# 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 2018

####################################################################### 
# 
# 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_exp_680
_database_code_depnum_ccdc_archive 'CCDC 1811030'
_audit_update_record             
;
2018-11-12 deposited with the CCDC.
2018-11-14 downloaded from the CCDC.
;
_audit_creation_date             2018-11-12
_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         
'C8 H16 Cu Mo6 N2 O24, 0.13(H8 N4), 7(H2 O), 2(H4 N)'
_chemical_formula_sum            'C8 H39 Cu Mo6 N4.50 O31'
_chemical_formula_weight         1333.61
_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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 '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'

_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      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x+1/2, z+1/2'
'-x+1/2, -y+1/2, z'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'y, -x-1/2, -z-1/2'
'x-1/2, y-1/2, -z'
'-y-1/2, x, -z-1/2'

_cell_length_a                   16.6347(4)
_cell_length_b                   16.6347(4)
_cell_length_c                   12.9722(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3589.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3715
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.498
_cell_measurement_theta_min      2.909
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.718
_exptl_absorpt_correction_T_max  0.762
_exptl_absorpt_correction_T_min  0.526
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,Version 1.171.39.46 
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    2.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2590
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10087
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.498
_diffrn_reflns_theta_min         2.909
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3146
_reflns_number_total             3715
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,Version 1.171.39.46 
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,Version 1.171.39.46 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,Version 1.171.39.46 
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.686
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3715
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0332
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0369P)²+5.2787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0775
_refine_ls_wR_factor_ref         0.0823
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, {H1A,H1B} of N1
 At 1.5 times of:
  All O(H,H) groups, {H3C,H3D} of N3, {H2C,H2D} of N2
2. Restrained distances
 N1-H1A = N1-H1B
 0.8 with sigma of 0.02
 H2E-H2F = H2C-H2F
 1.6 with sigma of 0.02
 N2-H2F
 0.8 with sigma of 0.02
 H2C-H2D \\sim H2C-H2E \\sim H2D-H2E
 with sigma of 0.02
3. Others
 Fixed Sof: H3C(0.25) H3D(0.25) H14A(0.5) H14B(0.5)
4.a Free rotating group:
 N3(H3C,H3D), O13(H13A,H13B), N2(H2C,H2D), O14(H14A,H14B), O16(H16A,H16B),
 O15(H15A,H15B)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B), C4(H4A,H4B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo3 Mo 0.17956(2) 0.47301(2) 0.10393(3) 0.01899(11) Uani 1 1 d . . . . .
Mo2 Mo 0.08155(2) 0.64498(2) 0.13574(3) 0.01878(11) Uani 1 1 d . . . . .
Mo1 Mo -0.09534(2) 0.67592(2) 0.02717(3) 0.01861(11) Uani 1 1 d . . . . .
Cu4 Cu 0.000000 0.500000 0.000000 0.01316(16) Uani 1 2 d S T P . .
O3 O 0.10282(17) 0.55836(17) 0.0022(2) 0.0154(6) Uani 1 1 d . . . . .
