# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_Galia85b
_database_code_depnum_ccdc_archive 'CCDC 2169562'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'Galia85b (Pritam)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl2 Cu N4 O10'
_chemical_formula_sum            'C14 H16 Cl2 Cu N4 O10'
_chemical_formula_weight         534.75

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3536(11)
_cell_length_b                   10.1478(13)
_cell_length_c                   11.5065(15)
_cell_angle_alpha                78.360(3)
_cell_angle_beta                 87.561(3)
_cell_angle_gamma                83.315(3)
_cell_volume                     948.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3347
_cell_measurement_theta_min      1.807
_cell_measurement_theta_max      25.184

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_F_000             542
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.499
_shelx_estimated_absorpt_T_min   0.774
_shelx_estimated_absorpt_T_max   0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_T_max  0.786
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            7336
_diffrn_reflns_av_unetI/netI     0.2017
_diffrn_reflns_av_R_equivalents  0.1194
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.807
_diffrn_reflns_theta_max         25.184
_diffrn_reflns_theta_full        25.184
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             3347
_reflns_number_gt                2696
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0126P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3347
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1285
_refine_ls_wR_factor_gt          0.1205
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.38395(5) 0.29576(5) 0.22409(4) 0.0259(2) Uani 1 1 d . . . . .
Cl1 Cl 0.12411(11) 0.03733(11) 0.23117(9) 0.0323(3) Uani 1 1 d . . . . .
Cl2 Cl 0.53829(12) 0.60079(12) 0.27180(10) 0.0358(3) Uani 1 1 d . . . . .
O1 O 0.4084(3) 0.1635(3) 0.5125(2) 0.0325(7) Uani 1 1 d . . . . .
O2 O 0.5011(3) 0.2767(3) 0.0768(2) 0.0323(7) Uani 1 1 d . . . . .
O3 O -0.0048(5) 0.1340(5) 0.2558(4) 0.0756(14) Uani 1 1 d . . . . .
O4 O 0.2164(5) -0.0154(5) 0.3351(4) 0.0756(14) Uani 1 1 d . . . . .
O5 O 0.0620(6) -0.0683(5) 0.1911(4) 0.0719(14) Uani 1 1 d . . . . .
O6 O 0.2280(4) 0.1047(4) 0.1414(3) 0.0560(10) Uani 1 1 d . . . . .
O7 O 0.6149(5) 0.5724(4) 0.3846(3) 0.0529(10) Uani 1 1 d . . . . .
O8 O 0.6107(6) 0.7089(4) 0.1966(4) 0.0725(13) Uani 1 1 d . . . . .
O9 O 0.5668(4) 0.4822(3) 0.2199(3) 0.0412(8) Uani 1 1 d . . . . .
O10 O 0.3700(4) 0.6350(5) 0.2849(5) 0.0836(17) Uani 1 1 d . . . . .
N1 N 0.2246(4) 0.4420(4) 0.1504(3) 0.0251(7) Uani 1 1 d . . . . .
N2 N 0.2479(3) 0.3102(4) 0.3710(3) 0.0229(7) Uani 1 1 d . . . . .
N3 N 0.5282(4) 0.1302(4) 0.2937(3) 0.0269(8) Uani 1 1 d . . . . .
H3 H 0.457391 0.063430 0.338381 0.032 Uiso 1 1 calc R U . . .
N4 N 0.6489(5) 0.1306(4) -0.0161(4) 0.0477(11) Uani 1 1 d . . . . .
H4A H 0.636735 0.186438 -0.085174 0.057 Uiso 1 1 calc R U . . .
H4B H 0.705943 0.051210 -0.011528 0.057 Uiso 1 1 calc R U . . .
C1 C 0.2344(5) 0.5176(5) 0.0404(4) 0.0336(10) Uani 1 1 d . . . . .
H1 H 0.320647 0.495243 -0.011190 0.040 Uiso 1 1 calc R U . . .
C2 C 0.1217(5) 0.6271(5) 0.0004(4) 0.0380(11) Uani 1 1 d . . . . .
H2 H 0.130287 0.679241 -0.077612 0.046 Uiso 1 1 calc R U . . .
C3 C -0.0023(6) 0.6589(5) 0.0752(4) 0.0430(11) Uani 1 1 d . . . . .
H3A H -0.081102 0.733254 0.049320 0.052 Uiso 1 1 calc R U . . .
C4 C -0.0122(5) 0.5824(5) 0.1884(4) 0.0353(10) Uani 1 1 d . . . . .
H4 H -0.096807 0.604897 0.241167 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1014(4) 0.4730(4) 0.2248(4) 0.0266(9) Uani 1 1 d . . . . .
C6 C 0.1046(4) 0.3869(4) 0.3427(3) 0.0255(9) Uani 1 1 d . . . . .
C7 C -0.0269(5) 0.3790(5) 0.4218(4) 0.0321(10) Uani 1 1 d . . . . .
H7 H -0.126823 0.431938 0.401169 0.039 Uiso 1 1 calc R U . . .
C8 C -0.0084(5) 0.2920(5) 0.5312(4) 0.0336(10) Uani 1 1 d . . . . .
H8 H -0.097621 0.282404 0.585037 0.040 Uiso 1 1 calc R U . . .
C9 C 0.1375(5) 0.2201(5) 0.5620(4) 0.0332(10) Uani 1 1 d . . . . .
H9 H 0.151610 0.162290 0.637687 0.040 Uiso 1 1 calc R U . . .
C10 C 0.2655(5) 0.2334(4) 0.4796(4) 0.0272(9) Uani 1 1 d . . . . .
C11 C 0.5546(4) 0.2273(5) 0.4676(4) 0.0321(10) Uani 1 1 d . . . . .
H11A H 0.625496 0.225964 0.534692 0.039 Uiso 1 1 calc R U . . .
H11B H 0.524118 0.322904 0.429269 0.039 Uiso 1 1 calc R U . . .
C12 C 0.6435(4) 0.1545(5) 0.3803(4) 0.0317(10) Uani 1 1 d . . . . .
H12A H 0.698183 0.066995 0.422107 0.038 Uiso 1 1 calc R U . . .
H12B H 0.726677 0.209170 0.337860 0.038 Uiso 1 1 calc R U . . .
C13 C 0.6102(5) 0.0683(5) 0.1959(4) 0.0336(10) Uani 1 1 d . . . . .
H13A H 0.566393 -0.017598 0.193537 0.040 Uiso 1 1 calc R U . . .
H13B H 0.727254 0.048147 0.210649 0.040 Uiso 1 1 calc R U . . .
C14 C 0.5827(5) 0.1654(4) 0.0791(4) 0.0299(9) Uani 1 1 d . . . . .


_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 O2 1.953(3) . ?
Cu1 N1 1.955(3) . ?
Cu1 N3 1.996(3) . ?
Cu1 N2 2.017(3) . ?
Cl1 O5 1.407(4) . ?
Cl1 O4 1.427(4) . ?
Cl1 O3 1.429(4) . ?
Cl1 O6 1.437(3) . ?
Cl2 O10 1.418(4) . ?
Cl2 O8 1.430(4) . ?
Cl2 O7 1.433(4) . ?
Cl2 O9 1.440(3) . ?
O1 C10 1.344(5) . ?
O1 C11 1.474(5) . ?
O2 C14 1.245(5) . ?
N1 C1 1.346(5) . ?
N1 C5 1.360(5) . ?
N2 C10 1.337(5) . ?
N2 C6 1.364(5) . ?
N3 C12 1.488(5) . ?
N3 C13 1.500(5) . ?
N3 H3 1.0000 . ?
N4 C14 1.300(5) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
C1 C2 1.385(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.370(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(7) . ?
C3 H3A 0.9500 . ?
C4 C5 1.382(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.457(6) . ?
C6 C7 1.395(5) . ?
C7 C8 1.387(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.367(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(5) . ?
C9 H9 0.9500 . ?
C11 C12 1.488(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.506(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 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
O2 Cu1 N1 95.52(13) . . ?
O2 Cu1 N3 83.85(12) . . ?
N1 Cu1 N3 172.62(14) . . ?
O2 Cu1 N2 175.44(13) . . ?
N1 Cu1 N2 82.67(13) . . ?
N3 Cu1 N2 97.41(13) . . ?
O5 Cl1 O4 110.2(3) . . ?
O5 Cl1 O3 109.9(3) . . ?
O4 Cl1 O3 110.1(3) . . ?
O5 Cl1 O6 110.0(3) . . ?
O4 Cl1 O6 108.1(3) . . ?
O3 Cl1 O6 108.5(3) . . ?
O10 Cl2 O8 111.0(3) . . ?
O10 Cl2 O7 110.8(3) . . ?
O8 Cl2 O7 108.3(3) . . ?
O10 Cl2 O9 109.4(2) . . ?
O8 Cl2 O9 108.7(2) . . ?
O7 Cl2 O9 108.6(2) . . ?
C10 O1 C11 117.3(3) . . ?
C14 O2 Cu1 115.2(3) . . ?
C1 N1 C5 119.6(3) . . ?
C1 N1 Cu1 126.3(3) . . ?
C5 N1 Cu1 113.8(3) . . ?
C10 N2 C6 119.0(3) . . ?
C10 N2 Cu1 128.0(2) . . ?
C6 N2 Cu1 111.0(2) . . ?
C12 N3 C13 112.8(3) . . ?
C12 N3 Cu1 113.4(3) . . ?
C13 N3 Cu1 109.5(2) . . ?
C12 N3 H3 106.9 . . ?
C13 N3 H3 106.9 . . ?
Cu1 N3 H3 106.9 . . ?
C14 N4 H4A 120.0 . . ?
C14 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N1 C1 C2 121.7(4) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 118.9(4) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 120.3(4) . . ?
N1 C5 C6 115.2(3) . . ?
C4 C5 C6 124.5(3) . . ?
N2 C6 C7 121.2(4) . . ?
N2 C6 C5 114.6(3) . . ?
C7 C6 C5 124.2(4) . . ?
C8 C7 C6 118.5(4) . . ?
C8 C7 H7 120.8 . . ?
C6 C7 H7 120.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 118.5(4) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
N2 C10 O1 120.3(3) . . ?
N2 C10 C9 122.1(4) . . ?
O1 C10 C9 117.5(4) . . ?
O1 C11 C12 110.7(4) . . ?
O1 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C11 C12 N3 109.4(3) . . ?
C11 C12 H12A 109.8 . . ?
N3 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
N3 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
N3 C13 C14 109.4(3) . . ?
N3 C13 H13A 109.8 . . ?
C14 C13 H13A 109.8 . . ?
N3 C13 H13B 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.2 . . ?
O2 C14 N4 122.2(4) . . ?
O2 C14 C13 119.5(3) . . ?
N4 C14 C13 118.3(4) . . ?

_refine_diff_density_max         1.164
_refine_diff_density_min         -1.313
_refine_diff_density_rms         0.134



####################################################################### 
# 
# 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_Galia86b
_database_code_depnum_ccdc_archive 'CCDC 2169564'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'Galia86b (Pritam)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl Cu N4 O6, Cl O4, C2 H3 N'
_chemical_formula_sum            'C16 H19 Cl2 Cu N5 O10'
_chemical_formula_weight         575.80

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   7.8431(11)
_cell_length_b                   25.178(3)
_cell_length_c                   11.0713(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2186.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3861
_cell_measurement_theta_min      1.618
_cell_measurement_theta_max      25.056

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.749
_exptl_crystal_F_000             1172
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.309
_shelx_estimated_absorpt_T_min   0.859
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.839
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            12459
_diffrn_reflns_av_unetI/netI     0.2184
_diffrn_reflns_av_R_equivalents  0.1105
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.618
_diffrn_reflns_theta_max         25.056
_diffrn_reflns_theta_full        25.056
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3861
_reflns_number_gt                1831
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.890
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.996

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

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0135P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 525 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0
_chemical_absolute_configuration unk
_refine_ls_number_reflns         3861
_refine_ls_number_parameters     308
_refine_ls_number_restraints     260
_refine_ls_R_factor_all          0.1707
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.0944
_refine_ls_wR_factor_gt          0.0725
_refine_ls_goodness_of_fit_ref   0.887
_refine_ls_restrained_S_all      0.896
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

# start Validation Reply Form
_vrf_PLAT341_Galia86b            
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01917 Ang.  
RESPONSE: Partly disordered Acetonitrile solvent
;
# end Validation Reply Form

