# 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 2019

####################################################################### 
# 
# 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_mn07_0m
_database_code_depnum_ccdc_archive 'CCDC 1890733'
_audit_update_record             
;
2019-01-13 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-05-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_chemical_formula_moiety         'C10 H22 Cu2 N2 O6'
_chemical_formula_sum            'C10 H22 Cu2 N2 O6'
_chemical_formula_weight         393.39
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cu 0.34125 1.28947 13.33800 7.16760 5.61580 1.67350 3.58280 0.24700 11.39660
64.81260 1.19099998474
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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

_symmetry_Int_Tables_number      2
_cell_length_a                   4.6397(2)
_cell_length_b                   8.8879(3)
_cell_length_c                   10.1789(3)
_cell_angle_alpha                114.9630(10)
_cell_angle_beta                 97.9810(10)
_cell_angle_gamma                92.2600(10)
_cell_volume                     374.60(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4474
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      2.19
_exptl_absorpt_coefficient_mu    2.862
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1051 before and 0.0425 after correction.
The Ratio of minimum to maximum transmission is 0.7162.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.7437
_exptl_crystal_F_000             202.7653
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5940
_diffrn_reflns_theta_full        24.9991
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         4.05
_diffrn_measured_fraction_theta_full 0.9939
_diffrn_measured_fraction_theta_max 0.9939
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              9
_reflns_limit_k_min              -10
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                1258
_reflns_number_total             1312
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR97 (Burla et al.,  2007)'
_refine_diff_density_max         0.3307
_refine_diff_density_min         -0.2892
_refine_diff_density_rms         0.0644
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             5.0281
_refine_ls_goodness_of_fit_ref   1.0575
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1312
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0189
_refine_ls_restrained_S_all      1.0575
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0130P)²+0.3710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0450
_refine_ls_wR_factor_ref         0.0457
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 N1(H1a,H1b), C2(H2a,H2b), C1(H1c,H1d), C3(H3a,H3b)
2.b Idealised Me refined as rotating group:
 C5(H5a,H5b,H5c)
;
_atom_sites_solution_primary     direct
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
Cu1 Cu 0.61498(5) 0.61546(3) 0.94018(2) 0.01150(9) Uani 1.000000 .
O1 O 0.6569(3) 0.57839(17) 1.11387(15) 0.0165(3) Uani 1.000000 .
O2 O 0.5454(3) 0.61102(17) 0.74670(15) 0.0163(3) Uani 1.000000 .
O3 O 0.3060(3) 0.83379(17) 0.84244(15) 0.0171(3) Uani 1.000000 .
N1 N 0.8851(4) 0.8219(2) 1.02600(18) 0.0140(4) Uani 1.000000 .
C4 C 0.3904(4) 0.7227(2) 0.7365(2) 0.0141(4) Uani 1.000000 .
C2 C 0.9440(5) 0.8434(3) 1.2793(2) 0.0162(4) Uani 1.000000 .
C1 C 1.0942(4) 0.8614(3) 1.1631(2) 0.0175(4) Uani 1.000000 .
C3 C 0.8573(5) 0.6633(3) 1.2476(2) 0.0161(4) Uani 1.000000 .
C5 C 0.3142(6) 0.7152(3) 0.5849(2) 0.0281(6) Uani 1.000000 .
H1a H 0.9902(4) 0.8190(2) 0.95713(18) 0.0168(4) Uiso 1.000000 R
H1b H 0.7763(4) 0.9077(2) 1.04317(18) 0.0168(4) Uiso 1.000000 R
H2a H 1.0741(5) 0.8969(3) 1.3735(2) 0.0194(5) Uiso 1.000000 R
H2b H 0.7698(5) 0.9014(3) 1.2873(2) 0.0194(5) Uiso 1.000000 R
H1c H 1.2464(4) 0.7871(3) 1.1413(2) 0.0210(5) Uiso 1.000000 R
H1d H 1.1862(4) 0.9749(3) 1.2008(2) 0.0210(5) Uiso 1.000000 R
H3a H 0.7691(5) 0.6610(3) 1.3278(2) 0.0194(5) Uiso 1.000000 R
H3b H 1.0314(5) 0.6056(3) 1.2424(2) 0.0194(5) Uiso 1.000000 R
H5a H 0.450(2) 0.7916(15) 0.5740(7) 0.0422(8) Uiso 1.000000 GR
H5b H 0.324(4) 0.6039(6) 0.5125(2) 0.0422(8) Uiso 1.000000 GR
H5c H 0.1195(14) 0.745(2) 0.5715(7) 0.0422(8) Uiso 1.000000 GR


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 Cu1 3.0218(5) 2_667 ?
Cu1 O1 1.9166(14) . ?
Cu1 O1 1.9230(14) 2_667 ?
Cu1 O2 1.9342(13) . ?
Cu1 N1 1.9654(17) . ?
O1 C3 1.419(2) . ?
O2 C4 1.279(2) . ?
O3 C4 1.241(2) . ?
N1 C1 1.482(3) . ?
N1 H1a 0.9000 . ?
N1 H1b 0.9000 . ?
C4 C5 1.507(3) . ?
C2 C1 1.514(3) . ?
C2 C3 1.518(3) . ?
C2 H2a 0.9700 . ?
C2 H2b 0.9700 . ?
C1 H1c 0.9700 . ?
C1 H1d 0.9700 . ?
C3 H3a 0.9700 . ?
C3 H3b 0.9700 . ?
C5 H5a 0.9600 . ?
C5 H5b 0.9600 . ?
C5 H5c 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O1 94.26(6) . 2_667 ?
O2 Cu1 O1 169.71(6) . . ?
N1 Cu1 O1 171.37(6) . 2_667 ?
N1 Cu1 O1 95.99(6) . . ?
N1 Cu1 O2 93.78(6) . . ?
C3 O1 Cu1 127.13(12) . 2_667 ?
C3 O1 Cu1 128.86(12) . . ?
C4 O2 Cu1 114.62(12) . . ?
C1 N1 Cu1 119.21(13) . . ?
H1a N1 Cu1 107.52(5) . . ?
H1a N1 C1 107.52(10) . . ?
H1b N1 Cu1 107.52(5) . . ?
H1b N1 C1 107.52(11) . . ?
H1b N1 H1a 107.0 . . ?
O3 C4 O2 123.97(18) . . ?
C5 C4 O2 115.97(17) . . ?
C5 C4 O3 120.06(18) . . ?
C3 C2 C1 113.62(17) . . ?
H2a C2 C1 108.84(11) . . ?
H2a C2 C3 108.84(11) . . ?
H2b C2 C1 108.84(11) . . ?
H2b C2 C3 108.84(11) . . ?
H2b C2 H2a 107.7 . . ?
C2 C1 N1 111.70(17) . . ?
H1c C1 N1 109.28(11) . . ?
H1c C1 C2 109.28(11) . . ?
H1d C1 N1 109.28(11) . . ?
H1d C1 C2 109.28(11) . . ?
H1d C1 H1c 107.9 . . ?
C2 C3 O1 112.11(16) . . ?
H3a C3 O1 109.19(10) . . ?
H3a C3 C2 109.19(11) . . ?
H3b C3 O1 109.19(10) . . ?
H3b C3 C2 109.19(11) . . ?
H3b C3 H3a 107.9 . . ?
H5a C5 C4 109.5 . . ?
H5b C5 C4 109.5 . . ?
H5b C5 H5a 109.5 . . ?
H5c C5 C4 109.5 . . ?
H5c C5 H5a 109.5 . . ?
H5c C5 H5b 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