O2 O 0.05993(18) 0.41242(17) 0.0947(2) 0.0181(6) Uani 1 1 d . . . . .
O4 O 0.01597(19) 0.69914(18) 0.0335(2) 0.0219(7) Uani 1 1 d . . . . .
O5 O 0.12376(19) 0.54622(18) 0.1926(2) 0.0220(7) Uani 1 1 d . . . . .
O6 O -0.17794(18) 0.59460(18) 0.0176(2) 0.0208(7) Uani 1 1 d . . . . .
O9 O 0.0454(2) 0.6842(2) 0.2481(3) 0.0326(8) Uani 1 1 d . . . . .
O1 O -0.03082(17) 0.57126(17) 0.1173(2) 0.0179(6) Uani 1 1 d . . . . .
O7 O -0.1249(2) 0.7454(2) -0.0614(3) 0.0299(8) Uani 1 1 d . . . . .
O10 O 0.1686(2) 0.6963(2) 0.1099(3) 0.0289(8) Uani 1 1 d . . . . .
O12 O 0.2129(2) 0.4095(2) 0.1968(3) 0.0341(9) Uani 1 1 d . . . . .
O8 O -0.1296(2) 0.7141(2) 0.1434(3) 0.0304(8) Uani 1 1 d . . . . .
O11 O 0.26256(19) 0.5269(2) 0.0671(3) 0.0307(8) Uani 1 1 d . . . . .
N3 N 0.250000 0.250000 0.250000 0.033(2) Uani 1 4 d S T P . .
H3C H 0.214720 0.247819 0.202689 0.049 Uiso 0.25 1 d G . . . .
H3D H 0.242781 0.295582 0.278107 0.049 Uiso 0.25 1 d G . . . .
C3 C -0.0654(3) 0.5273(3) 0.2014(3) 0.0198(9) Uani 1 1 d . . . . .
H3A H -0.118994 0.548143 0.213890 0.024 Uiso 1 1 calc R . . . .
H3B H -0.033687 0.537767 0.262686 0.024 Uiso 1 1 calc R . . . .
C2 C 0.1283(3) 0.5855(3) -0.0980(3) 0.0197(9) Uani 1 1 d . . . . .
H2A H 0.180799 0.562700 -0.112495 0.024 Uiso 1 1 calc R . . . .
H2B H 0.134351 0.643465 -0.095973 0.024 Uiso 1 1 calc R . . . .
O13 O 0.3276(3) 0.6696(3) -0.0291(4) 0.0550(12) Uani 1 1 d . . . . .
H13A H 0.297627 0.631421 -0.008704 0.082 Uiso 1 1 d G . . . .
H13B H 0.326982 0.707287 0.015067 0.082 Uiso 1 1 d G . . . .
N1 N 0.1124(3) 0.5962(3) -0.2858(4) 0.0432(12) Uani 1 1 d D . . . .
H1A H 0.085(3) 0.592(4) -0.342(3) 0.052 Uiso 1 1 d DR . . . .
H1B H 0.1601(18) 0.579(4) -0.287(5) 0.052 Uiso 1 1 d DR . . . .
C1 C 0.0715(3) 0.5639(3) -0.1870(3) 0.0176(9) Uani 1 1 d . . . . .
N2 N -0.3110(3) 0.6207(3) 0.1385(4) 0.0351(11) Uani 1 1 d D . . . .
H2C H -0.299077 0.615551 0.201868 0.053 Uiso 1 1 d DG . . . .
H2D H -0.268142 0.622432 0.102863 0.053 Uiso 1 1 d DG . . . .
C4 C 0.0102(3) 0.3928(3) 0.1821(3) 0.0204(10) Uani 1 1 d . . . . .
H4A H 0.039915 0.405197 0.244447 0.025 Uiso 1 1 calc R . . . .
H4B H 0.000504 0.335258 0.181707 0.025 Uiso 1 1 calc R . . . .
O14 O 0.250000 0.750000 0.3079(5) 0.0587(17) Uani 1 2 d S T P . .
H14A H 0.234586 0.736609 0.368035 0.088 Uiso 0.5 1 d G . . . .
H14B H 0.259839 0.799998 0.312576 0.088 Uiso 0.5 1 d G . . . .
O16 O 0.1366(4) 0.5147(3) 0.4008(4) 0.0773(17) Uani 1 1 d . . . . .
H16A H 0.162685 0.553346 0.427484 0.116 Uiso 1 1 d G . . . .
H16B H 0.136381 0.519691 0.335617 0.116 Uiso 1 1 d G . . . .
O15 O 0.4128(3) 0.4686(4) -0.0125(4) 0.0704(15) Uani 1 1 d . . . . .
H15A H 0.385230 0.494524 0.031469 0.106 Uiso 1 1 d G . . . .
H15B H 0.444486 0.439946 0.023477 0.106 Uiso 1 1 d G . . . .
H2E H -0.322(4) 0.680(2) 0.140(4) 0.09(3) Uiso 1 1 d D . . . .
H2F H -0.341(4) 0.592(3) 0.099(4) 0.09(3) Uiso 1 1 d 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
Mo3 O3 2.321(3) . ?
Mo3 O2 2.234(3) . ?
Mo3 O5 1.915(3) . ?
Mo3 O6 1.937(3) 5_565 ?
Mo3 O12 1.696(3) . ?
Mo3 O11 1.714(3) . ?
Mo2 O3 2.281(3) . ?
Mo2 O4 1.940(3) . ?
Mo2 O5 1.933(3) . ?
Mo2 O9 1.706(3) . ?
Mo2 O1 2.248(3) . ?
Mo2 O10 1.714(3) . ?
Mo1 O2 2.237(3) 5_565 ?
Mo1 O4 1.893(3) . ?
Mo1 O6 1.932(3) . ?
Mo1 O1 2.356(3) . ?
Mo1 O7 1.703(3) . ?
Mo1 O8 1.732(3) . ?
Cu4 O3 1.967(3) . ?
Cu4 O3 1.967(3) 5_565 ?
Cu4 O2 2.151(3) . ?
Cu4 O2 2.151(3) 5_565 ?
Cu4 O1 1.996(3) . ?
Cu4 O1 1.996(3) 5_565 ?
O3 C2 1.440(5) . ?
O2 C4 1.441(5) . ?
O1 C3 1.434(5) . ?
C3 C1 1.532(6) 5_565 ?
C2 C1 1.535(6) . ?
N1 C1 1.547(6) . ?
C1 C4 1.540(6) 5_565 ?

