ?
C7I H7A 0.99 . ?
C7I H7B 0.99 . ?
C8I C9I 1.475(15) . ?
C8I N4I 1.513(14) . ?
C8I H8A 0.99 . ?
C8I H8B 0.99 . ?
C9I C10I 1.481(16) . ?
C9I H9A 0.99 . ?
C9I H9B 0.99 . ?
C10I N1I 1.523(15) . ?
C10I H10A 0.99 . ?
C10I H10B 0.99 . ?
C11I N1I 1.44(3) . ?
C11I C12I 1.493(15) . ?
C11I H11A 0.99 . ?
C11I H11B 0.99 . ?
C12I O1I 1.33(2) . ?
C12I H12A 0.99 . ?
C12I H12B 0.99 . ?
C13I N2I 1.484(15) . ?
C13I H13A 0.98 . ?
C13I H13B 0.98 . ?
C13I H13C 0.98 . ?
C14I N3I 1.464(14) . ?
C14I H14A 0.98 . ?
C14I H14B 0.98 . ?
C14I H14C 0.98 . ?
C15I N4I 1.476(15) . ?
C15I H15A 0.98 . ?
C15I H15B 0.98 . ?
C15I H15C 0.98 . ?
N1I Cu1 2.00(2) . ?
N2I Cu1 2.10(2) . ?
N3I Cu1 2.07(2) . ?
N4I Cu1 2.203(19) . ?
O1I Cu1 2.299(15) . ?
O1I H1I 0.83(2) . ?
C1J C2J 1.494(15) . ?
C1J N1J 1.532(14) . ?
C1J H1D 0.99 . ?
C1J H1E 0.99 . ?
C2J N2J 1.547(14) . ?
C2J H2D 0.99 . ?
C2J H2E 0.99 . ?
C3J C4J 1.459(15) . ?
C3J N2J 1.503(14) . ?
C3J H3D 0.99 . ?
C3J H3E 0.99 . ?
C4J C5J 1.498(15) . ?
C4J H4D 0.99 . ?
C4J H4E 0.99 . ?
C5J N3J 1.510(14) . ?
C5J H5D 0.99 . ?
C5J H5E 0.99 . ?
C6J C7J 1.503(14) . ?
C6J N3J 1.535(15) . ?
C6J H6D 0.99 . ?
C6J H6E 0.99 . ?
C7J N4J 1.518(14) . ?
C7J H7D 0.99 . ?
C7J H7E 0.99 . ?
C8J C9J 1.469(15) . ?
C8J N4J 1.512(15) . ?
C8J H8D 0.99 . ?
C8J H8E 0.99 . ?
C9J C10J 1.461(15) . ?
C9J H9D 0.99 . ?
C9J H9E 0.99 . ?
C10J N1J 1.498(15) . ?
C10J H10D 0.99 . ?
C10J H10E 0.99 . ?
C11J N1J 1.45(2) . ?
C11J C12J 1.504(16) . ?
C11J H11D 0.99 . ?
C11J H11E 0.99 . ?
C12J O1J 1.34(2) . ?
C12J H12D 0.99 . ?
C12J H12E 0.99 . ?
C13J N2J 1.470(14) . ?
C13J H13D 0.98 . ?
C13J H13E 0.98 . ?
C13J H13F 0.98 . ?
C14J N3J 1.477(14) . ?
C14J H14D 0.98 . ?
C14J H14E 0.98 . ?
C14J H14F 0.98 . ?
C15J N4J 1.488(15) . ?
C15J H15D 0.98 . ?
C15J H15E 0.98 . ?
C15J H15F 0.98 . ?
N1J Cu1 2.082(18) . ?
N2J Cu1 2.05(2) . ?
N3J Cu1 1.98(2) . ?
N4J Cu1 2.031(18) . ?
O1J Cu1 2.218(16) . ?
O1J H1J 0.83(2) . ?
O2I Cl1I 1.428(11) . ?
O3I Cl1I 1.429(11) . ?
O4I Cl1I 1.415(11) . ?
O5I Cl1I 1.429(12) . ?
O2J Cl1J 1.438(11) . ?
O3J Cl1J 1.427(11) . ?
O4J Cl1J 1.436(11) . ?
O5J Cl1J 1.438(10) . ?
O6I Cl2I 1.426(13) . ?
O7I Cl2I 1.466(13) . ?
O8I Cl2I 1.437(14) . ?
O9I Cl2I 1.445(14) . ?
O6J Cl2J 1.456(13) . ?
O7J Cl2J 1.452(14) . ?
O8J Cl2J 1.420(14) . ?
O9J Cl2J 1.409(13) . ?
O6K Cl2K 1.419(13) . ?
O7K Cl2K 1.427(13) . ?
O8K Cl2K 1.440(13) . ?
O9K Cl2K 1.456(12) . ?

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
C2I C1I N1I 112.8(17) . . ?
C2I C1I H1A 109 . . ?