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 0.5030(2) 0.38221(5) 0.3707(2) 0.0276(3) Uani 1 1 d . . . . .
Cl1 Cl 0.3032(5) 0.40419(15) 0.0930(3) 0.0360(9) Uani 1 1 d . . . . .
O1 O 0.6975(11) 0.3964(3) 0.2630(7) 0.032(2) Uani 1 1 d . . . . .
O2 O 0.2644(9) 0.4402(3) 0.5854(7) 0.027(2) Uani 1 1 d . . . . .
O3 O 0.2820(12) 0.3918(3) 0.2191(8) 0.045(2) Uani 1 1 d . . . . .
O4 O 0.3803(15) 0.3624(4) 0.0354(10) 0.094(4) Uani 1 1 d . . . . .
O5 O 0.4081(14) 0.4498(5) 0.0857(10) 0.093(4) Uani 1 1 d . . . . .
O6 O 0.1439(13) 0.4148(5) 0.0430(9) 0.082(4) Uani 1 1 d . . . . .
N1 N 0.5187(14) 0.3053(3) 0.3486(10) 0.030(2) Uani 1 1 d . . . . .
N2 N 0.3672(12) 0.3591(4) 0.5173(9) 0.024(2) Uani 1 1 d . . . . .
N3 N 0.5117(14) 0.4597(3) 0.4051(8) 0.025(2) Uani 1 1 d . . . . .
H3 H 0.557449 0.462984 0.489088 0.030 Uiso 1 1 calc R U . . .
N4 N 0.8880(12) 0.4596(4) 0.2095(10) 0.040(3) Uani 1 1 d . . . . .
H4A H 0.948260 0.436098 0.169000 0.048 Uiso 1 1 calc R U . . .
H4B H 0.921168 0.492931 0.212364 0.048 Uiso 1 1 calc R U . . .
C1 C 0.5805(17) 0.2818(5) 0.2502(12) 0.039(4) Uani 1 1 d . . . . .
H1 H 0.619386 0.303788 0.186098 0.047 Uiso 1 1 calc R U . . .
C2 C 0.5916(17) 0.2266(5) 0.2354(13) 0.040(4) Uani 1 1 d . . . . .
H2 H 0.638283 0.210667 0.164933 0.048 Uiso 1 1 calc R U . . .
C3 C 0.5292(16) 0.1969(4) 0.3315(10) 0.034(3) Uani 1 1 d . . . . .
H3A H 0.530479 0.159293 0.325735 0.041 Uiso 1 1 calc R U . . .
C4 C 0.4645(16) 0.2204(4) 0.4363(12) 0.034(3) Uani 1 1 d . . . . .
H4 H 0.424540 0.199709 0.502226 0.041 Uiso 1 1 calc R U . . .
C5 C 0.4617(15) 0.2764(5) 0.4390(11) 0.025(3) Uani 1 1 d . . . . .
C6 C 0.3963(16) 0.3065(5) 0.5412(13) 0.029(3) Uani 1 1 d . . . . .
C7 C 0.3629(15) 0.2860(5) 0.6527(13) 0.038(3) Uani 1 1 d . . . . .
H7 H 0.384474 0.249438 0.667577 0.046 Uiso 1 1 calc R U . . .
C8 C 0.2988(15) 0.3170(5) 0.7442(12) 0.035(3) Uani 1 1 d . . . . .
H8 H 0.279469 0.303104 0.822767 0.042 Uiso 1 1 calc R U . . .
C9 C 0.2638(15) 0.3692(5) 0.7167(12) 0.029(3) Uani 1 1 d . . . . .
H9 H 0.213786 0.391958 0.775308 0.035 Uiso 1 1 calc R U . . .
C10 C 0.3024(15) 0.3883(5) 0.6023(12) 0.026(3) Uani 1 1 d . . . . .
C11 C 0.2096(17) 0.4562(5) 0.4659(12) 0.030(3) Uani 1 1 d . . . . .
H11A H 0.104244 0.477711 0.472235 0.036 Uiso 1 1 calc R U . . .
H11B H 0.183832 0.424365 0.416793 0.036 Uiso 1 1 calc R U . . .
C12 C 0.3470(16) 0.4883(5) 0.4052(13) 0.029(3) Uani 1 1 d . . . . .
H12A H 0.312751 0.496000 0.320868 0.035 Uiso 1 1 calc R U . . .
H12B H 0.360535 0.522621 0.447841 0.035 Uiso 1 1 calc R U . . .
C13 C 0.6414(17) 0.4853(5) 0.3249(12) 0.027(3) Uani 1 1 d . . . . .
H13A H 0.582452 0.506744 0.262718 0.032 Uiso 1 1 calc R U . . .
H13B H 0.713557 0.509419 0.373456 0.032 Uiso 1 1 calc R U . . .
C14 C 0.7510(15) 0.4451(6) 0.2648(13) 0.030(3) Uani 1 1 d . . . . .
Cl2 Cl 0.8043(5) 0.40859(15) 0.6432(3) 0.0391(10) Uani 1 1 d . . . . .
O7 O 0.8468(15) 0.4160(4) 0.5184(9) 0.090(4) Uani 1 1 d . . . . .
O8 O 0.9163(12) 0.4384(4) 0.7162(10) 0.057(3) Uani 1 1 d . . . . .
O9 O 0.6352(12) 0.4260(4) 0.6682(11) 0.060(3) Uani 1 1 d . . . . .
O10 O 0.8157(16) 0.3537(4) 0.6734(10) 0.091(4) Uani 1 1 d . . . . .
N5 N 1.000(3) 0.2683(8) 0.944(2) 0.171(10) Uani 1 1 d . . . . .
C15 C 0.885(3) 0.3036(8) 0.9488(18) 0.118(10) Uani 1 1 d D . . . .
C16 C 0.766(3) 0.3501(9) 0.958(2) 0.170(12) Uani 1 1 d D . . . .
H16A H 0.796782 0.376682 0.897094 0.255 Uiso 1 1 calc R U . . .
H16B H 0.775466 0.365904 1.038747 0.255 Uiso 1 1 calc R U . . .
H16C H 0.648959 0.338151 0.944520 0.255 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.957(8) . ?
Cu1 O1 1.969(8) . ?
Cu1 N3 1.988(7) . ?
Cu1 N2 2.026(10) . ?
Cu1 O3 2.425(9) . ?
Cl1 O4 1.372(10) . ?
Cl1 O6 1.392(10) . ?
Cl1 O5 1.416(10) . ?
Cl1 O3 1.439(9) . ?
O1 C14 1.295(14) . ?
O2 C10 1.352(12) . ?
O2 C11 1.449(14) . ?
N1 C5 1.315(14) . ?
N1 C1 1.330(15) . ?
N2 C10 1.299(13) . ?
N2 C6 1.370(13) . ?
N3 C12 1.480(14) . ?
N3 C13 1.496(15) . ?
N3 H3 1.0000 . ?
N4 C14 1.289(14) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
C1 C2 1.403(15) . ?
C1 H1 0.9500 . ?
C2 C3 1.389(15) . ?
C2 H2 0.9500 . ?
C3 C4 1.397(14) . ?
C3 H3A 0.9500 . ?
C4 C5 1.410(15) . ?
C4 H4 0.9500 . ?
C5 C6 1.456(16) . ?
C6 C7 1.363(17) . ?
C7 C8 1.374(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(15) . ?
C8 H8 0.9500 . ?
C9 C10 1.387(15) . ?
C9 H9 0.9500 . ?
C11 C12 1.506(16) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.485(17) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
Cl2 O8 1.411(9) . ?
Cl2 O9 1.424(9) . ?
Cl2 O10 1.425(9) . ?
Cl2 O7 1.433(10) . ?
N5 C15 1.27(3) . ?
C15 C16 1.4999(15) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

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 Cu1 O1 93.2(4) . . ?
N1 Cu1 N3 173.2(5) . . ?
O1 Cu1 N3 84.9(4) . . ?
N1 Cu1 N2 81.3(4) . . ?
O1 Cu1 N2 160.8(4) . . ?
N3 Cu1 N2 98.5(4) . . ?
N1 Cu1 O3 93.3(4) . . ?
O1 Cu1 O3 96.7(3) . . ?
N3 Cu1 O3 93.4(4) . . ?
N2 Cu1 O3 102.0(3) . . ?
O4 Cl1 O6 111.0(8) . . ?
O4 Cl1 O5 109.9(8) . . ?
O6 Cl1 O5 110.1(8) . . ?
O4 Cl1 O3 109.6(7) . . ?
O6 Cl1 O3 108.9(7) . . ?
O5 Cl1 O3 107.3(6) . . ?
C14 O1 Cu1 114.4(8) . . ?
C10 O2 C11 117.5(9) . . ?
Cl1 O3 Cu1 127.6(6) . . ?
C5 N1 C1 120.1(10) . . ?
C5 N1 Cu1 115.5(8) . . ?
C1 N1 Cu1 124.4(9) . . ?
C10 N2 C6 118.2(11) . . ?
C10 N2 Cu1 128.6(9) . . ?
C6 N2 Cu1 110.3(8) . . ?
C12 N3 C13 112.6(8) . . ?
C12 N3 Cu1 116.6(8) . . ?
C13 N3 Cu1 109.4(7) . . ?
C12 N3 H3 105.8 . . ?
C13 N3 H3 105.8 . . ?
Cu1 N3 H3 105.8 . . ?
C14 N4 H4A 120.0 . . ?
C14 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N1 C1 C2 123.9(13) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 114.9(13) . . ?
C3 C2 H2 122.5 . . ?
C1 C2 H2 122.5 . . ?
C2 C3 C4 122.5(11) . . ?
C2 C3 H3A 118.8 . . ?
C4 C3 H3A 118.8 . . ?
C3 C4 C5 116.5(12) . . ?
C3 C4 H4 121.8 . . ?
C5 C4 H4 121.8 . . ?
N1 C5 C4 122.1(11) . . ?
N1 C5 C6 115.1(10) . . ?
C4 C5 C6 122.8(12) . . ?
C7 C6 N2 120.6(12) . . ?
C7 C6 C5 125.1(12) . . ?
N2 C6 C5 114.3(12) . . ?
C6 C7 C8 121.5(12) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C9 116.9(13) . . ?
C7 C8 H8 121.5 . . ?
C9 C8 H8 121.5 . . ?
C8 C9 C10 119.2(13) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 O2 122.2(12) . . ?
N2 C10 C9 123.4(12) . . ?
O2 C10 C9 114.3(12) . . ?
O2 C11 C12 110.2(11) . . ?
O2 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
O2 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
N3 C12 C11 111.3(10) . . ?
N3 C12 H12A 109.4 . . ?
C11 C12 H12A 109.4 . . ?
N3 C12 H12B 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 N3 111.5(10) . . ?
C14 C13 H13A 109.3 . . ?
N3 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
N3 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
N4 C14 O1 122.0(13) . . ?
N4 C14 C13 120.2(13) . . ?
O1 C14 C13 117.6(11) . . ?
O8 Cl2 O9 107.7(6) . . ?
O8 Cl2 O10 110.1(7) . . ?
O9 Cl2 O10 108.2(7) . . ?
O8 Cl2 O7 109.8(8) . . ?
O9 Cl2 O7 111.4(8) . . ?
O10 Cl2 O7 109.8(7) . . ?
N5 C15 C16 173(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_refine_diff_density_max         0.681
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.092



####################################################################### 
# 
# 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_Galia104b
_database_code_depnum_ccdc_archive 'CCDC 2169563'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'Galia104b (Pritam)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl2 Cu N4 O10'
_chemical_formula_sum            'C14 H16 Cl2 Cu N4 O10'
_chemical_formula_weight         534.75

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.341(3)
_cell_length_b                   10.126(4)
_cell_length_c                   11.518(4)
_cell_angle_alpha                78.746(7)
_cell_angle_beta                 87.630(8)
_cell_angle_gamma                83.013(9)
_cell_volume                     946.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3229
_cell_measurement_theta_min      1.803
_cell_measurement_theta_max      25.013

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.876
_exptl_crystal_F_000             542
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.502
_shelx_estimated_absorpt_T_min   0.840
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            10464
_diffrn_reflns_av_unetI/netI     0.0936
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.803
_diffrn_reflns_theta_max         25.013
_diffrn_reflns_theta_full        25.013
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3229
_reflns_number_gt                1973
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0530P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3229
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1113
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1103
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.38298(7) 0.29544(6) 0.22408(5) 0.0344(2) Uani 1 1 d . . . . .
O1 O 0.4993(4) 0.2766(4) 0.0770(3) 0.0424(9) Uani 1 1 d . . . . .
O2 O 0.4075(4) 0.1640(3) 0.5108(3) 0.0402(9) Uani 1 1 d . . . . .
N1 N 0.2243(5) 0.4423(4) 0.1507(3) 0.0330(10) Uani 1 1 d . . . . .
N2 N 0.2472(4) 0.3114(4) 0.3661(3) 0.0273(9) Uani 1 1 d . . . . .
N3 N 0.5293(5) 0.1293(4) 0.2927(3) 0.0359(10) Uani 1 1 d . . . . .
H3 H 0.4582 0.0628 0.3364 0.043 Uiso 1 1 calc R U . . .
N4 N 0.6484(6) 0.1298(5) -0.0146(4) 0.0608(14) Uani 1 1 d . . . . .
H4A H 0.6346 0.1855 -0.0832 0.073 Uiso 1 1 calc R U . . .
H4B H 0.7068 0.0506 -0.0107 0.073 Uiso 1 1 calc R U . . .
C1 C 0.2350(6) 0.5154(5) 0.0418(4) 0.0388(13) Uani 1 1 d . . . . .
H1 H 0.3206 0.4907 -0.0096 0.047 Uiso 1 1 calc R U . . .
C2 C 0.1238(7) 0.6269(5) 0.0017(5) 0.0460(15) Uani 1 1 d . . . . .
H2 H 0.1340 0.6795 -0.0756 0.055 Uiso 1 1 calc R U . . .
C3 C -0.0013(7) 0.6596(5) 0.0761(5) 0.0474(15) Uani 1 1 d . . . . .
H3A H -0.0796 0.7350 0.0507 0.057 Uiso 1 1 calc R U . . .
C4 C -0.0121(6) 0.5828(5) 0.1870(5) 0.0406(14) Uani 1 1 d . . . . .
H4 H -0.0983 0.6047 0.2390 0.049 Uiso 1 1 calc R U . . .
C5 C 0.1009(6) 0.4744(5) 0.2234(4) 0.0322(12) Uani 1 1 d . . . . .
C6 C 0.1022(6) 0.3871(5) 0.3421(4) 0.0313(12) Uani 1 1 d . . . . .
C7 C -0.0262(6) 0.3807(5) 0.4207(5) 0.0392(13) Uani 1 1 d . . . . .
H7 H -0.1258 0.4352 0.4005 0.047 Uiso 1 1 calc R U . . .
C8 C -0.0097(6) 0.2952(5) 0.5286(5) 0.0417(14) Uani 1 1 d . . . . .
H8 H -0.0991 0.2876 0.5823 0.050 Uiso 1 1 calc R U . . .
C9 C 0.1358(6) 0.2210(5) 0.5587(5) 0.0408(13) Uani 1 1 d . . . . .
H9 H 0.1493 0.1621 0.6335 0.049 Uiso 1 1 calc R U . . .
C10 C 0.2629(6) 0.2337(5) 0.4777(4) 0.0344(12) Uani 1 1 d . . . . .
C11 C 0.5525(6) 0.2258(5) 0.4682(4) 0.0389(13) Uani 1 1 d . . . . .
H11A H 0.6236 0.2227 0.5356 0.047 Uiso 1 1 calc R U . . .
H11B H 0.5228 0.3220 0.4313 0.047 Uiso 1 1 calc R U . . .
C12 C 0.6407(6) 0.1531(5) 0.3799(4) 0.0381(13) Uani 1 1 d . . . . .
H12A H 0.7244 0.2075 0.3388 0.046 Uiso 1 1 calc R U . . .
H12B H 0.6954 0.0652 0.4212 0.046 Uiso 1 1 calc R U . . .
C13 C 0.6084(6) 0.0681(6) 0.1963(5) 0.0448(14) Uani 1 1 d . . . . .
H13A H 0.5631 -0.0171 0.1934 0.054 Uiso 1 1 calc R U . . .
H13B H 0.7256 0.0459 0.2112 0.054 Uiso 1 1 calc R U . . .
C14 C 0.5830(6) 0.1642(5) 0.0804(5) 0.0387(13) Uani 1 1 d . . . . .
Cl1 Cl 0.53577(17) 0.60023(14) 0.27254(13) 0.0468(4) Uani 1 1 d . . . . .
O3 O 0.5675(4) 0.4817(4) 0.2207(3) 0.0530(10) Uani 1 1 d . . . . .
O4 O 0.6047(6) 0.7090(5) 0.1975(5) 0.0983(16) Uani 1 1 d . . . . .
O5 O 0.6155(5) 0.5742(4) 0.3819(4) 0.0729(13) Uani 1 1 d . . . . .
O6 O 0.3693(5) 0.6362(5) 0.2847(5) 0.1051(19) Uani 1 1 d . . . . .
Cl2 Cl 0.12219(16) 0.03749(13) 0.23073(12) 0.0390(3) Uani 1 1 d . . . . .
O7 O 0.2239(5) 0.1066(4) 0.1433(4) 0.0659(12) Uani 1 1 d . . . . .
O8 O -0.0047(5) 0.1317(5) 0.2566(4) 0.0843(15) Uani 1 1 d . . . . .
O9 O 0.2162(5) -0.0152(5) 0.3334(4) 0.0899(16) Uani 1 1 d . . . . .
O10 O 0.0596(6) -0.0647(5) 0.1893(4) 0.0858(15) Uani 1 1 d . . . . .


