# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# 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_15_a
_database_code_depnum_ccdc_archive 'CCDC 2248039'
loop_
_audit_author_name
_audit_author_address
'MANOJ TRIVEDI'
;Department of Chemistry University of Delhi
India
;
_audit_update_record             
;
2023-03-12 deposited with the CCDC.	2023-04-25 downloaded from the CCDC.
;
_audit_creation_date             2019-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H19 Na Ni2 O12'
_chemical_formula_sum            'C12 H19 Na Ni2 O12'
_chemical_formula_weight         495.64
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.641(2)
_cell_length_b                   17.787(3)
_cell_length_c                   8.0993(12)
_cell_angle_alpha                90
_cell_angle_beta                 114.446(5)
_cell_angle_gamma                90
_cell_volume                     1920.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4195
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.41
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.802
_exptl_absorpt_coefficient_mu    2.041
_exptl_absorpt_correction_T_max  0.8621
_exptl_absorpt_correction_T_min  0.6399
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1130 before and 0.0910 after correction.
The Ratio of minimum to maximum transmission is 0.7423.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.113
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.051
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14709
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.594
_diffrn_reflns_theta_min         2.290
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1777
_reflns_number_total             2212
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.692
_refine_diff_density_min         -1.529
_refine_diff_density_rms         0.252
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.349
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2212
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0864
_refine_ls_R_factor_gt           0.0686
_refine_ls_restrained_S_all      1.728
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1740
_refine_ls_wR_factor_ref         0.1952
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O4-H4
 0.8 with sigma of 0.01
3.a Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.20738(4) 0.30583(3) 0.04284(7) 0.0185(3) Uani 1 1 d . . . . .
Na1 Na 0.500000 0.10561(15) 0.250000 0.0251(6) Uani 1 2 d S T P . .
O1 O 0.2865(2) 0.2774(2) 0.2952(5) 0.0300(8) Uani 1 1 d . . . . .
O2 O 0.3628(3) 0.1825(2) 0.2231(5) 0.0307(8) Uani 1 1 d . . . . .
O3 O 0.1194(2) 0.40016(18) 0.0617(4) 0.0251(7) Uani 1 1 d . . . . .
O4 O 0.0714(3) 0.5073(2) 0.1374(5) 0.0391(9) Uani 1 1 d D . . . .
O5 O 0.3197(2) 0.3654(2) 0.0427(5) 0.0322(8) Uani 1 1 d . . . . .
O6 O 0.3927(2) 0.2692(2) -0.0329(5) 0.0314(8) Uani 1 1 d . . . . .
C1 C 0.3449(3) 0.2215(3) 0.3368(6) 0.0229(9) Uani 1 1 d . . . . .
C2 C 0.3976(4) 0.2012(3) 0.5332(7) 0.0300(11) Uani 1 1 d . . . . .
H2A H 0.398297 0.146443 0.546409 0.045 Uiso 1 1 calc GR . . . .
H2B H 0.362258 0.223926 0.600508 0.045 Uiso 1 1 calc GR . . . .
H2C H 0.466655 0.220044 0.581373 0.045 Uiso 1 1 calc GR . . . .
C3 C 0.1375(3) 0.4537(3) 0.1701(7) 0.0262(10) Uani 1 1 d . . . . .
C4 C 0.2344(4) 0.4598(3) 0.3344(8) 0.0405(13) Uani 1 1 d . . . . .
H4A H 0.234867 0.423623 0.425999 0.061 Uiso 1 1 calc GR . . . .
H4B H 0.241483 0.510869 0.383895 0.061 Uiso 1 1 calc GR . . . .
H4C H 0.290245 0.449077 0.301257 0.061 Uiso 1 1 calc GR . . . .
C5 C 0.3882(3) 0.3375(3) 0.0037(6) 0.0255(10) Uani 1 1 d . . . . .
C6 C 0.4676(4) 0.3891(3) -0.0026(8) 0.0417(13) Uani 1 1 d . . . . .
H6A H 0.459910 0.394112 -0.128160 0.063 Uiso 1 1 calc GR . . . .
H6B H 0.533980 0.368362 0.072117 0.063 Uiso 1 1 calc GR . . . .
H6C H 0.460827 0.438658 0.044193 0.063 Uiso 1 1 calc GR . . . .
H4 H 0.000000 0.500000 0.000000 0.05(3) Uiso 1 2 d DS T P . .


_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
Ni1 Ni1 2.5885(11) 7 ?
Ni1 Na1 3.3712(14) 7 ?