N1I C1I H1A 109 . . ?
C2I C1I H1B 109 . . ?
N1I C1I H1B 109 . . ?
H1A C1I H1B 107.8 . . ?
C1I C2I N2I 103.0(15) . . ?
C1I C2I H2A 111.2 . . ?
N2I C2I H2A 111.2 . . ?
C1I C2I H2B 111.2 . . ?
N2I C2I H2B 111.2 . . ?
H2A C2I H2B 109.1 . . ?
C4I C3I N2I 117.2(18) . . ?
C4I C3I H3A 108 . . ?
N2I C3I H3A 108 . . ?
C4I C3I H3B 108 . . ?
N2I C3I H3B 108 . . ?
H3A C3I H3B 107.2 . . ?
C3I C4I C5I 118(2) . . ?
C3I C4I H4A 107.8 . . ?
C5I C4I H4A 107.8 . . ?
C3I C4I H4B 107.8 . . ?
C5I C4I H4B 107.8 . . ?
H4A C4I H4B 107.1 . . ?
C4I C5I N3I 110.5(17) . . ?
C4I C5I H5A 109.6 . . ?
N3I C5I H5A 109.6 . . ?
C4I C5I H5B 109.6 . . ?
N3I C5I H5B 109.6 . . ?
H5A C5I H5B 108.1 . . ?
C7I C6I N3I 106.0(16) . . ?
C7I C6I H6A 110.5 . . ?
N3I C6I H6A 110.5 . . ?
C7I C6I H6B 110.5 . . ?
N3I C6I H6B 110.5 . . ?
H6A C6I H6B 108.7 . . ?
C6I C7I N4I 108.7(16) . . ?
C6I C7I H7A 110 . . ?
N4I C7I H7A 110 . . ?
C6I C7I H7B 110 . . ?
N4I C7I H7B 110 . . ?
H7A C7I H7B 108.3 . . ?
C9I C8I N4I 111.3(16) . . ?
C9I C8I H8A 109.4 . . ?
N4I C8I H8A 109.4 . . ?
C9I C8I H8B 109.4 . . ?
N4I C8I H8B 109.4 . . ?
H8A C8I H8B 108 . . ?
C8I C9I C10I 119(2) . . ?
C8I C9I H9A 107.5 . . ?
C10I C9I H9A 107.5 . . ?
C8I C9I H9B 107.5 . . ?
C10I C9I H9B 107.5 . . ?
H9A C9I H9B 107 . . ?
C9I C10I N1I 107.0(16) . . ?
C9I C10I H10A 110.3 . . ?
N1I C10I H10A 110.3 . . ?
C9I C10I H10B 110.3 . . ?
N1I C10I H10B 110.3 . . ?
H10A C10I H10B 108.6 . . ?
N1I C11I C12I 116.7(19) . . ?
N1I C11I H11A 108.1 . . ?
C12I C11I H11A 108.1 . . ?
N1I C11I H11B 108.1 . . ?
C12I C11I H11B 108.1 . . ?
H11A C11I H11B 107.3 . . ?
O1I C12I C11I 109.3(16) . . ?
O1I C12I H12A 109.8 . . ?
C11I C12I H12A 109.8 . . ?
O1I C12I H12B 109.8 . . ?
C11I C12I H12B 109.8 . . ?
H12A C12I H12B 108.3 . . ?
N2I C13I H13A 109.5 . . ?
N2I C13I H13B 109.5 . . ?
H13A C13I H13B 109.5 . . ?
N2I C13I H13C 109.5 . . ?
H13A C13I H13C 109.5 . . ?
H13B C13I H13C 109.5 . . ?
N3I C14I H14A 109.5 . . ?
N3I C14I H14B 109.5 . . ?
H14A C14I H14B 109.5 . . ?
N3I C14I H14C 109.5 . . ?
H14A C14I H14C 109.5 . . ?
H14B C14I H14C 109.5 . . ?
N4I C15I H15A 109.5 . . ?
N4I C15I H15B 109.5 . . ?
H15A C15I H15B 109.5 . . ?
N4I C15I H15C 109.5 . . ?
H15A C15I H15C 109.5 . . ?
H15B C15I H15C 109.5 . . ?
C11I N1I C10I 113.0(18) . . ?
C11I N1I C1I 110.9(17) . . ?
C10I N1I C1I 100.9(15) . . ?
C11I N1I Cu1 115.0(13) . . ?
C10I N1I Cu1 108.3(17) . . ?
C1I N1I Cu1 107.8(13) . . ?
C13I N2I C3I 113.4(18) . . ?
C13I N2I C2I 103.4(15) . . ?
C3I N2I C2I 105.7(15) . . ?
C13I N2I Cu1 118.6(17) . . ?
C3I N2I Cu1 111.7(15) . . ?
C2I N2I Cu1 102.0(13) . . ?
C14I N3I C5I 111.0(17) . . ?
C14I N3I C6I 104.8(16) . . ?