_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 O1 1.948(3) . ?
Cu1 N1 1.950(4) . ?
Cu1 N2 1.972(4) . ?
Cu1 N3 2.001(4) . ?
O1 C14 1.255(6) . ?
O2 C10 1.350(5) . ?
O2 C11 1.453(6) . ?
N1 C1 1.332(6) . ?
N1 C5 1.349(6) . ?
N2 C6 1.359(6) . ?
N2 C10 1.372(6) . ?
N3 C12 1.468(6) . ?
N3 C13 1.471(6) . ?
N3 H3 1.0000 . ?
N4 C14 1.293(6) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
C1 C2 1.388(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.373(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.365(7) . ?
C3 H3A 0.9500 . ?
C4 C5 1.367(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.475(6) . ?
C6 C7 1.373(7) . ?
C7 C8 1.370(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.367(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(7) . ?
C9 H9 0.9500 . ?
C11 C12 1.488(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.496(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
Cl1 O6 1.401(4) . ?
Cl1 O5 1.412(4) . ?
Cl1 O4 1.426(5) . ?
Cl1 O3 1.434(4) . ?
Cl2 O10 1.384(4) . ?
Cl2 O8 1.399(4) . ?
Cl2 O7 1.422(4) . ?
Cl2 O9 1.423(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
O1 Cu1 N1 95.00(16) . . ?
O1 Cu1 N2 174.72(15) . . ?
N1 Cu1 N2 82.17(16) . . ?
O1 Cu1 N3 83.93(16) . . ?
N1 Cu1 N3 172.98(16) . . ?
N2 Cu1 N3 98.33(16) . . ?
C14 O1 Cu1 114.2(3) . . ?
C10 O2 C11 118.2(4) . . ?
C1 N1 C5 119.8(4) . . ?
C1 N1 Cu1 125.8(4) . . ?
C5 N1 Cu1 114.2(3) . . ?
C6 N2 C10 116.1(4) . . ?
C6 N2 Cu1 113.7(3) . . ?
C10 N2 Cu1 128.3(3) . . ?
C12 N3 C13 114.4(4) . . ?
C12 N3 Cu1 113.2(3) . . ?
C13 N3 Cu1 109.4(3) . . ?
C12 N3 H3 106.4 . . ?
C13 N3 H3 106.4 . . ?
Cu1 N3 H3 106.4 . . ?
C14 N4 H4A 120.0 . . ?
C14 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N1 C1 C2 121.5(5) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C4 C3 C2 119.4(5) . . ?
C4 C3 H3A 120.3 . . ?
C2 C3 H3A 120.3 . . ?
C3 C4 C5 120.2(5) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N1 C5 C4 120.6(5) . . ?
N1 C5 C6 115.0(4) . . ?
C4 C5 C6 124.4(5) . . ?
N2 C6 C7 122.8(5) . . ?
N2 C6 C5 112.1(4) . . ?
C7 C6 C5 125.1(5) . . ?
C8 C7 C6 119.5(5) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C9 C8 C7 119.8(5) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 118.5(5) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
O2 C10 N2 119.3(4) . . ?
O2 C10 C9 117.7(4) . . ?
N2 C10 C9 123.0(4) . . ?
O2 C11 C12 110.5(4) . . ?
O2 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
O2 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
N3 C12 C11 110.9(4) . . ?
N3 C12 H12A 109.5 . . ?
C11 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
N3 C13 C14 110.1(4) . . ?
N3 C13 H13A 109.6 . . ?
C14 C13 H13A 109.6 . . ?
N3 C13 H13B 109.6 . . ?
C14 C13 H13B 109.6 . . ?
H13A C13 H13B 108.2 . . ?
O1 C14 N4 121.1(5) . . ?
O1 C14 C13 119.8(5) . . ?
N4 C14 C13 119.1(5) . . ?
O6 Cl1 O5 112.5(3) . . ?
O6 Cl1 O4 109.2(3) . . ?
O5 Cl1 O4 107.5(3) . . ?
O6 Cl1 O3 110.8(3) . . ?
O5 Cl1 O3 108.2(2) . . ?
O4 Cl1 O3 108.6(3) . . ?
O10 Cl2 O8 109.3(3) . . ?
O10 Cl2 O7 110.7(3) . . ?
O8 Cl2 O7 107.9(3) . . ?
O10 Cl2 O9 111.3(3) . . ?
O8 Cl2 O9 110.0(3) . . ?
O7 Cl2 O9 107.6(3) . . ?

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
C5 N1 C1 C2 1.7(7) . . . . ?
Cu1 N1 C1 C2 -173.4(3) . . . . ?
N1 C1 C2 C3 -1.4(8) . . . . ?
C1 C2 C3 C4 0.5(8) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
C1 N1 C5 C4 -1.1(7) . . . . ?
Cu1 N1 C5 C4 174.5(4) . . . . ?
C1 N1 C5 C6 -179.5(4) . . . . ?
Cu1 N1 C5 C6 -3.9(5) . . . . ?
C3 C4 C5 N1 0.2(7) . . . . ?
C3 C4 C5 C6 178.5(5) . . . . ?
C10 N2 C6 C7 -4.3(7) . . . . ?
Cu1 N2 C6 C7 161.3(4) . . . . ?
C10 N2 C6 C5 175.9(4) . . . . ?
Cu1 N2 C6 C5 -18.5(5) . . . . ?
N1 C5 C6 N2 14.8(6) . . . . ?
C4 C5 C6 N2 -163.5(4) . . . . ?
N1 C5 C6 C7 -165.0(5) . . . . ?
C4 C5 C6 C7 16.7(8) . . . . ?
N2 C6 C7 C8 0.2(7) . . . . ?
C5 C6 C7 C8 180.0(5) . . . . ?
C6 C7 C8 C9 2.4(8) . . . . ?
C7 C8 C9 C10 -0.7(8) . . . . ?
C11 O2 C10 N2 36.1(6) . . . . ?
C11 O2 C10 C9 -145.0(5) . . . . ?
C6 N2 C10 O2 -175.0(4) . . . . ?
Cu1 N2 C10 O2 21.8(6) . . . . ?
C6 N2 C10 C9 6.2(7) . . . . ?
Cu1 N2 C10 C9 -157.0(4) . . . . ?
C8 C9 C10 O2 177.3(5) . . . . ?
C8 C9 C10 N2 -3.9(8) . . . . ?
C10 O2 C11 C12 -109.8(5) . . . . ?
C13 N3 C12 C11 175.1(4) . . . . ?
Cu1 N3 C12 C11 48.9(5) . . . . ?
O2 C11 C12 N3 46.6(5) . . . . ?
C12 N3 C13 C14 -115.9(5) . . . . ?
Cu1 N3 C13 C14 12.3(5) . . . . ?
Cu1 O1 C14 N4 170.2(4) . . . . ?
Cu1 O1 C14 C13 -10.0(6) . . . . ?
N3 C13 C14 O1 -2.1(7) . . . . ?
N3 C13 C14 N4 177.8(5) . . . . ?

_refine_diff_density_max         0.590
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.093



####################################################################### 
# 
# 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_Galia110b
_database_code_depnum_ccdc_archive 'CCDC 2171365'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'Galia110b (Pritam)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H12 N2 O, Cl'
_chemical_formula_sum            'C9 H12 Cl N2 O'
_chemical_formula_weight         199.66

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   5.624(4)
_cell_length_b                   4.719(3)
_cell_length_c                   37.248(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.99(3)
_cell_angle_gamma                90
_cell_volume                     988.4(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1683
_cell_measurement_theta_min      1.640
_cell_measurement_theta_max      23.994

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             420
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.348
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            2345
_diffrn_reflns_av_unetI/netI     0.1434
_diffrn_reflns_av_R_equivalents  0.1132
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         1.640
_diffrn_reflns_theta_max         23.994
_diffrn_reflns_theta_full        23.994
_diffrn_measured_fraction_theta_max 0.618
_diffrn_measured_fraction_theta_full 0.619
_diffrn_reflns_Laue_measured_fraction_max 0.618
_diffrn_reflns_Laue_measured_fraction_full 0.619
_diffrn_reflns_point_group_measured_fraction_max 0.539
_diffrn_reflns_point_group_measured_fraction_full 0.539
_reflns_number_total             1683
_reflns_number_gt                1035
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1007P)²+17.4660P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 241 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(5)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         1683
_refine_ls_number_parameters     188
_refine_ls_number_restraints     347
_refine_ls_R_factor_all          0.1992
_refine_ls_R_factor_gt           0.1379
_refine_ls_wR_factor_ref         0.3659
_refine_ls_wR_factor_gt          0.3198
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      0.981
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001

# start Validation Reply Form
_vrf_THETM01_Galia110b           
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: Weak diffracted crystal
;
_vrf_PLAT029_Galia110b           
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.619 Why?  
RESPONSE:  Weak diffracted crystal, bad frames were removed
;
_vrf_PLAT084_Galia110b           
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.37 Report
RESPONSE: Weak diffracted crystal, bad frames were removed
;
_vrf_PLAT340_Galia110b           
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.033 Ang.  
RESPONSE: Partly disrodered phenyl groups  
;
_vrf_PLAT911_Galia110b           
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.572        618 Report
RESPONSE: Bad frames were removed from the structure
;
_vrf_PLAT915_Galia110b           
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         43 %     
RESPONSE: ...
;
# end Validation Reply Form


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
Cl1 Cl 0.0438(15) -0.6611(14) -0.6593(2) 0.037(2) Uani 1 1 d . . . . .
Cl1A Cl -0.476(2) -0.3370(15) -0.8405(2) 0.059(3) Uani 1 1 d . . . . .
O1 O -0.467(4) -0.584(4) -0.7243(5) 0.034(3) Uani 1 1 d . U . . .
O1A O -0.971(6) -0.424(4) -0.7752(6) 0.059(8) Uani 1 1 d . U . . .
N1 N -0.430(6) -0.360(6) -0.6594(6) 0.043(3) Uani 1 1 d . U . . .
H1 H -0.4039 -0.5432 -0.6609 0.052 Uiso 1 1 calc R U . . .
N1A N -0.976(5) -0.649(5) -0.8415(6) 0.041(7) Uani 1 1 d . U . . .
H1A H -0.9965 -0.4647 -0.8405 0.049 Uiso 1 1 calc R U . . .
N2 N -0.454(5) -0.169(5) -0.7531(6) 0.034(3) Uani 1 1 d . U . . .
H2C H -0.4916 -0.2528 -0.7735 0.040 Uiso 1 1 calc R U . . .
H2D H -0.4298 0.0150 -0.7525 0.040 Uiso 1 1 calc R U . . .
N2A N -0.956(5) -0.848(5) -0.7460(6) 0.043(8) Uani 1 1 d . U . . .
H2AA H -0.9956 -0.7620 -0.7257 0.052 Uiso 1 1 d R U . . .
H2AB H -1.0466 -1.0031 -0.7477 0.052 Uiso 1 1 d R U . . .
C1A C -1.164(9) -0.337(12) -0.9712(14) 0.053(11) Uani 0.52(3) 1 d D U P A 1
H1AA H -1.2119 -0.2120 -0.9899 0.064 Uiso 0.52(3) 1 calc R U P A 1
C2A C -0.939(9) -0.304(12) -0.9555(13) 0.050(10) Uani 0.52(3) 1 d D U P A 1
H2A H -0.8171 -0.2157 -0.9688 0.060 Uiso 0.52(3) 1 calc R U P A 1
C3A C -0.890(9) -0.398(8) -0.9213(11) 0.043(3) Uani 0.52(3) 1 d D U P A 1
H3A H -0.7884 -0.2871 -0.9063 0.052 Uiso 0.52(3) 1 calc R U P A 1
C4 C -0.407(4) -0.372(4) -0.5919(5) 0.043(3) Uani 1 1 d G U . . .
C5 C -0.589(4) -0.549(4) -0.5810(5) 0.043(3) Uani 1 1 d G U . . .
H5 H -0.7327 -0.5605 -0.5948 0.052 Uiso 1 1 calc R U . . .
C6 C -0.562(4) -0.710(4) -0.5500(5) 0.043(3) Uani 1 1 d G U . . .
H6 H -0.6862 -0.8318 -0.5426 0.052 Uiso 1 1 calc R U . . .
C1 C -0.352(5) -0.694(5) -0.5299(5) 0.065(9) Uani 1 1 d G U . . .
H1C H -0.3328 -0.8040 -0.5087 0.077 Uiso 1 1 calc R U . . .
C2 C -0.169(4) -0.516(5) -0.5408(7) 0.062(9) Uani 1 1 d G U . . .
H2 H -0.0260 -0.5049 -0.5270 0.074 Uiso 1 1 calc R U . . .
C3 C -0.197(4) -0.355(5) -0.5718(7) 0.073(10) Uani 1 1 d G U . . .
H3 H -0.0725 -0.2337 -0.5792 0.087 Uiso 1 1 calc R U . . .
C4A C -0.979(6) -0.638(4) -0.9083(6) 0.043(3) Uani 1 1 d DG U . . .
C3B C -0.765(6) -0.675(6) -0.9258(8) 0.050(10) Uani 0.48(3) 1 d DG U P A 2
H3B H -0.6569 -0.8175 -0.9180 0.060 Uiso 0.48(3) 1 calc R U P A 2
C2B C -0.710(7) -0.503(8) -0.9548(9) 0.049(10) Uani 0.48(3) 1 d DG U P A 2
H2B H -0.5638 -0.5284 -0.9669 0.059 Uiso 0.48(3) 1 calc R U P A 2
C1B C -0.868(9) -0.295(8) -0.9663(8) 0.055(11) Uani 0.48(3) 1 d DG U P A 2
H1B H -0.8307 -0.1773 -0.9861 0.066 Uiso 0.48(3) 1 calc R U P A 2
C6B C -1.082(8) -0.258(7) -0.9487(10) 0.051(10) Uani 0.48(3) 1 d DG U P A 2
H6B H -1.1906 -0.1151 -0.9565 0.061 Uiso 0.48(3) 1 calc R U P A 2
C5B C -1.138(6) -0.429(7) -0.9197(9) 0.047(9) Uani 0.48(3) 1 d DG U P A 2
H5B H -1.2837 -0.4042 -0.9077 0.057 Uiso 0.48(3) 1 calc R U P A 2
C5A C -1.257(9) -0.680(11) -0.9279(13) 0.049(10) Uani 0.52(3) 1 d D U P A 1
H5A H -1.3712 -0.7963 -0.9165 0.059 Uiso 0.52(3) 1 calc R U P A 1
C6A C -1.318(10) -0.547(11) -0.9601(14) 0.051(11) Uani 0.52(3) 1 d D U P A 1
H6A H -1.4572 -0.5963 -0.9735 0.062 Uiso 0.52(3) 1 calc R U P A 1
C7 C -0.451(6) -0.185(6) -0.6241(7) 0.034(3) Uani 1 1 d . U . . .
H7A H -0.3337 -0.0287 -0.6241 0.040 Uiso 1 1 calc R U . . .
H7B H -0.6119 -0.1012 -0.6228 0.040 Uiso 1 1 calc R U . . .
C7A C -0.949(6) -0.825(6) -0.8745(7) 0.034(3) Uani 1 1 d . U . . .
H7AA H -1.0695 -0.9774 -0.8750 0.040 Uiso 1 1 calc R U . . .
H7AB H -0.7893 -0.9139 -0.8744 0.040 Uiso 1 1 calc R U . . .
C8 C -0.460(7) -0.167(6) -0.6893(7) 0.043(3) Uani 1 1 d . U . . .
H8A H -0.3401 -0.0139 -0.6872 0.052 Uiso 1 1 calc R U . . .
H8B H -0.6193 -0.0794 -0.6883 0.052 Uiso 1 1 calc R U . . .
C8A C -0.962(7) -0.850(6) -0.8102(7) 0.043(3) Uani 1 1 d . U . . .
H8AA H -0.8120 -0.9588 -0.8108 0.052 Uiso 1 1 calc R U . . .
H8AB H -1.0967 -0.9849 -0.8114 0.052 Uiso 1 1 calc R U . . .
C9 C -0.434(8) -0.312(6) -0.7251(8) 0.043(3) Uani 1 1 d . U . . .
C9A C -0.972(7) -0.680(6) -0.7759(8) 0.043(3) Uani 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.30(4) . ?
O1A C9A 1.21(4) . ?
N1 C8 1.44(4) . ?
N1 C7 1.56(3) . ?
N1 H1 0.8800 . ?
N1A C7A 1.49(3) . ?
N1A C8A 1.50(4) . ?
N1A H1A 0.8800 . ?
N2 C9 1.24(4) . ?
N2 H2C 0.8800 . ?
N2 H2D 0.8800 . ?
N2A C9A 1.37(4) . ?
N2A H2AA 0.8880 . ?
N2A H2AB 0.8926 . ?
C1A C6A 1.39(3) . ?
C1A C2A 1.39(3) . ?
C1A H1AA 0.9500 . ?
C2A C3A 1.37(2) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.33(2) . ?
C3A H3A 0.9500 . ?
C4 C5 1.3900 . ?
C4 C3 1.3900 . ?
C4 C7 1.50(3) . ?
C5 C6 1.3900 . ?
C5 H5 0.9500 . ?
C6 C1 1.3900 . ?
C6 H6 0.9500 . ?
C1 C2 1.3900 . ?
C1 H1C 0.9500 . ?
C2 C3 1.3900 . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4A C3B 1.3900 . ?
C4A C5B 1.3900 . ?
C4A C7A 1.54(3) . ?
C4A C5A 1.73(6) . ?
C3B C2B 1.3900 . ?
C3B H3B 0.9500 . ?
C2B C1B 1.3900 . ?
C2B H2B 0.9500 . ?
C1B C6B 1.3900 . ?
C1B H1B 0.9500 . ?
C6B C5B 1.3900 . ?
C6B H6B 0.9500 . ?
C5B H5B 0.9500 . ?
C5A C6A 1.39(3) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C8 C9 1.50(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8A C9A 1.51(4) . ?
C8A H8AA 0.9900 . ?
C8A H8AB 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
C8 N1 C7 108(2) . . ?
C8 N1 H1 126.0 . . ?
C7 N1 H1 126.0 . . ?
C7A N1A C8A 107(2) . . ?
C7A N1A H1A 126.7 . . ?
C8A N1A H1A 126.7 . . ?
C9 N2 H2C 120.0 . . ?
C9 N2 H2D 120.0 . . ?
H2C N2 H2D 120.0 . . ?
C9A N2A H2AA 114.4 . . ?
C9A N2A H2AB 112.8 . . ?
H2AA N2A H2AB 106.5 . . ?
C6A C1A C2A 122(3) . . ?
C6A C1A H1AA 119.2 . . ?
C2A C1A H1AA 119.2 . . ?
C3A C2A C1A 121(3) . . ?
C3A C2A H2A 119.3 . . ?
C1A C2A H2A 119.3 . . ?
C4A C3A C2A 123(3) . . ?
C4A C3A H3A 118.6 . . ?
C2A C3A H3A 118.6 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 C7 118.3(19) . . ?
C3 C4 C7 121.6(19) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.00(6) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C2 C1 C6 120.0 . . ?
C2 C1 H1C 120.0 . . ?
C6 C1 H1C 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.00(6) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3B C4A C5B 120.00(7) . . ?
C3A C4A C7A 138(3) . . ?
C3B C4A C7A 103(2) . . ?
C5B C4A C7A 136(2) . . ?
C3A C4A C5A 107(3) . . ?
C7A C4A C5A 112(2) . . ?
C4A C3B C2B 120.0 . . ?
C4A C3B H3B 120.0 . . ?
C2B C3B H3B 120.0 . . ?
C1B C2B C3B 120.00(8) . . ?
C1B C2B H2B 120.0 . . ?
C3B C2B H2B 120.0 . . ?
C6B C1B C2B 120.00(8) . . ?
C6B C1B H1B 120.0 . . ?
C2B C1B H1B 120.0 . . ?
C1B C6B C5B 120.0 . . ?
C1B C6B H6B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
C6B C5B C4A 120.0 . . ?
C6B C5B H5B 120.0 . . ?
C4A C5B H5B 120.0 . . ?
C6A C5A C4A 121(3) . . ?
C6A C5A H5A 119.3 . . ?
C4A C5A H5A 119.3 . . ?
C1A C6A C5A 116(3) . . ?
C1A C6A H6A 122.2 . . ?
C5A C6A H6A 122.2 . . ?
C4 C7 N1 110(2) . . ?
C4 C7 H7A 109.6 . . ?
N1 C7 H7A 109.6 . . ?
C4 C7 H7B 109.6 . . ?
N1 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
N1A C7A C4A 110(2) . . ?
N1A C7A H7AA 109.6 . . ?
C4A C7A H7AA 109.6 . . ?
N1A C7A H7AB 109.6 . . ?
C4A C7A H7AB 109.6 . . ?
H7AA C7A H7AB 108.2 . . ?
N1 C8 C9 113(3) . . ?
N1 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
N1 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
N1A C8A C9A 109(2) . . ?
N1A C8A H8AA 109.9 . . ?
C9A C8A H8AA 110.0 . . ?
N1A C8A H8AB 109.9 . . ?
C9A C8A H8AB 109.9 . . ?
H8AA C8A H8AB 108.3 . . ?
N2 C9 O1 123(3) . . ?
N2 C9 C8 119(3) . . ?
O1 C9 C8 114(3) . . ?
O1A C9A N2A 124(3) . . ?
O1A C9A C8A 123(3) . . ?
N2A C9A C8A 112(3) . . ?