Ni1 O1 1.953(3) . ?
Ni1 O2 1.977(4) 7 ?
Ni1 O3 2.159(3) . ?
Ni1 O5 1.956(3) . ?
Ni1 O6 1.958(3) 7 ?
Na1 O2 2.364(4) 2_655 ?
Na1 O2 2.364(4) . ?
Na1 O3 2.406(3) 8_556 ?
Na1 O3 2.406(3) 7 ?
Na1 O4 2.402(4) 3_545 ?
Na1 O4 2.402(4) 4_545 ?
O1 C1 1.262(6) . ?
O2 C1 1.264(6) . ?
O3 C3 1.247(6) . ?
O4 C3 1.306(6) . ?
O4 H4 1.176(3) . ?
O5 C5 1.270(6) . ?
O6 C5 1.260(6) . ?
C1 C2 1.497(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.494(6) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.499(7) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 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
Ni1 Ni1 Na1 124.31(4) 7 7 ?
O1 Ni1 Ni1 86.49(10) . 7 ?
O1 Ni1 Na1 145.97(10) . 7 ?
O1 Ni1 O2 169.48(14) . 7 ?
O1 Ni1 O3 103.89(13) . . ?
O1 Ni1 O5 90.35(15) . . ?
O1 Ni1 O6 88.65(16) . 7 ?
O2 Ni1 Ni1 83.07(10) 7 7 ?
O2 Ni1 Na1 43.41(10) 7 7 ?
O2 Ni1 O3 86.52(13) 7 . ?
O3 Ni1 Ni1 169.52(9) . 7 ?
O3 Ni1 Na1 45.31(9) . 7 ?
O5 Ni1 Ni1 85.23(11) . 7 ?
O5 Ni1 Na1 105.01(11) . 7 ?
O5 Ni1 O2 90.03(16) . 7 ?
O5 Ni1 O3 96.04(13) . . ?
O5 Ni1 O6 169.59(14) . 7 ?
O6 Ni1 Ni1 84.37(11) 7 7 ?
O6 Ni1 Na1 81.29(11) 7 7 ?
O6 Ni1 O2 89.07(16) 7 7 ?
O6 Ni1 O3 94.25(14) 7 . ?
Ni1 Na1 Ni1 124.29(8) 8_556 7 ?
O2 Na1 Ni1 35.06(9) . 7 ?
O2 Na1 Ni1 35.06(9) 2_655 8_556 ?
O2 Na1 Ni1 106.14(12) 2_655 7 ?
O2 Na1 Ni1 106.14(12) . 8_556 ?
O2 Na1 O2 109.3(2) . 2_655 ?
O2 Na1 O3 110.00(13) 2_655 7 ?
O2 Na1 O3 72.98(12) 2_655 8_556 ?
O2 Na1 O3 72.98(12) . 7 ?
O2 Na1 O3 110.00(13) . 8_556 ?
O2 Na1 O4 150.75(12) . 3_545 ?
O2 Na1 O4 88.26(14) . 4_545 ?
O2 Na1 O4 88.26(14) 2_655 3_545 ?
O2 Na1 O4 150.75(12) 2_655 4_545 ?
O3 Na1 Ni1 39.63(8) 7 7 ?
O3 Na1 Ni1 144.10(11) 7 8_556 ?
O3 Na1 Ni1 39.63(8) 8_556 8_556 ?
O3 Na1 Ni1 144.10(11) 8_556 7 ?
O3 Na1 O3 175.1(2) 7 8_556 ?
O4 Na1 Ni1 118.65(9) 3_545 7 ?
O4 Na1 Ni1 101.58(8) 3_545 8_556 ?
O4 Na1 Ni1 118.65(9) 4_545 8_556 ?
O4 Na1 Ni1 101.58(8) 4_545 7 ?
O4 Na1 O3 79.15(12) 4_545 8_556 ?
O4 Na1 O3 97.24(13) 4_545 7 ?
O4 Na1 O3 97.24(13) 3_545 8_556 ?
O4 Na1 O3 79.15(12) 3_545 7 ?
O4 Na1 O4 86.6(2) 4_545 3_545 ?
C1 O1 Ni1 121.8(3) . . ?
Ni1 O2 Na1 101.53(15) 7 . ?
C1 O2 Ni1 124.4(3) . 7 ?
C1 O2 Na1 132.4(3) . . ?
Ni1 O3 Na1 95.06(13) . 7 ?
C3 O3 Ni1 133.2(3) . . ?
C3 O3 Na1 128.5(3) . 7 ?