C5I N3I C6I 100.3(16) . . ?
C14I N3I Cu1 113.9(15) . . ?
C5I N3I Cu1 109.9(17) . . ?
C6I N3I Cu1 116.1(12) . . ?
C15I N4I C7I 107.5(16) . . ?
C15I N4I C8I 109.8(16) . . ?
C7I N4I C8I 111.0(14) . . ?
C15I N4I Cu1 114.0(17) . . ?
C7I N4I Cu1 107.6(13) . . ?
C8I N4I Cu1 106.8(12) . . ?
C12I O1I Cu1 113.8(13) . . ?
C12I O1I H1I 115(5) . . ?
Cu1 O1I H1I 126(5) . . ?
C2J C1J N1J 113.6(15) . . ?
C2J C1J H1D 108.9 . . ?
N1J C1J H1D 108.9 . . ?
C2J C1J H1E 108.9 . . ?
N1J C1J H1E 108.9 . . ?
H1D C1J H1E 107.7 . . ?
C1J C2J N2J 113.5(15) . . ?
C1J C2J H2D 108.9 . . ?
N2J C2J H2D 108.9 . . ?
C1J C2J H2E 108.9 . . ?
N2J C2J H2E 108.9 . . ?
H2D C2J H2E 107.7 . . ?
C4J C3J N2J 114.0(14) . . ?
C4J C3J H3D 108.7 . . ?
N2J C3J H3D 108.7 . . ?
C4J C3J H3E 108.7 . . ?
N2J C3J H3E 108.7 . . ?
H3D C3J H3E 107.6 . . ?
C3J C4J C5J 114.2(13) . . ?
C3J C4J H4D 108.7 . . ?
C5J C4J H4D 108.7 . . ?
C3J C4J H4E 108.7 . . ?
C5J C4J H4E 108.7 . . ?
H4D C4J H4E 107.6 . . ?
C4J C5J N3J 111.3(14) . . ?
C4J C5J H5D 109.4 . . ?
N3J C5J H5D 109.4 . . ?
C4J C5J H5E 109.4 . . ?
N3J C5J H5E 109.4 . . ?
H5D C5J H5E 108 . . ?
C7J C6J N3J 109.6(14) . . ?
C7J C6J H6D 109.8 . . ?
N3J C6J H6D 109.8 . . ?
C7J C6J H6E 109.8 . . ?
N3J C6J H6E 109.8 . . ?
H6D C6J H6E 108.2 . . ?
C6J C7J N4J 109.1(13) . . ?
C6J C7J H7D 109.9 . . ?
N4J C7J H7D 109.9 . . ?
C6J C7J H7E 109.9 . . ?
N4J C7J H7E 109.9 . . ?
H7D C7J H7E 108.3 . . ?
C9J C8J N4J 114.0(16) . . ?
C9J C8J H8D 108.8 . . ?
N4J C8J H8D 108.8 . . ?
C9J C8J H8E 108.7 . . ?
N4J C8J H8E 108.7 . . ?
H8D C8J H8E 107.6 . . ?
C10J C9J C8J 117.2(18) . . ?
C10J C9J H9D 108 . . ?
C8J C9J H9D 108 . . ?
C10J C9J H9E 108 . . ?
C8J C9J H9E 108 . . ?
H9D C9J H9E 107.2 . . ?
C9J C10J N1J 113.0(15) . . ?
C9J C10J H10D 109 . . ?
N1J C10J H10D 109 . . ?
C9J C10J H10E 109 . . ?
N1J C10J H10E 109 . . ?
H10D C10J H10E 107.8 . . ?
N1J C11J C12J 111.6(17) . . ?
N1J C11J H11D 109.3 . . ?
C12J C11J H11D 109.3 . . ?
N1J C11J H11E 109.3 . . ?
C12J C11J H11E 109.3 . . ?
H11D C11J H11E 108 . . ?
O1J C12J C11J 117(2) . . ?
O1J C12J H12D 108.2 . . ?
C11J C12J H12D 108.2 . . ?
O1J C12J H12E 108.2 . . ?
C11J C12J H12E 108.2 . . ?
H12D C12J H12E 107.3 . . ?
N2J C13J H13D 109.5 . . ?
N2J C13J H13E 109.5 . . ?
H13D C13J H13E 109.5 . . ?
N2J C13J H13F 109.5 . . ?
H13D C13J H13F 109.5 . . ?
H13E C13J H13F 109.5 . . ?
N3J C14J H14D 109.5 . . ?
N3J C14J H14E 109.5 . . ?
H14D C14J H14E 109.5 . . ?
N3J C14J H14F 109.5 . . ?
H14D C14J H14F 109.5 . . ?
H14E C14J H14F 109.5 . . ?
N4J C15J H15D 109.5 . . ?
N4J C15J H15E 109.5 . . ?
H15D C15J H15E 109.5 . . ?
N4J C15J H15F 109.5 . . ?
H15D C15J H15F 109.5 . . ?