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
C6A C1A C2A C3A -24(11) . . . . ?
C1A C2A C3A C4A 38(9) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C7 C4 C5 C6 -176(2) . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C5 C6 C1 C2 0.0 . . . . ?
C6 C1 C2 C3 0.0 . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C5 C4 C3 C2 0.0 . . . . ?
C7 C4 C3 C2 175(2) . . . . ?
C2A C3A C4A C7A 172(4) . . . . ?
C2A C3A C4A C5A -33(7) . . . . ?
C5B C4A C3B C2B 0.0 . . . . ?
C7A C4A C3B C2B -170(2) . . . . ?
C4A C3B C2B C1B 0.0 . . . . ?
C3B C2B C1B C6B 0.0 . . . . ?
C2B C1B C6B C5B 0.0 . . . . ?
C1B C6B C5B C4A 0.0 . . . . ?
C3B C4A C5B C6B 0.0 . . . . ?
C7A C4A C5B C6B 166(3) . . . . ?
C3A C4A C5A C6A 22(7) . . . . ?
C7A C4A C5A C6A -176(5) . . . . ?
C2A C1A C6A C5A 13(10) . . . . ?
C4A C5A C6A C1A -13(9) . . . . ?
C5 C4 C7 N1 -78(3) . . . . ?
C3 C4 C7 N1 106(2) . . . . ?
C8 N1 C7 C4 -177(3) . . . . ?
C8A N1A C7A C4A 176(2) . . . . ?
C3A C4A C7A N1A 52(6) . . . . ?
C3B C4A C7A N1A 122(2) . . . . ?
C5B C4A C7A N1A -45(4) . . . . ?
C5A C4A C7A N1A -102(3) . . . . ?
C7 N1 C8 C9 178(3) . . . . ?
C7A N1A C8A C9A 176(3) . . . . ?
N1 C8 C9 N2 -179(3) . . . . ?
N1 C8 C9 O1 21(4) . . . . ?
N1A C8A C9A O1A -6(5) . . . . ?
N1A C8A C9A N2A -179(3) . . . . ?

_refine_diff_density_max         0.671
_refine_diff_density_min         -0.859
_refine_diff_density_rms         0.121



####################################################################### 
# 
# 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_Galia72b
_database_code_depnum_ccdc_archive 'CCDC 2169565'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'Galia72b (Pritam)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl Cu N4 O6, Cl O4, C2 H3 N'
_chemical_formula_sum            'C16 H19 Cl2 Cu N5 O10'
_chemical_formula_weight         575.80

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   7.8052(6)
_cell_length_b                   25.0379(18)
_cell_length_c                   11.0594(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2161.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3815
_cell_measurement_theta_min      1.627
_cell_measurement_theta_max      25.063

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_F_000             1172
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.324
_shelx_estimated_absorpt_T_min   0.768
_shelx_estimated_absorpt_T_max   0.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.748
_exptl_absorpt_correction_T_max  0.806
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            18653
_diffrn_reflns_av_unetI/netI     0.0894
_diffrn_reflns_av_R_equivalents  0.1104
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.627
_diffrn_reflns_theta_max         25.063
_diffrn_reflns_theta_full        25.063
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3815
_reflns_number_gt                3171
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.893
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.001

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0204P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.1
_chemical_absolute_configuration unk
_refine_ls_number_reflns         3815
_refine_ls_number_parameters     208
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0876
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.50176(9) 0.38206(2) 0.36903(11) 0.01821(19) Uani 1 1 d . . . . .
Cl1 Cl 0.6965(2) 0.40478(6) 0.09284(15) 0.0255(4) Uani 1 1 d . . . . .
O1 O 0.3054(5) 0.39619(16) 0.2628(4) 0.0241(10) Uani 1 1 d . . . . .
O2 O 0.7383(5) 0.44134(15) 0.5842(4) 0.0215(9) Uani 1 1 d . . . . .
O3 O 0.7212(6) 0.39287(19) 0.2188(5) 0.0332(12) Uani 1 1 d . . . . .
O4 O 0.5894(8) 0.4494(3) 0.0843(6) 0.080(2) Uani 1 1 d . . . . .
O5 O 0.6208(9) 0.3608(3) 0.0361(6) 0.079(2) Uani 1 1 d . . . . .
O6 O 0.8575(7) 0.4157(2) 0.0391(5) 0.0526(17) Uani 1 1 d . . . . .
N1 N 0.4862(6) 0.30438(19) 0.3458(5) 0.0196(13) Uani 1 1 d . . . . .
N2 N 0.6360(6) 0.35908(19) 0.5177(4) 0.0170(11) Uani 1 1 d . . . . .
N3 N 0.4906(6) 0.4601(2) 0.4045(5) 0.0193(12) Uani 1 1 d . . . . .
H3 H 0.445399 0.463389 0.488755 0.023 Uiso 1 1 calc R U . . .
N4 N 0.1138(6) 0.4584(2) 0.2101(5) 0.0275(13) Uani 1 1 d . . . . .
H4A H 0.050941 0.434670 0.171470 0.033 Uiso 1 1 calc R U . . .
H4B H 0.081481 0.492009 0.212443 0.033 Uiso 1 1 calc R U . . .
C1 C 0.4264(9) 0.2802(3) 0.2476(6) 0.0288(16) Uani 1 1 d . . . . .
H1 H 0.387694 0.301261 0.181620 0.035 Uiso 1 1 calc R U . . .
C2 C 0.4189(9) 0.2255(3) 0.2388(7) 0.0302(17) Uani 1 1 d . . . . .
H2 H 0.375236 0.208873 0.168017 0.036 Uiso 1 1 calc R U . . .
C3 C 0.4755(8) 0.1956(3) 0.3341(6) 0.0276(17) Uani 1 1 d . . . . .
H3A H 0.471628 0.157737 0.329700 0.033 Uiso 1 1 calc R U . . .
C4 C 0.5380(8) 0.2201(3) 0.4362(7) 0.0256(16) Uani 1 1 d . . . . .
H4 H 0.577014 0.199671 0.503149 0.031 Uiso 1 1 calc R U . . .
C5 C 0.5424(8) 0.2752(3) 0.4388(6) 0.0210(15) Uani 1 1 d . . . . .
C6 C 0.6076(8) 0.3061(2) 0.5427(6) 0.0195(13) Uani 1 1 d . . . . .
C7 C 0.6383(8) 0.2854(3) 0.6547(6) 0.0277(15) Uani 1 1 d . . . . .
H7 H 0.616325 0.248678 0.670299 0.033 Uiso 1 1 calc R U . . .
C8 C 0.7016(9) 0.3180(3) 0.7457(7) 0.0303(17) Uani 1 1 d . . . . .
H8 H 0.720328 0.304221 0.824654 0.036 Uiso 1 1 calc R U . . .
C9 C 0.7366(8) 0.3702(2) 0.7200(6) 0.0216(14) Uani 1 1 d . . . . .
H9 H 0.783512 0.393085 0.779918 0.026 Uiso 1 1 calc R U . . .
C10 C 0.7023(7) 0.3890(2) 0.6052(6) 0.0200(14) Uani 1 1 d . . . . .
C11 C 0.7921(8) 0.4576(3) 0.4645(6) 0.0205(14) Uani 1 1 d . . . . .
H11A H 0.818794 0.425562 0.415663 0.025 Uiso 1 1 calc R U . . .
H11B H 0.897641 0.479367 0.470836 0.025 Uiso 1 1 calc R U . . .
C12 C 0.6553(7) 0.4895(2) 0.4024(6) 0.0205(14) Uani 1 1 d . . . . .
H12A H 0.641449 0.524335 0.443722 0.025 Uiso 1 1 calc R U . . .
H12B H 0.689511 0.496478 0.317676 0.025 Uiso 1 1 calc R U . . .
C13 C 0.3609(8) 0.4854(3) 0.3243(6) 0.0216(14) Uani 1 1 d . . . . .
H13A H 0.419333 0.507418 0.262456 0.026 Uiso 1 1 calc R U . . .
H13B H 0.286149 0.509176 0.372728 0.026 Uiso 1 1 calc R U . . .
C14 C 0.2542(7) 0.4436(3) 0.2636(6) 0.0204(15) Uani 1 1 d . . . . .
Cl2 Cl 0.1986(2) 0.40874(6) 0.64244(15) 0.0244(4) Uani 1 1 d . . . . .
O7 O 0.1851(9) 0.3536(2) 0.6729(5) 0.068(2) Uani 1 1 d . . . . .
O8 O 0.0850(6) 0.4387(2) 0.7178(5) 0.0400(14) Uani 1 1 d . . . . .
O9 O 0.3695(6) 0.4269(2) 0.6627(5) 0.0449(14) Uani 1 1 d . . . . .
O10 O 0.1571(7) 0.4153(2) 0.5178(5) 0.0524(16) Uani 1 1 d . . . . .
N5 N 0.0054(11) 0.2686(4) 0.9391(9) 0.069(2) Uani 1 1 d . . . . .
C15 C 0.2210(12) 0.3472(4) 0.9579(9) 0.069(3) Uani 1 1 d . . . . .
H15A H 0.174691 0.378948 0.917549 0.103 Uiso 1 1 calc R U . . .
H15B H 0.330950 0.337596 0.921140 0.103 Uiso 1 1 calc R U . . .
H15C H 0.237944 0.354921 1.043990 0.103 Uiso 1 1 calc R U . . .
C16 C 0.1022(13) 0.3034(4) 0.9448(8) 0.053(2) Uani 1 1 d . . . . .