Na1 O4 H4 94.82(19) 3_455 . ?
C3 O4 Na1 149.0(3) . 3_455 ?
C3 O4 H4 113.9(3) . . ?
C5 O5 Ni1 122.6(3) . . ?
C5 O6 Ni1 123.8(3) . 7 ?
O1 C1 O2 124.0(4) . . ?
O1 C1 C2 117.9(4) . . ?
O2 C1 C2 118.1(4) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O3 C3 O4 119.4(4) . . ?
O3 C3 C4 122.0(4) . . ?
O4 C3 C4 118.6(4) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O5 C5 C6 118.2(5) . . ?
O6 C5 O5 124.0(4) . . ?
O6 C5 C6 117.8(4) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_r13317
_database_code_depnum_ccdc_archive 'CCDC 2248040'
loop_
_audit_author_name
_audit_author_address
'MANOJ TRIVEDI'
;Department of Chemistry University of Delhi
India
;
_audit_update_record             
;
2023-03-12 deposited with the CCDC.	2023-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C2 H6 Cu O6'
_chemical_formula_sum            'C2 H6 Cu O6'
_chemical_formula_weight         189.61

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.4955(15)
_cell_length_b                   7.0739(14)
_cell_length_c                   9.4178(18)
_cell_angle_alpha                90
_cell_angle_beta                 97.021(5)
_cell_angle_gamma                90
_cell_volume                     561.73(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1938
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      31.91

_exptl_crystal_description       rectangular
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.242
_exptl_crystal_F_000             380
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.163
_exptl_absorpt_coefficient_mu    3.846
_shelx_estimated_absorpt_T_min   0.362
_shelx_estimated_absorpt_T_max   0.573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7608
_exptl_absorpt_correction_T_max  0.8623
_exptl_absorpt_process_details   ?
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3631
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.612
_diffrn_reflns_theta_max         32.042
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.860
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.860
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             1690
_reflns_number_gt                1424
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0288P)²+0.0838P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0264(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1690
_refine_ls_number_parameters     108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0592
_refine_ls_wR_factor_gt          0.0565
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_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 1.0000 0.5000 0.5000 0.00493(8) Uani 1 2 d S . P . .
Cu2 Cu 0.5000 1.0000 0.5000 0.00642(8) Uani 1 2 d S . P . .
O1 O 0.79603(10) 0.64081(14) 0.50782(10) 0.0085(2) Uani 1 1 d . . . . .
O2 O 0.57004(10) 0.69542(15) 0.59789(10) 0.0109(2) Uani 1 1 d . . . . .
O3 O 0.71494(12) 1.00372(15) 0.43208(11) 0.0088(2) Uani 1 1 d . . . . .
O4 O 0.58552(11) 1.11938(15) 0.67962(10) 0.0110(2) Uani 1 1 d . . . . .
O5 O 0.91418(10) 0.26722(13) 0.57478(9) 0.00795(19) Uani 1 1 d . . . . .
O6 O 0.90037(10) 0.09303(15) 0.76892(10) 0.0101(2) Uani 1 1 d . . . . .
C1 C 0.68280(14) 0.5904(2) 0.57638(14) 0.0086(3) Uani 1 1 d . . . . .
H1 H 0.6874(19) 0.462(2) 0.6104(18) 0.010 Uiso 1 1 d . U . . .
C2 C 0.97029(14) 0.2077(2) 0.69874(13) 0.0084(3) Uani 1 1 d . . . . .
H2 H 1.0718(19) 0.257(2) 0.7386(16) 0.010 Uiso 1 1 d . U . . .
H4A H 0.533(2) 1.135(3) 0.752(2) 0.026(5) Uiso 1 1 d . . . . .
H4B H 0.683(3) 1.096(3) 0.710(2) 0.039(6) Uiso 1 1 d . . . . .
H3A H 0.753(2) 0.899(3) 0.456(2) 0.029(6) Uiso 1 1 d . . . . .
H3B H 0.774(3) 1.086(3) 0.470(2) 0.031(6) Uiso 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 O5 1.9659(10) 3_766 ?
Cu1 O5 1.9659(10) . ?
Cu1 O1 2.0079(9) . ?
Cu1 O1 2.0079(9) 3_766 ?
Cu1 O6 2.3314(10) 2_756 ?
Cu1 O6 2.3314(10) 4_565 ?
Cu2 O4 1.9499(10) 3_676 ?
Cu2 O4 1.9499(10) . ?