H15E C15J H15F 109.5 . . ?
C11J N1J C10J 111.8(16) . . ?
C11J N1J C1J 109.7(15) . . ?
C10J N1J C1J 105.5(13) . . ?
C11J N1J Cu1 111.5(12) . . ?
C10J N1J Cu1 117.0(17) . . ?
C1J N1J Cu1 100.4(11) . . ?
C13J N2J C3J 107.7(15) . . ?
C13J N2J C2J 113.8(16) . . ?
C3J N2J C2J 110.7(14) . . ?
C13J N2J Cu1 113.3(15) . . ?
C3J N2J Cu1 113.0(13) . . ?
C2J N2J Cu1 98.4(13) . . ?
C14J N3J C5J 107.3(15) . . ?
C14J N3J C6J 108.5(15) . . ?
C5J N3J C6J 101.4(14) . . ?
C14J N3J Cu1 117.2(15) . . ?
C5J N3J Cu1 113.3(14) . . ?
C6J N3J Cu1 107.8(12) . . ?
C15J N4J C8J 107.8(16) . . ?
C15J N4J C7J 106.0(14) . . ?
C8J N4J C7J 102.9(13) . . ?
C15J N4J Cu1 116.7(15) . . ?
C8J N4J Cu1 118.2(16) . . ?
C7J N4J Cu1 103.5(11) . . ?
C12J O1J Cu1 111.9(13) . . ?
C12J O1J H1J 116(5) . . ?
Cu1 O1J H1J 132(5) . . ?
N3J Cu1 N4J 88.5(7) . . ?
N3J Cu1 N2J 92.6(7) . . ?
N4J Cu1 N2J 158.3(7) . . ?
N1I Cu1 N3I 176.7(8) . . ?
N3J Cu1 N1J 173.6(7) . . ?
N4J Cu1 N1J 86.7(6) . . ?
N2J Cu1 N1J 93.4(6) . . ?
N1I Cu1 N2I 85.2(7) . . ?
N3I Cu1 N2I 96.9(7) . . ?
N1I Cu1 N4I 101.1(7) . . ?
N3I Cu1 N4I 77.9(7) . . ?
N2I Cu1 N4I 157.4(8) . . ?
N3J Cu1 O1J 98.7(7) . . ?
N4J Cu1 O1J 103.7(7) . . ?
N2J Cu1 O1J 97.6(7) . . ?
N1J Cu1 O1J 78.4(6) . . ?
N1I Cu1 O1I 76.7(7) . . ?
N3I Cu1 O1I 100.2(7) . . ?
N2I Cu1 O1I 104.8(8) . . ?
N4I Cu1 O1I 97.8(7) . . ?
O4I Cl1I O2I 108.6(10) . . ?
O4I Cl1I O3I 107.9(9) . . ?
O2I Cl1I O3I 111.4(9) . . ?
O4I Cl1I O5I 109.4(9) . . ?
O2I Cl1I O5I 109.9(9) . . ?
O3I Cl1I O5I 109.7(9) . . ?
O3J Cl1J O4J 109.4(9) . . ?
O3J Cl1J O5J 111.3(8) . . ?
O4J Cl1J O5J 107.7(9) . . ?
O3J Cl1J O2J 110.1(9) . . ?
O4J Cl1J O2J 109.0(10) . . ?
O5J Cl1J O2J 109.3(9) . . ?
O6I Cl2I O8I 110.4(12) . . ?
O6I Cl2I O9I 110.8(12) . . ?
O8I Cl2I O9I 111.0(12) . . ?
O6I Cl2I O7I 107.7(11) . . ?
O8I Cl2I O7I 108.8(11) . . ?
O9I Cl2I O7I 108.0(11) . . ?
O9J Cl2J O8J 112.7(12) . . ?
O9J Cl2J O7J 109.8(11) . . ?
O8J Cl2J O7J 109.5(11) . . ?
O9J Cl2J O6J 109.8(11) . . ?
O8J Cl2J O6J 109.3(11) . . ?
O7J Cl2J O6J 105.5(11) . . ?
O6K Cl2K O7K 110.0(11) . . ?
O6K Cl2K O8K 111.3(9) . . ?
O7K Cl2K O8K 108.0(10) . . ?
O6K Cl2K O9K 110.5(10) . . ?
O7K Cl2K O9K 108.5(9) . . ?