_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 O1 1.963(4) . ?
Cu1 N1 1.966(5) . ?
Cu1 N3 1.994(5) . ?
Cu1 N2 2.033(5) . ?
Cu1 O3 2.402(5) . ?
Cl1 O5 1.398(6) . ?
Cl1 O4 1.399(5) . ?
Cl1 O6 1.417(5) . ?
Cl1 O3 1.438(5) . ?
O1 C14 1.253(7) . ?
O2 C10 1.361(7) . ?
O2 C11 1.447(8) . ?
N1 C1 1.329(8) . ?
N1 C5 1.335(8) . ?
N2 C10 1.328(8) . ?
N2 C6 1.374(7) . ?
N3 C12 1.482(8) . ?
N3 C13 1.488(8) . ?
N4 C14 1.299(8) . ?
C1 C2 1.373(9) . ?
C2 C3 1.366(10) . ?
C3 C4 1.375(9) . ?
C4 C5 1.381(9) . ?
C5 C6 1.476(9) . ?
C6 C7 1.363(9) . ?
C7 C8 1.388(10) . ?
C8 C9 1.365(9) . ?
C9 C10 1.381(9) . ?
C11 C12 1.499(8) . ?
C13 C14 1.496(9) . ?
Cl2 O7 1.425(5) . ?
Cl2 O10 1.426(5) . ?
Cl2 O9 1.427(5) . ?
Cl2 O8 1.430(5) . ?
N5 C16 1.154(13) . ?
C15 C16 1.445(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 92.98(19) . . ?
O1 Cu1 N3 84.68(19) . . ?
N1 Cu1 N3 172.9(2) . . ?
O1 Cu1 N2 159.64(19) . . ?
N1 Cu1 N2 81.8(2) . . ?
N3 Cu1 N2 98.1(2) . . ?
O1 Cu1 O3 97.02(19) . . ?
N1 Cu1 O3 93.74(19) . . ?
N3 Cu1 O3 93.25(19) . . ?
N2 Cu1 O3 102.93(18) . . ?
O5 Cl1 O4 110.3(5) . . ?
O5 Cl1 O6 109.8(4) . . ?
O4 Cl1 O6 110.4(4) . . ?
O5 Cl1 O3 109.2(4) . . ?
O4 Cl1 O3 108.1(4) . . ?
O6 Cl1 O3 109.1(3) . . ?
C14 O1 Cu1 114.5(4) . . ?
C10 O2 C11 119.1(5) . . ?
Cl1 O3 Cu1 126.7(3) . . ?
C1 N1 C5 119.7(6) . . ?
C1 N1 Cu1 125.4(4) . . ?
C5 N1 Cu1 114.9(4) . . ?
C10 N2 C6 117.4(5) . . ?
C10 N2 Cu1 129.1(4) . . ?
C6 N2 Cu1 110.7(4) . . ?
C12 N3 C13 111.7(4) . . ?
C12 N3 Cu1 116.5(4) . . ?
C13 N3 Cu1 109.3(4) . . ?
N1 C1 C2 121.8(7) . . ?
C3 C2 C1 118.5(7) . . ?
C2 C3 C4 120.3(6) . . ?
C3 C4 C5 118.1(6) . . ?
N1 C5 C4 121.5(6) . . ?
N1 C5 C6 115.3(5) . . ?
C4 C5 C6 123.2(6) . . ?
C7 C6 N2 121.5(6) . . ?
C7 C6 C5 124.7(6) . . ?
N2 C6 C5 113.9(5) . . ?
C6 C7 C8 119.8(6) . . ?
C9 C8 C7 118.9(6) . . ?
C8 C9 C10 118.6(6) . . ?
N2 C10 O2 120.0(6) . . ?
N2 C10 C9 123.6(6) . . ?
O2 C10 C9 116.4(6) . . ?
O2 C11 C12 111.3(5) . . ?
N3 C12 C11 110.2(5) . . ?
N3 C13 C14 110.4(5) . . ?
O1 C14 N4 122.3(6) . . ?
O1 C14 C13 119.3(5) . . ?
N4 C14 C13 118.4(6) . . ?
O7 Cl2 O10 108.9(4) . . ?
O7 Cl2 O9 110.0(4) . . ?
O10 Cl2 O9 109.1(4) . . ?
O7 Cl2 O8 109.0(4) . . ?
O10 Cl2 O8 111.2(4) . . ?
O9 Cl2 O8 108.7(3) . . ?
N5 C16 C15 177.3(10) . . ?

_refine_diff_density_max         0.433
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.068



####################################################################### 
# 
# 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_Galia79b
_database_code_depnum_ccdc_archive 'CCDC 2169566'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'Galia79b (Pritam)'
_chemical_melting_point          ?
_chemical_formula_moiety         
'C62 H68 Cu2 N12 O10, 4(Cl O4), 4(C2 H3 N), 2(H2 O)'
_chemical_formula_sum            'C70 H84 Cl4 Cu2 N16 O28'
_chemical_formula_weight         1866.41

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   17.360(3)
_cell_length_b                   9.5805(16)
_cell_length_c                   24.673(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.134(4)
_cell_angle_gamma                90
_cell_volume                     4087.1(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7202
_cell_measurement_theta_min      1.378
_cell_measurement_theta_max      25.124

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_F_000             1932
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.742
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            24996
_diffrn_reflns_av_unetI/netI     0.1847
_diffrn_reflns_av_R_equivalents  0.1151
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.378
_diffrn_reflns_theta_max         25.124
_diffrn_reflns_theta_full        25.124
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             7202
_reflns_number_gt                5885
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0798P)²+10.5924P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7202
_refine_ls_number_parameters     565
_refine_ls_number_restraints     157
_refine_ls_R_factor_all          0.1915
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.2335
_refine_ls_wR_factor_gt          0.1919
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.41661(6) 0.17315(10) 0.59954(3) 0.0170(3) Uani 1 1 d D U . . .
O1 O 0.5012(3) -0.0310(5) 0.38544(19) 0.0200(12) Uani 1 1 d . U . . .
O2 O 0.3495(3) 0.0334(6) 0.4493(2) 0.0265(14) Uani 1 1 d . U . . .
O3 O 0.2904(3) 0.4575(6) 0.4246(2) 0.0310(15) Uani 1 1 d . U . . .
O4 O 0.2621(3) 0.2359(6) 0.52476(19) 0.0209(12) Uani 1 1 d . U . . .
O5 O 0.4740(3) 0.2347(6) 0.5258(2) 0.0230(13) Uani 1 1 d D U . . .
H5 H 0.5233(7) 0.240(6) 0.5242(16) 0.034 Uiso 1 1 d D U . . .
N1 N 0.6439(4) -0.0046(6) 0.4285(2) 0.0178(14) Uani 1 1 d . U . . .
H1 H 0.679957 -0.033414 0.460459 0.021 Uiso 1 1 calc R U . . .
N2 N 0.4635(4) 0.1879(6) 0.4051(2) 0.0179(14) Uani 1 1 d . U . . .
N3 N 0.2579(4) 0.1753(7) 0.4068(2) 0.0208(10) Uani 1 1 d . U . . .
N4 N 0.2599(5) 0.5107(8) 0.3371(3) 0.044(2) Uani 1 1 d . U . . .
H4A H 0.275138 0.597781 0.341662 0.053 Uiso 1 1 calc R U . . .
H4B H 0.241176 0.481500 0.304722 0.053 Uiso 1 1 calc R U . . .
N5 N 0.3365(3) 0.3276(7) 0.5956(2) 0.0183(13) Uani 1 1 d . U . . .
N6 N 0.4715(4) 0.3038(6) 0.6518(2) 0.0196(11) Uani 1 1 d . U . . .
C1 C 0.7493(5) -0.0268(9) 0.3666(4) 0.034(2) Uani 1 1 d . U . . .
C2 C 0.8239(5) -0.0327(11) 0.3922(4) 0.040(2) Uani 1 1 d . U . . .
H2 H 0.836206 0.025394 0.422914 0.049 Uiso 1 1 calc R U . . .
C3 C 0.8805(6) -0.1176(12) 0.3755(4) 0.056(3) Uani 1 1 d . U . . .
H3 H 0.931230 -0.117350 0.393578 0.068 Uiso 1 1 calc R U . . .
C4 C 0.8610(7) -0.2048(13) 0.3309(4) 0.062(3) Uani 1 1 d . U . . .
H4 H 0.899578 -0.265521 0.319225 0.075 Uiso 1 1 calc R U . . .
C5 C 0.7896(6) -0.2069(10) 0.3033(4) 0.037(2) Uani 1 1 d . U . . .
C6 C 0.7672(7) -0.2879(10) 0.2580(4) 0.051(3) Uani 1 1 d . U . . .
H6 H 0.804224 -0.350345 0.245386 0.061 Uiso 1 1 calc R U . . .
C7 C 0.6962(7) -0.2837(11) 0.2307(4) 0.053(3) Uani 1 1 d . U . . .
H7 H 0.684408 -0.343153 0.200214 0.063 Uiso 1 1 calc R U . . .
C8 C 0.6418(6) -0.1948(10) 0.2466(4) 0.046(2) Uani 1 1 d . U . . .
H8 H 0.592316 -0.191571 0.226893 0.055 Uiso 1 1 calc R U . . .
C9 C 0.6572(5) -0.1101(9) 0.2906(3) 0.0294(19) Uani 1 1 d . U . . .
H9 H 0.617939 -0.048949 0.300792 0.035 Uiso 1 1 calc R U . . .
C10 C 0.7295(6) -0.1102(9) 0.3212(3) 0.034(2) Uani 1 1 d . U . . .
C11 C 0.6897(5) 0.0670(9) 0.3881(4) 0.032(2) Uani 1 1 d . U . . .
H11A H 0.715941 0.149403 0.405567 0.038 Uiso 1 1 calc R U . . .
H11B H 0.654035 0.100646 0.357337 0.038 Uiso 1 1 calc R U . . .
C12 C 0.5872(4) 0.0950(8) 0.4472(3) 0.0199(18) Uani 1 1 d . U . . .
H12A H 0.607732 0.191248 0.446073 0.024 Uiso 1 1 calc R U . . .
H12B H 0.577021 0.073490 0.485146 0.024 Uiso 1 1 calc R U . . .
C13 C 0.5145(4) 0.0830(8) 0.4107(3) 0.0172(16) Uani 1 1 d . U . . .
C14 C 0.3883(4) 0.1647(9) 0.3750(3) 0.0203(17) Uani 1 1 d . U . . .
H14A H 0.392959 0.091755 0.347085 0.024 Uiso 1 1 calc R U . . .
H14B H 0.370503 0.251845 0.356291 0.024 Uiso 1 1 calc R U . . .
C15 C 0.3299(5) 0.1194(8) 0.4138(3) 0.0186(17) Uani 1 1 d . U . . .
C16 C 0.2339(5) 0.2781(8) 0.3656(3) 0.0208(10) Uani 1 1 d . U . . .
H16A H 0.176644 0.281905 0.361184 0.025 Uiso 1 1 calc R U . . .
H16B H 0.251700 0.248046 0.330374 0.025 Uiso 1 1 calc R U . . .
C17 C 0.2651(5) 0.4230(8) 0.3791(3) 0.0208(10) Uani 1 1 d . U . . .
C18 C 0.2008(5) 0.1321(8) 0.4444(3) 0.0232(19) Uani 1 1 d . U . . .
H18A H 0.217233 0.042011 0.461316 0.028 Uiso 1 1 calc R U . . .
H18B H 0.150189 0.117421 0.423351 0.028 Uiso 1 1 calc R U . . .
C19 C 0.1914(5) 0.2368(9) 0.4882(3) 0.0250(19) Uani 1 1 d . U . . .
H19A H 0.182580 0.330839 0.472204 0.030 Uiso 1 1 calc R U . . .
H19B H 0.146559 0.212113 0.508378 0.030 Uiso 1 1 calc R U . . .
C20 C 0.2699(5) 0.3346(8) 0.5641(3) 0.0209(17) Uani 1 1 d . U . . .
C21 C 0.2144(5) 0.4369(9) 0.5718(3) 0.030(2) Uani 1 1 d . U . . .
H21 H 0.166521 0.438548 0.549846 0.035 Uiso 1 1 calc R U . . .
C22 C 0.2306(5) 0.5345(9) 0.6116(4) 0.036(2) Uani 1 1 d . U . . .
H22 H 0.193984 0.605548 0.617236 0.043 Uiso 1 1 calc R U . . .
C23 C 0.3005(5) 0.5302(9) 0.6439(3) 0.031(2) Uani 1 1 d . U . . .
H23 H 0.312347 0.597742 0.671595 0.037 Uiso 1 1 calc R U . . .
C24 C 0.3519(5) 0.4254(8) 0.6346(3) 0.0200(17) Uani 1 1 d . U . . .
C25 C 0.4281(5) 0.4114(8) 0.6664(3) 0.0196(11) Uani 1 1 d . U . . .
C26 C 0.4523(6) 0.4972(10) 0.7088(4) 0.048(3) Uani 1 1 d . U . . .
H26 H 0.420179 0.570874 0.719333 0.057 Uiso 1 1 calc R U . . .
C27 C 0.5247(6) 0.4750(11) 0.7363(4) 0.055(3) Uani 1 1 d . U . . .
H27 H 0.542638 0.534186 0.765676 0.066 Uiso 1 1 calc R U . . .
C28 C 0.5707(6) 0.3658(10) 0.7208(4) 0.043(3) Uani 1 1 d . U . . .
H28 H 0.620292 0.348418 0.739118 0.051 Uiso 1 1 calc R U . . .
C29 C 0.5417(5) 0.2839(9) 0.6779(3) 0.030(2) Uani 1 1 d . U . . .
H29 H 0.572859 0.210058 0.666203 0.035 Uiso 1 1 calc R U . . .
C30 C 0.4393(5) 0.3298(8) 0.4868(3) 0.0212(17) Uani 1 1 d D U . . .
H30A H 0.444988 0.425790 0.501436 0.025 Uiso 1 1 calc R U . . .
H30B H 0.383262 0.309153 0.480761 0.025 Uiso 1 1 calc R U . . .
C31 C 0.4743(5) 0.3229(8) 0.4328(3) 0.0215(17) Uani 1 1 d . U . . .
H31A H 0.450876 0.396915 0.408676 0.026 Uiso 1 1 calc R U . . .
H31B H 0.530414 0.342524 0.439079 0.026 Uiso 1 1 calc R U . . .
Cl1 Cl 0.22983(14) 0.8845(2) 0.30699(8) 0.0310(6) Uani 1 1 d . U . . .
O7 O 0.2058(4) 0.7886(6) 0.2647(2) 0.054(2) Uani 1 1 d . U . . .
O8 O 0.2779(4) 0.8209(7) 0.3494(3) 0.060(2) Uani 1 1 d . U . . .
O9 O 0.2664(7) 0.9991(9) 0.2864(3) 0.120(4) Uani 1 1 d . U . . .
O10 O 0.1646(5) 0.9371(12) 0.3300(4) 0.115(4) Uani 1 1 d . U . . .
O6 O 0.3797(3) 0.6981(6) 0.4452(3) 0.0394(17) Uani 1 1 d G . . . .
H6A H 0.350447 0.767125 0.436493 0.059 Uiso 1 1 d G U . . .
H6B H 0.349033 0.629866 0.447665 0.059 Uiso 1 1 d G U . . .
N7 N 0.5287(6) 1.1722(10) 0.2844(4) 0.060(3) Uani 1 1 d . U . . .
C32 C 0.4859(7) 1.1214(13) 0.2533(5) 0.053(3) Uani 1 1 d . U . . .
C33 C 0.4319(8) 1.0538(17) 0.2146(6) 0.102(5) Uani 1 1 d . U . . .
H33A H 0.456275 1.037102 0.180883 0.153 Uiso 1 1 calc R U . . .
H33B H 0.386403 1.113565 0.206946 0.153 Uiso 1 1 calc R U . . .
H33C H 0.416032 0.964573 0.229521 0.153 Uiso 1 1 calc R U . . .
N8 N -0.2248(6) 0.2174(10) 0.4988(4) 0.065(3) Uani 1 1 d . U . . .
C34 C -0.1731(8) 0.2547(12) 0.5239(4) 0.056(3) Uani 1 1 d . U . . .
C35 C -0.1065(8) 0.3051(16) 0.5565(6) 0.102(5) Uani 1 1 d . U . . .
H35A H -0.096957 0.402558 0.547023 0.153 Uiso 1 1 calc R U . . .
H35B H -0.061442 0.248309 0.549729 0.153 Uiso 1 1 calc R U . . .
H35C H -0.115613 0.299115 0.595071 0.153 Uiso 1 1 calc R U . . .
Cl2 Cl 0.5057(9) 0.8035(17) 0.0922(6) 0.093(4) Uani 0.546(16) 1 d D U P A 1
O11 O 0.5745(9) 0.763(2) 0.1163(8) 0.093(4) Uani 0.546(16) 1 d . U P A 1
O12 O 0.4348(8) 0.860(2) 0.1027(8) 0.092(7) Uani 0.546(16) 1 d . U P A 1
O13 O 0.4890(11) 0.701(4) 0.0486(10) 0.224(16) Uani 0.546(16) 1 d . U P A 1
O14 O 0.5444(15) 0.916(2) 0.0707(16) 0.224(14) Uani 0.546(16) 1 d D U P A 1
Cl2A Cl 0.5084(12) 0.8282(15) 0.1017(6) 0.083(5) Uani 0.454(16) 1 d D U P A 2
O11A O 0.4759(12) 0.757(3) 0.1438(6) 0.118(10) Uani 0.454(16) 1 d D U P A 2
O12A O 0.4540(13) 0.864(2) 0.0657(10) 0.083(5) Uani 0.454(16) 1 d . U P A 2
O13A O 0.561(2) 0.738(4) 0.0795(13) 0.169(14) Uani 0.454(16) 1 d . U P A 2
O14A O 0.5427(12) 0.953(2) 0.1215(11) 0.139(12) Uani 0.454(16) 1 d D U P A 2