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 Mo3 O3 75.85(11) . . ?
O5 Mo3 O3 71.69(11) . . ?
O5 Mo3 O2 83.53(12) . . ?
O5 Mo3 O6 148.35(13) . 5_565 ?
O6 Mo3 O3 83.36(12) 5_565 . ?
O6 Mo3 O2 71.46(11) 5_565 . ?
O12 Mo3 O3 164.77(14) . . ?
O12 Mo3 O2 92.74(15) . . ?
O12 Mo3 O5 97.35(16) . . ?
O12 Mo3 O6 102.79(15) . 5_565 ?
O12 Mo3 O11 105.13(18) . . ?
O11 Mo3 O3 87.96(14) . . ?
O11 Mo3 O2 159.81(14) . . ?
O11 Mo3 O5 103.00(15) . . ?
O11 Mo3 O6 95.05(15) . 5_565 ?
O4 Mo2 O3 82.02(12) . . ?
O4 Mo2 O1 73.33(12) . . ?
O5 Mo2 O3 72.33(11) . . ?
O5 Mo2 O4 149.33(13) . . ?
O5 Mo2 O1 83.05(12) . . ?
O9 Mo2 O3 160.89(14) . . ?
O9 Mo2 O4 102.00(15) . . ?
O9 Mo2 O5 97.33(15) . . ?
O9 Mo2 O1 90.34(14) . . ?
O9 Mo2 O10 105.93(17) . . ?
O1 Mo2 O3 72.77(10) . . ?
O10 Mo2 O3 92.02(14) . . ?
O10 Mo2 O4 96.33(15) . . ?
O10 Mo2 O5 101.01(15) . . ?
O10 Mo2 O1 162.42(14) . . ?
O2 Mo1 O1 75.26(10) 5_565 . ?
O4 Mo1 O2 84.67(12) . 5_565 ?
O4 Mo1 O6 147.26(13) . . ?
O4 Mo1 O1 71.57(11) . . ?
O6 Mo1 O2 71.46(12) . 5_565 ?
O6 Mo1 O1 80.70(12) . . ?
O7 Mo1 O2 92.57(14) . 5_565 ?
O7 Mo1 O4 99.94(15) . . ?
O7 Mo1 O6 103.13(15) . . ?
O7 Mo1 O1 165.53(14) . . ?
O7 Mo1 O8 104.10(16) . . ?
O8 Mo1 O2 160.44(14) . 5_565 ?
O8 Mo1 O4 102.10(16) . . ?
O8 Mo1 O6 94.48(15) . . ?
O8 Mo1 O1 89.37(13) . . ?
O3 Cu4 O3 180.0 5_565 . ?
O3 Cu4 O2 94.41(11) 5_565 . ?
O3 Cu4 O2 85.59(11) . . ?
O3 Cu4 O2 94.41(11) . 5_565 ?
O3 Cu4 O2 85.59(11) 5_565 5_565 ?
O3 Cu4 O1 94.62(12) . 5_565 ?
O3 Cu4 O1 85.38(12) . . ?
O3 Cu4 O1 94.62(12) 5_565 . ?
O3 Cu4 O1 85.38(12) 5_565 5_565 ?
O2 Cu4 O2 180.0 5_565 . ?
O1 Cu4 O2 94.92(11) . . ?
O1 Cu4 O2 94.92(11) 5_565 5_565 ?
O1 Cu4 O2 85.08(11) 5_565 . ?
O1 Cu4 O2 85.08(11) . 5_565 ?
O1 Cu4 O1 180.0 . 5_565 ?
Mo2 O3 Mo3 92.27(10) . . ?
Cu4 O3 Mo3 100.63(12) . . ?
Cu4 O3 Mo2 100.82(12) . . ?
C2 O3 Mo3 122.9(3) . . ?
C2 O3 Mo2 122.2(2) . . ?
C2 O3 Cu4 113.5(2) . . ?
Mo3 O2 Mo1 95.72(11) . 5_565 ?
Cu4 O2 Mo3 97.93(11) . . ?
Cu4 O2 Mo1 99.40(12) . 5_565 ?
C4 O2 Mo3 124.9(3) . . ?
C4 O2 Mo1 123.9(2) . 5_565 ?
C4 O2 Cu4 109.7(2) . . ?
Mo1 O4 Mo2 119.00(15) . . ?
Mo3 O5 Mo2 119.20(16) . . ?
Mo1 O6 Mo3 117.94(15) . 5_565 ?
Mo2 O1 Mo1 91.63(10) . . ?
Cu4 O1 Mo2 101.03(12) . . ?
Cu4 O1 Mo1 100.21(12) . . ?
C3 O1 Mo2 122.1(3) . . ?
C3 O1 Mo1 124.9(2) . . ?
C3 O1 Cu4 112.4(2) . . ?
O1 C3 C1 116.1(3) . 5_565 ?
O3 C2 C1 115.1(3) . . ?
C3 C1 C2 111.4(4) 5_565 . ?
C3 C1 N1 105.8(4) 5_565 . ?
C3 C1 C4 114.2(4) 5_565 5_565 ?
C2 C1 N1 105.7(4) . . ?
C2 C1 C4 113.7(4) . 5_565 ?
C4 C1 N1 105.0(4) 5_565 . ?
O2 C4 C1 115.7(4) . 5_565 ?

_olex2_submission_special_instructions 'No special instructions were received'