O8K Cl2K O9K 108.3(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1I H1I O9I 0.83(2) 2.42(7) 2.99(3) 126(6) 3_544
O1J H1J O6J 0.83(2) 1.94(6) 2.62(3) 139(7) 3_544


#----------------------------------------------------------------------------#
#                   SHELXL.RES FILE                                          #
#----------------------------------------------------------------------------#

_iucr_refine_instruction_details 
;
TITL Cu_3Me-N-EtOH_ClO4-j_150K in Pna2(1)
CELL  0.71073  15.2412  14.7907  10.0443   90.000   90.000   90.000
ZERR     4.00   0.0016   0.0017   0.0013    0.000    0.000    0.000
LATT  -1
SYMM  - X, - Y, 1/2 + Z
SYMM  1/2 - X, 1/2 + Y, 1/2 + Z
SYMM  1/2 + X, 1/2 - Y,   Z
SFAC  C    H    N    O    CL   CU
UNIT  60   136  16   36   8    4
MERG   2
TWIN
SHEL   13 0.8
EADP O2I O2J
SADI CL1I O2I CL1I O3I CL1I O4I CL1I O5I
SADI CL1J O2J CL1J O3J CL1J O4J CL1J O5J
SADI CL2I O6I CL2I O7I CL2I O8I CL2I O9I
SADI CL2J O6J CL2J O7J CL2J O8J CL2J O9J
SADI CL2K O6K CL2K O7K CL2K O8K CL2K O9K
SADI CL1I O2I CL1J O2J CL2I O6I CL2J O6J CL2K O6K
SADI O2I O3I O2I O4I O2I O5I O3I O4I O3I O5I O4I O5I
SADI O2J O3J O2J O4J O2J O5J O3J O4J O3J O5J O4J O5J
SADI O6I O7I O6I O8I O6I O9I O7I O8I O7I O9I O8I O9I
SADI O6J O7J O6J O8J O6J O9J O7J O8J O7J O9J O8J O9J
SADI O6K O7K O6K O8K O6K O9K O7K O8K O7K O9K O8K O9K
EADP O1I O1J
SADI C1I C2I C3I C4I C4I C5I C6I C7I C8I C9I C9I C10I C11I C12I
SADI C1J C2J C3J C4J C4J C5J C6J C7J C8J C9J C9J C10J C11J C12J
SADI C1I C2I C1J C2J
SADI N1I C1I N2I C2I N2I C3I N3I C5I N3I C6I N4I C7I N4I C8I N1I C10I
SADI N1J C1J N2J C2J N2J C3J N3J C5J N3J C6J N4J C7J N4J C8J N1J C10J
SADI N1I C1I N1J C1J
SADI N2I C13I N3I C14I N4I C15I N2J C13J N3J C14J N4J C15J
SADI C12I O1I C12J O1J
SADI 0.10 CU1 N1I CU1 N2I CU1 N3I CU1 N4I CU1 N1J CU1 N2J CU1 N3J CU1 N4J
SADI 0.10 CU1 O1I CU1 O1I
SADI 0.04 N1I C2I C1I N2I N2I C4I C4I N3I N3I C7I C6I N4I N4I C9I C9I N1I
SADI 0.04 N1J C2J C1J N2J N2J C4J C4J N3J N3J C7J C6J N4J N4J C9J C9J N1J
SADI 0.04 N1I C2I N1J C2J N1I C12I N1J C12J
SADI 0.04 C3I C5I C8I C10I C3J C5J C8J C10J
SADI 0.04 C11I O1I C11J O1J
SADI 0.04 C2I C3I C5I C6I C7I C8I C10I C1I C10I C11I C1I C11I
SADI 0.04 C2J C3J C5J C6J C7J C8J C10J C1J C10J C11J C1J C11J
SADI 0.04 C2I C3I C2J C3J
SADI 0.04 C1I C11I C2I C13I C3I C13I C5I C14I C6I C14I C7I C15I C8I C15I
SADI 0.04 C1J C11J C2J C13J C3J C13J C5J C14J C6J C14J C7J C15J C8J C15J
SADI 0.04 C1I C11I C1J C11J C10I C11I C10J C11J
DFIX  0.84 O1I H1I O1J H1J
DANG  1.81 C12I H1I C12J H1J
FLAT  C11I C12I O1I H1I
FLAT  C11J C12J O1J H1J
FMAP   2
PLAN   25
SIZE     0.03   0.15   0.23
ACTA
EQIV  $1  -X+1/2, Y-1/2, Z-1/2
HTAB  O1I O9I_$1
HTAB  O1J O6J_$1
BOND   $H
L.S.  10
TEMP  -123.00
WGHT    0.107000
BASF   0.49282
FVAR       0.34623
MOLE    1
PART    1
C1I   1    0.231951    0.069287    0.613980    10.50000    0.11999
AFIX  23
H1A   2    0.184271    0.082667    0.677951    10.50000   -1.20000
H1B   2    0.272175    0.025376    0.656502    10.50000   -1.20000
AFIX   0
C2I   1    0.281509    0.155055    0.584870    10.50000    0.08174
AFIX  23
H2A   2    0.312854    0.177028    0.664905    10.50000   -1.20000
H2B   2    0.241657    0.203112    0.552466    10.50000   -1.20000
AFIX   0
C3I   1    0.387642    0.210789    0.425245    10.50000    0.10407
AFIX  23
H3A   2    0.342410    0.258811    0.427077    10.50000   -1.20000
H3B   2    0.434228    0.228611    0.488721    10.50000   -1.20000
AFIX   0
C4I   1    0.425608    0.208911    0.293043    10.50000    0.06130
AFIX  23
H4A   2    0.468206    0.158424    0.289969    10.50000   -1.20000
H4B   2    0.459275    0.265542    0.280764    10.50000   -1.20000
AFIX   0
C5I   1    0.366187    0.199112    0.178510    10.50000    0.10585
AFIX  23
H5A   2    0.397127    0.217137    0.096011    10.50000   -1.20000