_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 N6 1.979(6) . ?
Cu1 O1 1.983(5) 3_656 ?
Cu1 N1 2.015(6) 3_656 ?
Cu1 N5 2.028(6) . ?
Cu1 O5 2.230(5) . ?
O1 C13 1.267(9) . ?
O2 C15 1.228(8) . ?
O3 C17 1.215(8) . ?
O4 C20 1.352(9) . ?
O4 C19 1.456(9) . ?
O5 C30 1.421(8) . ?
N1 C12 1.474(9) . ?
N1 C11 1.496(10) . ?
N2 C13 1.338(9) . ?
N2 C14 1.461(9) . ?
N2 C31 1.467(9) . ?
N3 C15 1.356(10) . ?
N3 C16 1.450(9) . ?
N3 C18 1.475(10) . ?
N4 C17 1.330(9) . ?
N5 C20 1.336(9) . ?
N5 C24 1.354(9) . ?
N6 C29 1.340(10) . ?
N6 C25 1.346(10) . ?
C1 C2 1.390(12) . ?
C1 C10 1.393(12) . ?
C1 C11 1.503(12) . ?
C2 C3 1.367(13) . ?
C3 C4 1.401(15) . ?
C4 C5 1.359(14) . ?
C5 C6 1.388(13) . ?
C5 C10 1.492(13) . ?
C6 C7 1.352(14) . ?
C7 C8 1.356(14) . ?
C8 C9 1.361(12) . ?
C9 C10 1.405(12) . ?
C12 C13 1.489(10) . ?
C14 C15 1.518(11) . ?
C16 C17 1.517(11) . ?
C18 C19 1.495(11) . ?
C20 C21 1.400(11) . ?
C21 C22 1.367(11) . ?
C22 C23 1.391(12) . ?
C23 C24 1.377(11) . ?
C24 C25 1.483(11) . ?
C25 C26 1.366(11) . ?
C26 C27 1.390(13) . ?
C27 C28 1.391(13) . ?
C28 C29 1.377(11) . ?
C30 C31 1.514(10) . ?
Cl1 O9 1.387(8) . ?
Cl1 O10 1.405(8) . ?
Cl1 O8 1.416(6) . ?
Cl1 O7 1.424(6) . ?
N7 C32 1.130(14) . ?
C32 C33 1.432(17) . ?
N8 C34 1.104(13) . ?
C34 C35 1.431(16) . ?
Cl2 O11 1.34(3) . ?
Cl2 O12 1.39(2) . ?
Cl2 O14 1.4002(11) . ?
Cl2 O13 1.47(3) . ?
Cl2A O12A 1.28(3) . ?
Cl2A O13A 1.40(4) . ?
Cl2A O11A 1.4002(11) . ?
Cl2A O14A 1.4002(11) . ?

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
N6 Cu1 O1 90.9(2) . 3_656 ?
N6 Cu1 N1 159.5(2) . 3_656 ?
O1 Cu1 N1 81.9(2) 3_656 3_656 ?
N6 Cu1 N5 81.9(3) . . ?
O1 Cu1 N5 171.6(2) 3_656 . ?
N1 Cu1 N5 103.5(3) 3_656 . ?
N6 Cu1 O5 98.0(2) . . ?
O1 Cu1 O5 88.1(2) 3_656 . ?
N1 Cu1 O5 100.9(2) 3_656 . ?
N5 Cu1 O5 97.0(2) . . ?
C13 O1 Cu1 113.8(5) . 3_656 ?
C20 O4 C19 117.6(6) . . ?
C30 O5 Cu1 121.9(4) . . ?
C12 N1 C11 108.7(6) . . ?
C12 N1 Cu1 106.5(5) . 3_656 ?
C11 N1 Cu1 115.5(5) . 3_656 ?
C13 N2 C14 119.3(6) . . ?
C13 N2 C31 124.0(6) . . ?
C14 N2 C31 116.2(6) . . ?
C15 N3 C16 124.1(7) . . ?
C15 N3 C18 118.2(6) . . ?
C16 N3 C18 117.6(6) . . ?
C20 N5 C24 119.1(7) . . ?
C20 N5 Cu1 128.2(6) . . ?
C24 N5 Cu1 112.3(5) . . ?
C29 N6 C25 119.2(7) . . ?
C29 N6 Cu1 125.9(5) . . ?
C25 N6 Cu1 114.3(5) . . ?
C2 C1 C10 119.6(9) . . ?
C2 C1 C11 120.4(9) . . ?
C10 C1 C11 119.9(9) . . ?
C3 C2 C1 123.6(10) . . ?
C2 C3 C4 117.5(11) . . ?
C5 C4 C3 123.2(11) . . ?
C4 C5 C6 126.0(10) . . ?
C4 C5 C10 118.3(9) . . ?
C6 C5 C10 115.7(9) . . ?
C7 C6 C5 124.2(10) . . ?
C6 C7 C8 120.1(10) . . ?
C7 C8 C9 120.9(11) . . ?
C8 C9 C10 122.0(9) . . ?
C1 C10 C9 125.2(9) . . ?
C1 C10 C5 117.7(9) . . ?
C9 C10 C5 117.1(8) . . ?
N1 C11 C1 112.6(7) . . ?
N1 C12 C13 108.4(6) . . ?
O1 C13 N2 120.6(7) . . ?
O1 C13 C12 118.1(7) . . ?
N2 C13 C12 121.4(7) . . ?
N2 C14 C15 109.9(6) . . ?
O2 C15 N3 123.3(7) . . ?
O2 C15 C14 118.9(7) . . ?
N3 C15 C14 117.9(7) . . ?
N3 C16 C17 113.1(6) . . ?
O3 C17 N4 122.8(8) . . ?
O3 C17 C16 123.0(7) . . ?
N4 C17 C16 114.1(6) . . ?
N3 C18 C19 112.9(7) . . ?
O4 C19 C18 107.7(6) . . ?
N5 C20 O4 114.1(7) . . ?
N5 C20 C21 121.8(7) . . ?
O4 C20 C21 124.2(7) . . ?
C22 C21 C20 118.5(8) . . ?
C21 C22 C23 120.3(8) . . ?
C24 C23 C22 118.1(8) . . ?
N5 C24 C23 122.2(8) . . ?
N5 C24 C25 115.2(7) . . ?
C23 C24 C25 122.6(7) . . ?
N6 C25 C26 121.7(8) . . ?
N6 C25 C24 114.9(6) . . ?
C26 C25 C24 123.3(8) . . ?
C25 C26 C27 119.0(9) . . ?
C26 C27 C28 119.8(9) . . ?
C29 C28 C27 117.4(9) . . ?
N6 C29 C28 122.8(8) . . ?
O5 C30 C31 112.8(6) . . ?
N2 C31 C30 113.8(6) . . ?
O9 Cl1 O10 106.1(7) . . ?
O9 Cl1 O8 110.6(5) . . ?
O10 Cl1 O8 107.4(5) . . ?
O9 Cl1 O7 110.9(5) . . ?
O10 Cl1 O7 109.5(5) . . ?
O8 Cl1 O7 112.2(4) . . ?
N7 C32 C33 178.6(14) . . ?
N8 C34 C35 179.1(15) . . ?
O11 Cl2 O12 142.8(17) . . ?
O11 Cl2 O14 87.2(16) . . ?
O12 Cl2 O14 103(2) . . ?
O11 Cl2 O13 103.9(18) . . ?
O12 Cl2 O13 106.3(15) . . ?
O14 Cl2 O13 108(2) . . ?
O12A Cl2A O13A 111(2) . . ?
O12A Cl2A O11A 109(2) . . ?
O13A Cl2A O11A 108(2) . . ?
O12A Cl2A O14A 106.2(19) . . ?
O13A Cl2A O14A 113(3) . . ?
O11A Cl2A O14A 109.9(17) . . ?

_refine_diff_density_max         1.184
_refine_diff_density_min         -1.018
_refine_diff_density_rms         0.121



####################################################################### 
# 
# 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_Galia77b
_database_code_depnum_ccdc_archive 'CCDC 2169567'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'Galia77b (Pritam)'
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C46 H66 Cu2 N12 O13), 8(Cl O4), 3(C2 H3 N), O'
_chemical_formula_sum            'C98 H141 Cl8 Cu4 N27 O59'
_chemical_formula_weight         3179.19

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

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

_cell_length_a                   23.575(3)
_cell_length_b                   25.656(3)
_cell_length_c                   21.546(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13032(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11534
_cell_measurement_theta_min      1.506
_cell_measurement_theta_max      25.079

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_F_000             6568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.915
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.790
_exptl_absorpt_correction_T_max  0.878
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            68495
_diffrn_reflns_av_unetI/netI     0.1243
_diffrn_reflns_av_R_equivalents  0.1197
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.506
_diffrn_reflns_theta_max         25.079
_diffrn_reflns_theta_full        25.079
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             11534
_reflns_number_gt                8247
_reflns_threshold_expression     'I > 2σ(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.
;

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0858P)²+55.1355P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11534
_refine_ls_number_parameters     872
_refine_ls_number_restraints     267
_refine_ls_R_factor_all          0.1604
_refine_ls_R_factor_gt           0.0688
_refine_ls_wR_factor_ref         0.2075
_refine_ls_wR_factor_gt          0.1571
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.001