Cu2 O3 2.0074(11) 3_676 ?
Cu2 O3 2.0074(11) . ?
Cu2 O2 2.3900(11) . ?
Cu2 O2 2.3900(11) 3_676 ?
O1 C1 1.2732(15) . ?
O2 C1 1.2482(16) . ?
O3 H3A 0.83(2) . ?
O3 H3B 0.82(2) . ?
O4 H4A 0.87(2) . ?
O4 H4B 0.86(2) . ?
O5 C2 1.2773(15) . ?
O6 C2 1.2424(16) . ?
O6 Cu1 2.3314(10) 2_746 ?
C1 H1 0.959(17) . ?
C2 H2 0.963(16) . ?

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
O5 Cu1 O5 180.0 3_766 . ?
O5 Cu1 O1 87.54(4) 3_766 . ?
O5 Cu1 O1 92.46(4) . . ?
O5 Cu1 O1 92.46(4) 3_766 3_766 ?
O5 Cu1 O1 87.54(4) . 3_766 ?
O1 Cu1 O1 180.0 . 3_766 ?
O5 Cu1 O6 89.41(4) 3_766 2_756 ?
O5 Cu1 O6 90.59(4) . 2_756 ?
O1 Cu1 O6 92.42(4) . 2_756 ?
O1 Cu1 O6 87.58(4) 3_766 2_756 ?
O5 Cu1 O6 90.59(4) 3_766 4_565 ?
O5 Cu1 O6 89.41(4) . 4_565 ?
O1 Cu1 O6 87.58(4) . 4_565 ?
O1 Cu1 O6 92.42(4) 3_766 4_565 ?
O6 Cu1 O6 180.0 2_756 4_565 ?
O4 Cu2 O4 180.00(3) 3_676 . ?
O4 Cu2 O3 90.79(4) 3_676 3_676 ?
O4 Cu2 O3 89.21(4) . 3_676 ?
O4 Cu2 O3 89.21(4) 3_676 . ?
O4 Cu2 O3 90.79(4) . . ?
O3 Cu2 O3 180.0 3_676 . ?
O4 Cu2 O2 89.60(4) 3_676 . ?
O4 Cu2 O2 90.40(4) . . ?
O3 Cu2 O2 93.36(4) 3_676 . ?
O3 Cu2 O2 86.64(4) . . ?
O4 Cu2 O2 90.40(4) 3_676 3_676 ?
O4 Cu2 O2 89.60(4) . 3_676 ?
O3 Cu2 O2 86.64(4) 3_676 3_676 ?
O3 Cu2 O2 93.36(4) . 3_676 ?
O2 Cu2 O2 180.0 . 3_676 ?
C1 O1 Cu1 126.05(9) . . ?
C1 O2 Cu2 129.33(9) . . ?
Cu2 O3 H3A 103.8(14) . . ?
Cu2 O3 H3B 114.1(15) . . ?
H3A O3 H3B 109(2) . . ?
Cu2 O4 H4A 124.2(12) . . ?
Cu2 O4 H4B 116.5(15) . . ?
H4A O4 H4B 109.7(18) . . ?
C2 O5 Cu1 119.36(8) . . ?
C2 O6 Cu1 122.56(8) . 2_746 ?
O2 C1 O1 123.92(13) . . ?
O2 C1 H1 120.5(10) . . ?
O1 C1 H1 115.5(10) . . ?
O6 C2 O5 123.51(11) . . ?
O6 C2 H2 119.6(10) . . ?
O5 C2 H2 116.9(10) . . ?

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
Cu2 O2 C1 O1 9.11(19) . . . . ?
Cu1 O1 C1 O2 167.79(9) . . . . ?
Cu1 O6 C2 O5 -176.58(9) 2_746 . . . ?
Cu1 O5 C2 O6 161.50(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 O5 0.959(17) 2.427(17) 3.0163(17) 119.4(13) .
C2 H2 O6 0.963(16) 2.390(18) 2.9408(18) 115.9(12) 2_756
O4 H4A O2 0.87(2) 1.80(2) 2.6652(14) 174(2) 2_656
O4 H4B O6 0.86(2) 1.86(2) 2.7105(14) 169(2) 1_565
O3 H3A O1 0.83(2) 1.92(2) 2.7301(15) 168(2) .
O3 H3A O2 0.83(2) 2.60(2) 3.0299(15) 113.6(17) .
O3 H3B O5 0.82(2) 1.94(2) 2.7549(14) 175(2) 1_565

_refine_diff_density_max         0.432
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.086