H5B   2    0.314961    0.239518    0.190012    10.50000   -1.20000
AFIX   0
C6I   1    0.283804    0.108718    0.031086    10.50000    0.14971
AFIX  23
H6A   2    0.307996    0.157295   -0.025926    10.50000   -1.20000
H6B   2    0.287829    0.050673   -0.017612    10.50000   -1.20000
AFIX   0
C7I   1    0.191511    0.128544    0.066954    10.50000    0.08702
AFIX  23
H7A   2    0.153439    0.121858   -0.012296    10.50000   -1.20000
H7B   2    0.186416    0.191470    0.099648    10.50000   -1.20000
AFIX   0
C8I   1    0.077370    0.093367    0.235115    10.50000    0.04709
AFIX  23
H8A   2    0.079564    0.159005    0.254123    10.50000   -1.20000
H8B   2    0.028986    0.082511    0.171327    10.50000   -1.20000
AFIX   0
C9I   1    0.059726    0.043620    0.359592    10.50000    0.12964
AFIX  23
H9A   2    0.075717   -0.020425    0.344369    10.50000   -1.20000
H9B   2   -0.004383    0.045373    0.375245    10.50000   -1.20000
AFIX   0
C10I  1    0.103357    0.073096    0.484009    10.50000    0.08881
AFIX  23
H10A  2    0.067632    0.055806    0.562291    10.50000   -1.20000
H10B  2    0.110926    0.139573    0.484302    10.50000   -1.20000
AFIX   0
C11I  1    0.185613   -0.070147    0.503387    10.50000    0.09097
AFIX  23
H11A  2    0.130850   -0.090151    0.459319    10.50000   -1.20000
H11B  2    0.179757   -0.084022    0.599399    10.50000   -1.20000
AFIX   0
C12I  1    0.259598   -0.125032    0.449119    10.50000    0.04291
AFIX  23
H12A  2    0.306237   -0.131026    0.517152    10.50000   -1.20000
H12B  2    0.238522   -0.186355    0.425927    10.50000   -1.20000
AFIX   0
C13I  1    0.409139    0.065992    0.546710    10.50000    0.06945
AFIX  33
H13A  2    0.380096    0.008766    0.568535    10.50000   -1.50000
H13B  2    0.428279    0.095710    0.628935    10.50000   -1.50000
H13C  2    0.460208    0.054083    0.490080    10.50000   -1.50000
AFIX   0
C14I  1    0.409036    0.042294    0.139116    10.50000    0.05099
AFIX  33
H14A  2    0.387620   -0.020101    0.134477    10.50000   -1.50000
H14B  2    0.452496    0.047456    0.210620    10.50000   -1.50000
H14C  2    0.436238    0.058749    0.054095    10.50000   -1.50000
AFIX   0
C15I  1    0.152699   -0.025690    0.110613    10.50000    0.09584
AFIX  33
H15A  2    0.136472   -0.070137    0.178652    10.50000   -1.50000
H15B  2    0.208084   -0.043757    0.068796    10.50000   -1.50000
H15C  2    0.106520   -0.022693    0.042863    10.50000   -1.50000
AFIX   0
N1I   3    0.192328    0.026341    0.488835    10.50000    0.05514
N2I   3    0.346800    0.125681    0.474904    10.50000    0.04018
N3I   3    0.335484    0.103199    0.166236    10.50000    0.04771
N4I   3    0.163274    0.063973    0.173174    10.50000    0.04838
O1I   4    0.291589   -0.084644    0.341325    10.50000    0.04688
PART    2
C1J   1    0.220941    0.044571    0.063140    10.50000    0.05291
AFIX  23
H1D   2    0.259026   -0.006288    0.035458    10.50000   -1.20000
H1E   2    0.176606    0.053858   -0.007584    10.50000   -1.20000
AFIX   0
C2J   1    0.275623    0.128044    0.074974    10.50000    0.07073
AFIX  23
H2D   2    0.236431    0.180650    0.088290    10.50000   -1.20000
H2E   2    0.307769    0.137424   -0.009553    10.50000   -1.20000
AFIX   0
C3J   1    0.372865    0.217840    0.226983    10.50000    0.04362
AFIX  23
H3D   2    0.410501    0.241211    0.154397    10.50000   -1.20000
H3E   2    0.321033    0.257927    0.233655    10.50000   -1.20000
AFIX   0
C4J   1    0.421668    0.222344    0.351769    10.50000    0.04677
AFIX  23
H4D   2    0.447397    0.283510    0.360610    10.50000   -1.20000
H4E   2    0.470704    0.178528    0.347840    10.50000   -1.20000
AFIX   0
C5J   1    0.367704    0.202819    0.473046    10.50000    0.03599
AFIX  23
H5D   2    0.314342    0.240977    0.471881    10.50000   -1.20000