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 0.26929(4) 0.67288(3) 0.42988(4) 0.0222(2) Uani 1 1 d . U . . .
Cu2 Cu 0.42252(4) 0.65251(3) 0.55053(4) 0.0183(2) Uani 1 1 d . U . . .
O1 O 0.1894(2) 0.6792(2) 0.3582(2) 0.0328(13) Uani 1 1 d . U . . .
O2 O 0.2221(2) 0.63218(18) 0.4876(2) 0.0228(11) Uani 1 1 d . U . . .
O3 O 0.0708(3) 0.6737(3) 0.5492(3) 0.0499(17) Uani 1 1 d . U . . .
H3 H 0.038128 0.665246 0.537371 0.075 Uiso 1 1 calc R U . . .
O4 O 0.2800(2) 0.60562(18) 0.6189(2) 0.0219(11) Uani 1 1 d . U . . .
O5 O 0.1563(3) 0.4227(2) 0.6825(3) 0.0419(15) Uani 1 1 d . U . . .
O6 O 0.3732(2) 0.53919(18) 0.5774(2) 0.0231(11) Uani 1 1 d . U . . .
O7 O 0.51480(19) 0.63509(18) 0.5924(2) 0.0197(11) Uani 1 1 d . U . . .
O8 O 0.42517(19) 0.72387(17) 0.5858(2) 0.0190(10) Uani 1 1 d . U . . .
O9 O 0.2546(2) 0.7311(2) 0.6669(2) 0.0307(13) Uani 1 1 d . U . . .
H9 H 0.256318 0.708768 0.695409 0.046 Uiso 1 1 calc R U . . .
O10 O 0.3129(2) 0.78218(19) 0.5427(2) 0.0226(11) Uani 1 1 d . U . . .
O11 O 0.4598(2) 0.8485(2) 0.4787(3) 0.0328(13) Uani 1 1 d . U . . .
O12 O 0.3202(2) 0.78649(19) 0.4076(2) 0.0256(12) Uani 1 1 d . U . . .
O13 O 0.3259(2) 0.67584(19) 0.5307(2) 0.0241(11) Uani 1 1 d . U . . .
H13A H 0.319854 0.710115 0.537759 0.036 Uiso 1 1 d R U . . .
H13B H 0.302554 0.660346 0.558344 0.036 Uiso 1 1 d R U . . .
N1 N 0.3225(2) 0.7063(2) 0.3676(3) 0.0210(13) Uani 1 1 d . U . . .
N2 N 0.2986(3) 0.6093(2) 0.3908(3) 0.0266(14) Uani 1 1 d . U . . .
N3 N 0.2271(2) 0.7335(2) 0.4653(3) 0.0187(13) Uani 1 1 d . U . . .
H3A H 0.255507 0.760701 0.476957 0.022 Uiso 1 1 calc R U . . .
N4 N 0.1772(2) 0.6358(2) 0.5792(3) 0.0196(13) Uani 1 1 d . U . . .
N5 N 0.2569(3) 0.5204(2) 0.6307(3) 0.0231(14) Uani 1 1 d . U . . .
N6 N 0.1912(3) 0.4923(3) 0.7327(3) 0.0417(19) Uani 1 1 d . U . . .
H6A H 0.173567 0.484484 0.767476 0.050 Uiso 1 1 calc R U . . .
H6B H 0.212794 0.520284 0.730802 0.050 Uiso 1 1 calc R U . . .
N7 N 0.4022(2) 0.6334(2) 0.6378(3) 0.0193(13) Uani 1 1 d . U . . .
H7 H 0.369625 0.608560 0.636107 0.023 Uiso 1 1 calc R U . . .
N8 N 0.4223(2) 0.5829(2) 0.5054(3) 0.0179(12) Uani 1 1 d . U . . .
N9 N 0.4493(2) 0.6766(2) 0.4690(3) 0.0201(13) Uani 1 1 d . U . . .
N10 N 0.3725(2) 0.7728(2) 0.6500(3) 0.0167(12) Uani 1 1 d . U . . .
N11 N 0.3484(2) 0.8616(2) 0.5180(3) 0.0196(13) Uani 1 1 d . U . . .
N12 N 0.4885(3) 0.9238(3) 0.5203(4) 0.072(3) Uani 1 1 d . U . . .
H12A H 0.523925 0.918885 0.508767 0.086 Uiso 1 1 calc R U . . .
H12B H 0.479032 0.952117 0.540795 0.086 Uiso 1 1 calc R U . . .
C0AA C 0.3125(3) 0.5070(3) 0.6562(3) 0.0253(17) Uani 1 1 d . U . . .
H0AA H 0.308091 0.477947 0.686071 0.030 Uiso 1 1 calc R U . . .
H0AB H 0.327754 0.537368 0.679108 0.030 Uiso 1 1 calc R U . . .
C1 C 0.1607(4) 0.6314(3) 0.3419(4) 0.048(2) Uani 1 1 d . U . . .
H1A H 0.185500 0.610130 0.315650 0.072 Uiso 1 1 calc R U . . .
H1B H 0.125764 0.639605 0.319227 0.072 Uiso 1 1 calc R U . . .
H1C H 0.151268 0.612067 0.379749 0.072 Uiso 1 1 calc R U . . .
C2 C 0.1522(3) 0.7146(3) 0.3890(4) 0.034(2) Uani 1 1 d . U . . .
H2A H 0.130292 0.696133 0.421548 0.041 Uiso 1 1 calc R U . . .
H2B H 0.125181 0.730007 0.359041 0.041 Uiso 1 1 calc R U . . .
C3 C 0.1885(3) 0.7565(3) 0.4177(3) 0.0250(17) Uani 1 1 d . U . . .
H3B H 0.211189 0.773736 0.384994 0.030 Uiso 1 1 calc R U . . .
H3C H 0.163905 0.783077 0.437303 0.030 Uiso 1 1 calc R U . . .
C4 C 0.2872(3) 0.5598(3) 0.4093(4) 0.0322(19) Uani 1 1 d . U . . .
H4 H 0.265197 0.554325 0.445674 0.039 Uiso 1 1 calc R U . . .
C5 C 0.3069(3) 0.5167(3) 0.3763(4) 0.0320(19) Uani 1 1 d . U . . .
H5 H 0.298237 0.482363 0.389655 0.038 Uiso 1 1 calc R U . . .
C6 C 0.3387(3) 0.5248(3) 0.3246(4) 0.0325(19) Uani 1 1 d . U . . .
H6 H 0.353145 0.495881 0.302025 0.039 Uiso 1 1 calc R U . . .
C7 C 0.3501(3) 0.5748(3) 0.3048(4) 0.0283(18) Uani 1 1 d . U . . .
H7A H 0.372316 0.580482 0.268669 0.034 Uiso 1 1 calc R U . . .
C8 C 0.3289(3) 0.6167(3) 0.3382(3) 0.0219(16) Uani 1 1 d . U . . .
C9 C 0.3393(3) 0.6720(3) 0.3229(3) 0.0211(15) Uani 1 1 d . U . . .
C10 C 0.3636(3) 0.6879(3) 0.2681(3) 0.0239(17) Uani 1 1 d . U . . .
H10 H 0.374188 0.663233 0.237342 0.029 Uiso 1 1 calc R U . . .
C11 C 0.3724(3) 0.7403(3) 0.2586(4) 0.0283(18) Uani 1 1 d . U . . .
H11 H 0.387872 0.751956 0.220382 0.034 Uiso 1 1 calc R U . . .
C12 C 0.3590(3) 0.7760(3) 0.3040(3) 0.0243(17) Uani 1 1 d . U . . .
H12 H 0.366255 0.812122 0.298532 0.029 Uiso 1 1 calc R U . . .
C13 C 0.3341(3) 0.7568(3) 0.3590(3) 0.0216(16) Uani 1 1 d . U . . .
C14 C 0.1983(3) 0.6587(3) 0.5286(3) 0.0181(15) Uani 1 1 d . U . . .
C15 C 0.1971(3) 0.7173(3) 0.5227(3) 0.0182(15) Uani 1 1 d . U . . .
H15A H 0.157248 0.729539 0.521235 0.022 Uiso 1 1 calc R U . . .
H15B H 0.215577 0.733325 0.559271 0.022 Uiso 1 1 calc R U . . .
C18 C 0.3334(3) 0.8422(3) 0.4049(3) 0.0224(16) Uani 1 1 d . U . . .
H18A H 0.315123 0.858166 0.368196 0.027 Uiso 1 1 calc R U . . .
H18B H 0.374872 0.847386 0.401686 0.027 Uiso 1 1 calc R U . . .
C19 C 0.3111(3) 0.8670(3) 0.4638(3) 0.0215(16) Uani 1 1 d . U . . .
H19A H 0.304764 0.904525 0.455847 0.026 Uiso 1 1 calc R U . . .
H19B H 0.273927 0.851183 0.473787 0.026 Uiso 1 1 calc R U . . .
C20 C 0.3904(3) 0.9021(3) 0.5292(4) 0.0255(17) Uani 1 1 d . U . . .
H20A H 0.391946 0.909324 0.574299 0.031 Uiso 1 1 calc R U . . .
H20B H 0.377948 0.934477 0.508188 0.031 Uiso 1 1 calc R U . . .
C21 C 0.4495(3) 0.8884(3) 0.5068(4) 0.0323(19) Uani 1 1 d . U . . .
C22 C 0.3456(3) 0.8187(3) 0.5538(3) 0.0181(15) Uani 1 1 d . U . . .
C23 C 0.3834(3) 0.8177(3) 0.6114(3) 0.0188(15) Uani 1 1 d . U . . .
H23A H 0.423627 0.817384 0.598412 0.023 Uiso 1 1 calc R U . . .
H23B H 0.376808 0.849763 0.635930 0.023 Uiso 1 1 calc R U . . .
C24 C 0.3361(3) 0.7807(3) 0.7047(3) 0.0216(16) Uani 1 1 d . U . . .
H24A H 0.345845 0.814593 0.724034 0.026 Uiso 1 1 calc R U . . .
H24B H 0.344253 0.753027 0.735399 0.026 Uiso 1 1 calc R U . . .
C25 C 0.2734(3) 0.7802(3) 0.6899(4) 0.0258(17) Uani 1 1 d . U . . .
H25A H 0.251794 0.788870 0.727954 0.031 Uiso 1 1 calc R U . . .
H25B H 0.265245 0.807413 0.658598 0.031 Uiso 1 1 calc R U . . .
C26 C 0.3952(3) 0.7278(3) 0.6340(3) 0.0174(15) Uani 1 1 d . U . . .
C27 C 0.3836(3) 0.6798(3) 0.6716(3) 0.0236(16) Uani 1 1 d . U . . .
H27A H 0.403845 0.682077 0.711696 0.028 Uiso 1 1 calc R U . . .
H27B H 0.342413 0.677300 0.680279 0.028 Uiso 1 1 calc R U . . .
C28 C 0.4507(3) 0.6062(3) 0.6682(3) 0.0191(15) Uani 1 1 d . U . . .
H28A H 0.453799 0.570352 0.651417 0.023 Uiso 1 1 calc R U . . .
H28B H 0.443503 0.603580 0.713347 0.023 Uiso 1 1 calc R U . . .
C29 C 0.5054(3) 0.6346(3) 0.6574(3) 0.0213(16) Uani 1 1 d . U . . .
H29A H 0.502761 0.670680 0.673507 0.026 Uiso 1 1 calc R U . . .
H29B H 0.536941 0.616647 0.678882 0.026 Uiso 1 1 calc R U . . .
C30 C 0.5623(3) 0.6670(3) 0.5762(4) 0.035(2) Uani 1 1 d . U . . .
H30A H 0.567650 0.666320 0.531099 0.052 Uiso 1 1 calc R U . . .
H30B H 0.596458 0.653568 0.596618 0.052 Uiso 1 1 calc R U . . .
H30C H 0.555326 0.702856 0.589770 0.052 Uiso 1 1 calc R U . . .
C31 C 0.1854(3) 0.4622(3) 0.6835(4) 0.0275(18) Uani 1 1 d . U . . .
C32 C 0.2171(3) 0.4770(3) 0.6242(3) 0.0250(17) Uani 1 1 d . U . . .
H32A H 0.238171 0.446072 0.609286 0.030 Uiso 1 1 calc R U . . .
H32B H 0.188817 0.486155 0.591990 0.030 Uiso 1 1 calc R U . . .
C34 C 0.3542(3) 0.4912(3) 0.6065(4) 0.0247(17) Uani 1 1 d . U . . .
H34A H 0.386691 0.472343 0.624975 0.030 Uiso 1 1 calc R U . . .
H34B H 0.335708 0.468271 0.575600 0.030 Uiso 1 1 calc R U . . .
C35 C 0.4048(3) 0.5358(3) 0.5249(3) 0.0201(15) Uani 1 1 d . U . . .
C36 C 0.4181(3) 0.4894(3) 0.4946(3) 0.0223(16) Uani 1 1 d . U . . .
H36 H 0.406900 0.456612 0.510867 0.027 Uiso 1 1 calc R U . . .
C37 C 0.4480(3) 0.4931(3) 0.4403(3) 0.0256(17) Uani 1 1 d . U . . .
H37 H 0.457571 0.462380 0.418089 0.031 Uiso 1 1 calc R U . . .
C38 C 0.4643(3) 0.5409(3) 0.4176(3) 0.0258(17) Uani 1 1 d . U . . .
H38 H 0.484660 0.543281 0.379678 0.031 Uiso 1 1 calc R U . . .
C39 C 0.4508(3) 0.5853(3) 0.4503(3) 0.0183(15) Uani 1 1 d . U . . .
C40 C 0.4628(3) 0.6387(3) 0.4288(3) 0.0211(15) Uani 1 1 d . U . . .
C41 C 0.4831(3) 0.6500(3) 0.3692(3) 0.0232(16) Uani 1 1 d . U . . .
H41 H 0.492802 0.622948 0.341073 0.028 Uiso 1 1 calc R U . . .
C42 C 0.4887(3) 0.7012(3) 0.3528(3) 0.0260(18) Uani 1 1 d . U . . .
H42 H 0.502634 0.709973 0.312747 0.031 Uiso 1 1 calc R U . . .
C43 C 0.4742(3) 0.7403(3) 0.3939(3) 0.0246(17) Uani 1 1 d . U . . .
H43 H 0.477203 0.775820 0.382083 0.029 Uiso 1 1 calc R U . . .
C44 C 0.4553(3) 0.7270(3) 0.4520(3) 0.0239(16) Uani 1 1 d . U . . .
H44 H 0.446243 0.753761 0.480880 0.029 Uiso 1 1 calc R U . . .
C45 C 0.2454(3) 0.5695(3) 0.6137(3) 0.0234(16) Uani 1 1 d . U . . .
C46 C 0.1856(3) 0.5805(3) 0.5876(4) 0.0250(17) Uani 1 1 d . U . . .
H46A H 0.181010 0.562437 0.547276 0.030 Uiso 1 1 calc R U . . .
H46B H 0.156661 0.566720 0.616547 0.030 Uiso 1 1 calc R U . . .
C47 C 0.1426(3) 0.6641(3) 0.6255(3) 0.0247(17) Uani 1 1 d . U . . .
H47A H 0.152207 0.701646 0.624806 0.030 Uiso 1 1 calc R U . . .
H47B H 0.150572 0.650484 0.667613 0.030 Uiso 1 1 calc R U . . .
C48 C 0.0792(3) 0.6566(4) 0.6100(4) 0.041(2) Uani 1 1 d . U . . .
H48A H 0.068640 0.619444 0.613866 0.049 Uiso 1 1 calc R U . . .
H48B H 0.055465 0.677163 0.638962 0.049 Uiso 1 1 calc R U . . .
Cl1 Cl 0.29007(9) 0.37962(7) 0.29535(9) 0.0308(5) Uani 1 1 d . U . . .
O14 O 0.2432(3) 0.4080(3) 0.2686(3) 0.061(2) Uani 1 1 d . U . . .
O15 O 0.2823(2) 0.3251(2) 0.2816(2) 0.0316(13) Uani 1 1 d . U . . .
O16 O 0.2912(3) 0.3866(2) 0.3612(3) 0.0417(15) Uani 1 1 d . U . . .
O17 O 0.3423(2) 0.3980(2) 0.2681(3) 0.0379(14) Uani 1 1 d . U . . .
Cl2 Cl 0.14850(8) 0.84964(7) 0.59294(8) 0.0238(4) Uani 1 1 d . U . . .
O18 O 0.1881(3) 0.8415(2) 0.5440(3) 0.059(2) Uani 1 1 d . U . . .
O19 O 0.1300(2) 0.80037(19) 0.6173(2) 0.0320(13) Uani 1 1 d . U . . .
O20 O 0.1744(3) 0.8799(2) 0.6413(3) 0.0452(16) Uani 1 1 d . U . . .
O21 O 0.1004(2) 0.8776(2) 0.5690(3) 0.0383(14) Uani 1 1 d . U . . .
Cl3 Cl 0.500000 0.51435(10) 0.250000 0.0224(6) Uani 1 2 d S TU P . .
O22 O 0.5336(2) 0.48276(19) 0.2094(2) 0.0279(13) Uani 1 1 d . U . . .
O23 O 0.4636(3) 0.5472(3) 0.2140(3) 0.056(2) Uani 1 1 d . U . . .
Cl4 Cl 0.11651(12) 0.50443(11) 0.89225(14) 0.0677(8) Uani 1 1 d D U . . .
O24 O 0.1743(5) 0.5140(4) 0.8876(6) 0.0677(8) Uani 0.601(9) 1 d . U P A 1
O24A O 0.1714(8) 0.4997(7) 0.9496(9) 0.0677(8) Uani 0.399(9) 1 d . U P A 2
O25 O 0.1105(6) 0.4742(4) 0.9477(3) 0.0677(8) Uani 0.601(9) 1 d D U P A 1
O25A O 0.0807(9) 0.4803(7) 0.9402(9) 0.0677(8) Uani 0.399(9) 1 d . U P A 2
O26 O 0.0887(4) 0.5548(3) 0.8891(5) 0.102(3) Uani 1 1 d . U . . .
O27 O 0.1025(4) 0.4758(3) 0.8364(4) 0.107(3) Uani 1 1 d . U . . .
N14 N 0.0541(6) 0.5141(5) 0.6070(7) 0.136(4) Uani 1 1 d D U . . .
C51 C 0.028(3) 0.4425(11) 0.6914(15) 0.136(4) Uani 0.5 1 d D U P B 1
H51A H 0.026098 0.456096 0.733848 0.204 Uiso 0.5 1 calc R U P B 1
H51B H 0.056883 0.414999 0.689267 0.204 Uiso 0.5 1 calc R U P B 1
H51C H -0.008920 0.428041 0.679692 0.204 Uiso 0.5 1 calc R U P B 1
C51A C 0.040(3) 0.4377(11) 0.6878(16) 0.136(4) Uani 0.5 1 d D U P B 2
H51D H 0.078900 0.425817 0.697763 0.204 Uiso 0.5 1 calc R U P B 2
H51E H 0.020181 0.410122 0.665518 0.204 Uiso 0.5 1 calc R U P B 2
H51F H 0.020196 0.446039 0.726244 0.204 Uiso 0.5 1 calc R U P B 2
C52 C 0.0438(8) 0.4864(5) 0.6469(7) 0.136(4) Uani 1 1 d D U . . .
Cl5 Cl 0.500000 0.79066(13) 0.750000 0.0537(9) Uani 1 2 d S TU P . .
O28 O 0.5445(3) 0.7563(3) 0.7313(4) 0.082(2) Uani 1 1 d . U . . .
O29 O 0.5075(6) 0.8162(5) 0.8116(7) 0.0537(9) Uani 0.5 1 d . U P C 1
O29A O 0.5332(6) 0.8275(5) 0.7831(7) 0.0537(9) Uani 0.5 1 d . U P C 2
O32 O 0.3906(11) 0.9022(10) 0.2684(13) 0.160(10) Uiso 0.5 1 d . . P . .
N13 N 0.000000 0.6875(5) 0.750000 0.058(3) Uani 1 2 d S TU P . .
C49 C 0.000000 0.6448(6) 0.750000 0.221(14) Uani 1 2 d DS TU P . .
C50 C 0.000000 0.5864(6) 0.750000 0.221(14) Uani 1 2 d DS TU P . .
H50A H -0.038306 0.573625 0.740934 0.332 Uiso 0.5 1 calc R U P D -1
H50B H 0.011978 0.573626 0.790832 0.332 Uiso 0.5 1 calc R U P D -1
H50C H 0.026328 0.573625 0.718234 0.332 Uiso 0.5 1 calc R U P D -1