H5E   2    0.401864    0.218413    0.553673    10.50000   -1.20000
AFIX   0
C6J   1    0.288223    0.102002    0.608768    10.50000    0.04123
AFIX  23
H6D   2    0.294269    0.041920    0.651228    10.50000   -1.20000
H6E   2    0.310905    0.148136    0.671339    10.50000   -1.20000
AFIX   0
C7J   1    0.193259    0.120400    0.578944    10.50000    0.05097
AFIX  23
H7D   2    0.185602    0.184421    0.552633    10.50000   -1.20000
H7E   2    0.157307    0.109107    0.659331    10.50000   -1.20000
AFIX   0
C8J   1    0.075206    0.097737    0.429097    10.50000    0.10305
AFIX  23
H8D   2    0.034289    0.089201    0.504608    10.50000   -1.20000
H8E   2    0.081737    0.163578    0.414384    10.50000   -1.20000
AFIX   0
C9J   1    0.036419    0.057021    0.309350    10.50000    0.03716
AFIX  23
H9D   2    0.026407   -0.007953    0.327511    10.50000   -1.20000
H9E   2   -0.021757    0.085110    0.294817    10.50000   -1.20000
AFIX   0
C10J  1    0.086269    0.064359    0.185552    10.50000    0.09438
AFIX  23
H10D  2    0.095039    0.129096    0.164338    10.50000   -1.20000
H10E  2    0.051712    0.037142    0.112348    10.50000   -1.20000
AFIX   0
C11J  1    0.165412   -0.078847    0.200533    10.50000    0.05684
AFIX  23
H11D  2    0.144396   -0.102501    0.114019    10.50000   -1.20000
H11E  2    0.121245   -0.094395    0.269082    10.50000   -1.20000
AFIX   0
C12J  1    0.251346   -0.123027    0.235082    10.50000    0.15265
AFIX  23
H12D  2    0.238629   -0.179924    0.283276    10.50000   -1.20000
H12E  2    0.281286   -0.139508    0.151047    10.50000   -1.20000
AFIX   0
C13J  1    0.420718    0.069790    0.161555    10.50000    0.04835
AFIX  33
H13D  2    0.402892    0.008035    0.138793    10.50000   -1.50000
H13E  2    0.458929    0.068440    0.240000    10.50000   -1.50000
H13F  2    0.452518    0.096508    0.086435    10.50000   -1.50000
AFIX   0
C14J  1    0.422314    0.051157    0.498242    10.50000    0.03258
AFIX  33
H14D  2    0.457598    0.053100    0.416727    10.50000   -1.50000
H14E  2    0.406882   -0.011669    0.518542    10.50000   -1.50000
H14F  2    0.456163    0.076645    0.572221    10.50000   -1.50000
AFIX   0
C15J  1    0.148466   -0.031344    0.528143    10.50000    0.05813
AFIX  33
H15D  2    0.204800   -0.057577    0.554981    10.50000   -1.50000
H15E  2    0.119907   -0.071230    0.463398    10.50000   -1.50000
H15F  2    0.110728   -0.024635    0.606518    10.50000   -1.50000
AFIX   0
N1J   3    0.173879    0.018745    0.192380    10.50000    0.04596
N2J   3    0.342458    0.124358    0.190705    10.50000    0.03742
N3J   3    0.341408    0.104487    0.479012    10.50000    0.07212
N4J   3    0.163597    0.058885    0.466679    10.50000    0.03793
O1J   4    0.307394   -0.074068    0.309161    10.50000    0.04688
PART    0
CU1   6    0.262731    0.067812    0.332230    11.00000    0.03621    0.03758 =
         0.04316   -0.00032   -0.00238    0.00172
PART    1
H1I   2    0.333351   -0.111012    0.304950    10.50000   -1.50000
PART    2
H1J   2    0.354679   -0.098697    0.325987    10.50000   -1.50000
MOLE    2
PART    1
O2I   4    0.264597    0.393066    0.322465    10.50000    0.05315
O3I   4    0.119061    0.442956    0.354486    10.50000    0.05297
O4I   4    0.153119    0.346016    0.183179    10.50000    0.06439
O5I   4    0.157360    0.293311    0.400705    10.50000    0.06492
CL1I  5    0.173956    0.369116    0.316204    10.50000    0.05511
PART    2
O2J   4    0.262020    0.397329    0.337351    10.50000    0.05315
O3J   4    0.114659    0.422849    0.280057    10.50000    0.06087
O4J   4    0.149741    0.358017    0.485406    10.50000    0.07365
O5J   4    0.170085    0.273729    0.293073    10.50000    0.05442
CL1J  5    0.173749    0.363606    0.347410    10.50000    0.03986
MOLE    3
PART    1
O6I   4   -0.079751    0.247673    0.819215    10.34000    0.06281
O7I   4    0.044159    0.158109    0.855803    10.34000    0.05693
O8I   4    0.046125    0.269903    0.688067    10.34000    0.08586
O9I   4    0.046992    0.311976    0.916191    10.34000    0.06644
CL2I  5    0.013805    0.248755    0.818774    10.34000    0.08457
PART    2
O6J   4    0.071224    0.305350    0.757285    10.33000    0.07186
O7J   4    0.025445    0.158857    0.799523    10.33000    0.16900
O8J   4    0.043167    0.260187    0.977087    10.33000    0.12682
O9J   4   -0.073464    0.278644    0.825700    10.33000    0.09010
CL2J  5    0.014471    0.251791    0.843137    10.33000    0.02591
PART    3
O6K   4   -0.021427    0.209132    0.718389    10.33000    0.06147
O7K   4    0.123192    0.213510    0.793907    10.33000    0.10664
O8K   4    0.010679    0.197777    0.947730    10.33000    0.05201
O9K   4    0.030467    0.336186    0.837237    10.33000    0.07461
CL2K  5    0.034699    0.238346    0.822570    10.33000    0.04834
HKLF    4
 
REM  Cu_3Me-N-EtOH_ClO4-j_150K in Pna2(1)
REM R1 =  0.0741 for   2609 Fo > 4sig(Fo)  and  0.1278 for all   4480 data
REM    275 parameters refined using    963 restraints
 
END
 
WGHT      0.1070      0.0000
REM Highest difference peak  0.940,  deepest hole -0.501,  1-sigma level  0.103
Q1    1   0.2492  0.4409  0.3341  11.00000  0.05    0.60
Q2    1   0.0328  0.2374  0.8721  11.00000  0.05    0.54
Q3    1   0.2901  0.1282  0.3358  11.00000  0.05    0.52
Q4    1   0.3129  0.1830  0.5792  11.00000  0.05    0.49
Q5    1   0.3150  0.1803  0.0916  11.00000  0.05    0.49
Q6    1   0.1254  0.3367  0.4537  11.00000  0.05    0.48
Q7    1   0.1793  0.3633  0.1593  11.00000  0.05    0.47
Q8    1   0.1701  0.4970  0.3298  11.00000  0.05    0.46
Q9    1   0.2363  0.1441  0.0235  11.00000  0.05    0.46
Q10   1  -0.0066  0.2364  0.9824  11.00000  0.05    0.45
Q11   1   0.1220  0.3406  0.2178  11.00000  0.05    0.45
Q12   1  -0.0351  0.3283  0.8356  11.00000  0.05    0.44
Q13   1   0.1810  0.3637  0.5069  11.00000  0.05    0.44
Q14   1  -0.0037  0.2330  0.6861  11.00000  0.05    0.43
Q15   1   0.0660  0.1997  0.9283  11.00000  0.05    0.42
Q16   1   0.2336  0.1464  0.6456  11.00000  0.05    0.42
Q17   1   0.0698  0.2034  0.7373  11.00000  0.05    0.42
Q18   1   0.0992  0.2786  0.7771  11.00000  0.05    0.41
Q19   1   0.2407  0.1298  0.3337  11.00000  0.05    0.40
Q20   1   0.1114  0.2615  0.8417  11.00000  0.05    0.39
Q21   1   0.3403  0.1180  0.5168  11.00000  0.05    0.38
Q22   1   0.0978  0.2782  0.8946  11.00000  0.05    0.38
Q23   1   0.0418  0.2959  0.9647  11.00000  0.05    0.38
Q24   1  -0.0072  0.1632  0.9184  11.00000  0.05    0.36
Q25   1   0.2811  0.3687  0.2863  11.00000  0.05    0.36
;

#----------------------------------------------------------------------------#
#                   VALIDATION RESPONSE FORM                                 #
#----------------------------------------------------------------------------#

# start Validation Reply Form

_vrf_STRVA01_I                   
;
PROBLEM: Flack test results are ambiguous.
RESPONSE: Assumed twin.
;
_vrf_PLAT910_I                   
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).  7 Note
RESPONSE: Reflections masked by the beamstop. 
;
_vrf_PUBL006_GLOBAL              
;
PROBLEM: _publ_requested_journal is missing.
RESPONSE: Not yet submitted.
;
_vrf_PUBL012_GLOBAL              
;
PROBLEM: _publ_section_abstract is missing.
RESPONSE: Not yet submitted.
;
# end Validation Reply Form

#----------------------------------------------------------------------------#
#                   END OF CIF                                               #
#----------------------------------------------------------------------------#

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_name_common            Cu(3Me-Cyc-N-E)(ClO4)2