_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 N2 1.962(6) . ?
Cu1 O2 1.969(5) . ?
Cu1 N3 1.997(6) . ?
Cu1 N1 2.028(6) . ?
Cu2 N9 1.967(6) . ?
Cu2 O8 1.983(5) . ?
Cu2 N7 2.001(6) . ?
Cu2 N8 2.035(6) . ?
Cu2 O13 2.394(5) . ?
Cu2 O7 2.397(5) . ?
O1 C2 1.426(9) . ?
O1 C1 1.445(9) . ?
O2 C14 1.248(8) . ?
O3 C48 1.396(10) . ?
O4 C45 1.241(8) . ?
O5 C31 1.225(9) . ?
O6 C35 1.356(8) . ?
O6 C34 1.452(8) . ?
O7 C29 1.419(8) . ?
O7 C30 1.430(9) . ?
O8 C26 1.261(8) . ?
O9 C25 1.425(9) . ?
O10 C22 1.236(8) . ?
O11 C21 1.215(9) . ?
O12 C13 1.336(8) . ?
O12 C18 1.463(8) . ?
N1 C13 1.337(9) . ?
N1 C9 1.364(9) . ?
N2 C8 1.354(9) . ?
N2 C4 1.357(10) . ?
N3 C15 1.484(8) . ?
N3 C3 1.493(8) . ?
N4 C14 1.333(9) . ?
N4 C46 1.445(9) . ?
N4 C47 1.480(9) . ?
N5 C45 1.339(9) . ?
N5 C0AA 1.462(9) . ?
N5 C32 1.464(9) . ?
N6 C31 1.320(10) . ?
N7 C27 1.463(9) . ?
N7 C28 1.491(9) . ?
N8 C35 1.343(9) . ?
N8 C39 1.366(9) . ?
N9 C40 1.340(9) . ?
N9 C44 1.352(9) . ?
N10 C26 1.320(8) . ?
N10 C23 1.442(8) . ?
N10 C24 1.471(9) . ?
N11 C22 1.346(9) . ?
N11 C20 1.455(9) . ?
N11 C19 1.469(9) . ?
N12 C21 1.323(10) . ?
C0AA C34 1.509(10) . ?
C2 C3 1.506(10) . ?
C4 C5 1.393(11) . ?
C5 C6 1.358(11) . ?
C6 C7 1.378(11) . ?
C7 C8 1.387(10) . ?
C8 C9 1.478(10) . ?
C9 C10 1.374(10) . ?
C10 C11 1.374(10) . ?
C11 C12 1.377(11) . ?
C12 C13 1.410(10) . ?
C14 C15 1.511(9) . ?
C18 C19 1.512(10) . ?
C20 C21 1.516(11) . ?
C22 C23 1.528(9) . ?
C24 C25 1.513(10) . ?
C26 C27 1.497(10) . ?
C28 C29 1.499(10) . ?
C31 C32 1.528(10) . ?
C35 C36 1.394(10) . ?
C36 C37 1.368(10) . ?
C37 C38 1.375(10) . ?
C38 C39 1.376(10) . ?
C39 C40 1.473(10) . ?
C40 C41 1.400(10) . ?
C41 C42 1.366(10) . ?
C42 C43 1.381(10) . ?
C43 C44 1.372(10) . ?
C45 C46 1.542(10) . ?
C47 C48 1.542(11) . ?
Cl1 O16 1.431(6) . ?
Cl1 O15 1.441(5) . ?
Cl1 O17 1.443(5) . ?
Cl1 O14 1.444(6) . ?
Cl2 O18 1.424(6) . ?
Cl2 O20 1.435(6) . ?
Cl2 O19 1.436(5) . ?
Cl2 O21 1.437(5) . ?
Cl3 O23 1.431(6) . ?
Cl3 O23 1.431(6) 3_655 ?
Cl3 O22 1.433(5) 3_655 ?
Cl3 O22 1.433(5) . ?
Cl4 O24 1.388(12) . ?
Cl4 O25 1.4298(11) . ?
Cl4 O27 1.447(8) . ?
Cl4 O26 1.450(8) . ?
Cl4 O25A 1.470(18) . ?
Cl4 O24A 1.79(2) . ?
N14 C52 1.142(13) . ?
C51 C52 1.526(11) . ?
C51A C52 1.531(11) . ?
Cl5 O29A 1.419(12) 3_656 ?
Cl5 O29A 1.419(13) . ?
Cl5 O28 1.427(8) 3_656 ?
Cl5 O28 1.427(8) . ?
Cl5 O29 1.490(14) . ?
Cl5 O29 1.490(14) 3_656 ?
N13 C49 1.096(19) . ?
C49 C50 1.4999(11) . ?

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
N2 Cu1 O2 91.6(2) . . ?
N2 Cu1 N3 170.7(3) . . ?
O2 Cu1 N3 83.7(2) . . ?
N2 Cu1 N1 81.4(2) . . ?
O2 Cu1 N1 172.9(2) . . ?
N3 Cu1 N1 103.4(2) . . ?
N9 Cu2 O8 92.4(2) . . ?
N9 Cu2 N7 173.3(2) . . ?
O8 Cu2 N7 82.7(2) . . ?
N9 Cu2 N8 81.3(2) . . ?
O8 Cu2 N8 173.8(2) . . ?
N7 Cu2 N8 103.5(2) . . ?
N9 Cu2 O13 93.9(2) . . ?
O8 Cu2 O13 82.38(18) . . ?
N7 Cu2 O13 90.1(2) . . ?
N8 Cu2 O13 97.6(2) . . ?
N9 Cu2 O7 95.9(2) . . ?
O8 Cu2 O7 89.96(18) . . ?
N7 Cu2 O7 79.5(2) . . ?
N8 Cu2 O7 91.05(19) . . ?
O13 Cu2 O7 167.80(17) . . ?
C2 O1 C1 111.4(6) . . ?
C14 O2 Cu1 114.4(4) . . ?
C35 O6 C34 118.4(5) . . ?
C29 O7 C30 111.6(5) . . ?
C29 O7 Cu2 103.4(4) . . ?
C30 O7 Cu2 120.8(4) . . ?
C26 O8 Cu2 111.8(4) . . ?
C13 O12 C18 118.2(5) . . ?
C13 N1 C9 118.0(6) . . ?
C13 N1 Cu1 128.9(5) . . ?
C9 N1 Cu1 112.0(5) . . ?
C8 N2 C4 118.8(6) . . ?
C8 N2 Cu1 115.3(5) . . ?
C4 N2 Cu1 125.7(5) . . ?
C15 N3 C3 113.1(5) . . ?
C15 N3 Cu1 109.8(4) . . ?
C3 N3 Cu1 110.4(4) . . ?
C14 N4 C46 118.9(6) . . ?
C14 N4 C47 122.8(6) . . ?
C46 N4 C47 118.2(6) . . ?
C45 N5 C0AA 120.4(6) . . ?
C45 N5 C32 123.9(6) . . ?
C0AA N5 C32 115.6(6) . . ?
C27 N7 C28 113.2(6) . . ?
C27 N7 Cu2 109.9(4) . . ?
C28 N7 Cu2 110.1(4) . . ?
C35 N8 C39 117.7(6) . . ?
C35 N8 Cu2 129.8(5) . . ?
C39 N8 Cu2 112.0(4) . . ?
C40 N9 C44 119.7(6) . . ?
C40 N9 Cu2 115.2(5) . . ?
C44 N9 Cu2 125.1(5) . . ?
C26 N10 C23 118.4(6) . . ?
C26 N10 C24 124.5(6) . . ?
C23 N10 C24 117.1(5) . . ?
C22 N11 C20 121.5(6) . . ?
C22 N11 C19 120.2(6) . . ?
C20 N11 C19 118.2(6) . . ?
N5 C0AA C34 112.3(6) . . ?
O1 C2 C3 107.2(6) . . ?
N3 C3 C2 110.3(6) . . ?
N2 C4 C5 121.7(7) . . ?
C6 C5 C4 118.8(8) . . ?
C5 C6 C7 120.2(7) . . ?
C6 C7 C8 119.4(7) . . ?
N2 C8 C7 121.0(7) . . ?
N2 C8 C9 114.2(6) . . ?
C7 C8 C9 124.6(7) . . ?
N1 C9 C10 122.4(7) . . ?
N1 C9 C8 114.4(6) . . ?
C10 C9 C8 123.2(7) . . ?
C11 C10 C9 118.7(7) . . ?
C10 C11 C12 120.7(7) . . ?
C11 C12 C13 117.4(7) . . ?
O12 C13 N1 113.2(6) . . ?
O12 C13 C12 124.2(7) . . ?
N1 C13 C12 122.6(7) . . ?
O2 C14 N4 120.5(7) . . ?
O2 C14 C15 119.4(6) . . ?
N4 C14 C15 120.0(6) . . ?
N3 C15 C14 109.8(6) . . ?
O12 C18 C19 107.7(6) . . ?
N11 C19 C18 114.9(6) . . ?
N11 C20 C21 114.1(6) . . ?
O11 C21 N12 123.2(8) . . ?
O11 C21 C20 122.5(7) . . ?
N12 C21 C20 114.2(8) . . ?
O10 C22 N11 122.7(6) . . ?
O10 C22 C23 120.4(6) . . ?
N11 C22 C23 116.8(6) . . ?
N10 C23 C22 112.2(6) . . ?
N10 C24 C25 113.6(6) . . ?
O9 C25 C24 112.7(6) . . ?
O8 C26 N10 120.8(6) . . ?
O8 C26 C27 118.9(6) . . ?
N10 C26 C27 120.3(6) . . ?
N7 C27 C26 110.2(6) . . ?
N7 C28 C29 111.2(6) . . ?
O7 C29 C28 107.0(6) . . ?
O5 C31 N6 123.9(7) . . ?
O5 C31 C32 117.7(7) . . ?
N6 C31 C32 118.4(7) . . ?
N5 C32 C31 115.0(6) . . ?
O6 C34 C0AA 106.3(6) . . ?
N8 C35 O6 111.9(6) . . ?
N8 C35 C36 123.4(7) . . ?
O6 C35 C36 124.7(7) . . ?
C37 C36 C35 117.2(7) . . ?
C36 C37 C38 120.6(7) . . ?
C37 C38 C39 119.5(7) . . ?
N8 C39 C38 121.3(7) . . ?
N8 C39 C40 114.2(6) . . ?
C38 C39 C40 124.4(7) . . ?
N9 C40 C41 121.5(7) . . ?
N9 C40 C39 115.2(6) . . ?
C41 C40 C39 123.2(7) . . ?
C42 C41 C40 118.0(7) . . ?
C41 C42 C43 120.5(7) . . ?
C44 C43 C42 119.1(7) . . ?
N9 C44 C43 121.1(7) . . ?
O4 C45 N5 122.9(7) . . ?
O4 C45 C46 119.8(7) . . ?
N5 C45 C46 117.2(6) . . ?
N4 C46 C45 110.5(6) . . ?
N4 C47 C48 109.1(6) . . ?
O3 C48 C47 107.6(7) . . ?
O16 Cl1 O15 109.1(3) . . ?
O16 Cl1 O17 110.2(4) . . ?
O15 Cl1 O17 110.0(3) . . ?
O16 Cl1 O14 110.3(4) . . ?
O15 Cl1 O14 108.1(4) . . ?
O17 Cl1 O14 109.0(4) . . ?
O18 Cl2 O20 109.8(4) . . ?
O18 Cl2 O19 109.9(3) . . ?
O20 Cl2 O19 109.9(3) . . ?
O18 Cl2 O21 109.0(4) . . ?
O20 Cl2 O21 109.0(4) . . ?
O19 Cl2 O21 109.2(3) . . ?
O23 Cl3 O23 107.9(6) . 3_655 ?
O23 Cl3 O22 109.4(3) . 3_655 ?
O23 Cl3 O22 109.5(3) 3_655 3_655 ?
O23 Cl3 O22 109.5(3) . . ?
O23 Cl3 O22 109.4(3) 3_655 . ?
O22 Cl3 O22 111.1(4) 3_655 . ?
O24 Cl4 O25 104.7(8) . . ?
O24 Cl4 O27 104.6(7) . . ?
O25 Cl4 O27 113.4(7) . . ?
O24 Cl4 O26 106.4(7) . . ?
O25 Cl4 O26 118.5(7) . . ?
O27 Cl4 O26 108.0(6) . . ?
O27 Cl4 O25A 103.9(9) . . ?
O26 Cl4 O25A 98.6(9) . . ?
O27 Cl4 O24A 134.7(7) . . ?
O26 Cl4 O24A 114.7(7) . . ?
O25A Cl4 O24A 84.4(11) . . ?
N14 C52 C51 170(2) . . ?
N14 C52 C51A 162(3) . . ?
O29A Cl5 O29A 96.6(10) 3_656 . ?
O29A Cl5 O28 132.4(7) 3_656 . ?
O29A Cl5 O28 98.5(6) . . ?
O28 Cl5 O28 103.8(7) 3_656 . ?
O28 Cl5 O29 96.2(7) 3_656 . ?
O28 Cl5 O29 115.9(6) . . ?
O28 Cl5 O29 115.9(6) 3_656 3_656 ?
O28 Cl5 O29 96.2(7) . 3_656 ?
O29 Cl5 O29 127.7(10) . 3_656 ?
N13 C49 C50 180.0 . . ?

_refine_diff_density_max         1.075
_refine_diff_density_min         -1.237
_refine_diff_density_rms         0.126



