# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H12 Mo2 N3 Ni O7'
_chemical_formula_sum            'C15 H12 Mo2 N3 Ni O7'
_chemical_formula_weight         596.87

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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1747(5)
_cell_length_b                   11.1258(13)
_cell_length_c                   11.4017(8)
_cell_angle_alpha                98.021(8)
_cell_angle_beta                 90.098(6)
_cell_angle_gamma                106.227(8)
_cell_volume                     864.53(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             582
_exptl_absorpt_coefficient_mu    2.553
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_T_max  0.755
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4971
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0478
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         25.20
_reflns_number_total             3110
_reflns_number_gt                2291
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0386P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3110
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0925
_refine_ls_wR_factor_gt          0.0833
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 1.24845(5) 0.09589(4) 0.27205(3) 0.01241(14) Uani 1 1 d . . .
Mo2 Mo 0.75984(5) -0.09719(4) 0.22727(3) 0.01273(14) Uani 1 1 d . . .
Ni1 Ni 0.5000 0.0000 0.5000 0.0124(2) Uani 1 2 d S . .
Ni2 Ni 0.5000 0.0000 0.0000 0.0122(2) Uani 1 2 d S . .
O2 O 1.3716(4) 0.0508(3) 0.1485(3) 0.0207(8) Uani 1 1 d . . .
O3 O 1.3313(4) 0.0913(3) 0.4165(3) 0.0185(8) Uani 1 1 d . . .
O4 O 1.0259(4) -0.0549(3) 0.2573(3) 0.0220(8) Uani 1 1 d . . .
O7 O 0.6449(4) -0.0358(3) 0.3466(3) 0.0202(8) Uani 1 1 d . . .
O6 O 0.7088(5) -0.0426(3) 0.0988(3) 0.0218(8) Uani 1 1 d . . .
O1 O 1.1174(4) 0.2027(4) 0.2592(3) 0.0269(9) Uani 1 1 d . . .
O5 O 0.6712(5) -0.2596(3) 0.2059(3) 0.0262(9) Uani 1 1 d . . .
N1 N 1.5059(6) 0.2783(4) 0.2943(4) 0.0193(10) Uani 1 1 d . . .
N2 N 2.2789(5) 0.8352(4) 0.4505(3) 0.0169(9) Uani 1 1 d . . .
N3 N 0.3152(6) -0.1884(4) -0.0049(3) 0.0194(10) Uani 1 1 d . . .
C1 C 1.6900(7) 0.2742(5) 0.2941(4) 0.0216(12) Uani 1 1 d . . .
H1 H 1.7153 0.1963 0.2762 0.026 Uiso 1 1 calc R . .
C2 C 1.8434(7) 0.3816(5) 0.3195(4) 0.0236(12) Uani 1 1 d . . .
H2 H 1.9696 0.3748 0.3195 0.028 Uiso 1 1 calc R . .
C3 C 1.8131(7) 0.4989(5) 0.3449(4) 0.0209(12) Uani 1 1 d . . .
C4 C 1.6204(7) 0.5020(5) 0.3410(6) 0.0365(16) Uani 1 1 d . . .
H4 H 1.5904 0.5787 0.3550 0.044 Uiso 1 1 calc R . .
C5 C 1.4759(7) 0.3908(6) 0.3162(5) 0.0364(16) Uani 1 1 d . . .
H5 H 1.3481 0.3947 0.3147 0.044 Uiso 1 1 calc R . .
C6 C 2.3103(7) 0.7340(5) 0.3854(5) 0.0273(13) Uani 1 1 d . . .
H6 H 2.4365 0.7369 0.3646 0.033 Uiso 1 1 calc R . .
C7 C 2.1626(7) 0.6248(5) 0.3475(5) 0.0266(13) Uani 1 1 d . . .
H7 H 2.1906 0.5566 0.3015 0.032 Uiso 1 1 calc R . .
C8 C 1.9726(7) 0.6170(5) 0.3781(4) 0.0199(12) Uani 1 1 d . . .
C9 C 1.9419(7) 0.7229(5) 0.4445(4) 0.0203(12) Uani 1 1 d . . .
H9 H 1.8173 0.7223 0.4675 0.024 Uiso 1 1 calc R . .
C10 C 2.0950(7) 0.8294(5) 0.4768(4) 0.0185(12) Uani 1 1 d . . .
H10 H 2.0695 0.9005 0.5189 0.022 Uiso 1 1 calc R . .
C11 C 0.3818(7) -0.2884(5) -0.0124(5) 0.0265(13) Uani 1 1 d . . .
H11 H 0.5151 -0.2755 -0.0178 0.032 Uiso 1 1 calc R . .
C12 C 0.2668(7) -0.4105(5) -0.0127(5) 0.0300(14) Uani 1 1 d . . .
H12 H 0.3226 -0.4771 -0.0204 0.036 Uiso 1 1 calc R . .
C13 C 0.0655(7) -0.4344(5) -0.0014(4) 0.0212(12) Uani 1 1 d . . .
C14 C -0.0026(8) -0.3295(6) 0.0064(5) 0.0348(15) Uani 1 1 d . . .
H14 H -0.1349 -0.3391 0.0136 0.042 Uiso 1 1 calc R . .
C15 C 0.1220(7) -0.2103(6) 0.0039(5) 0.0296(14) Uani 1 1 d . . .
H15 H 0.0700 -0.1421 0.0084 0.036 Uiso 1 1 calc R . .


_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
Mo1 O1 1.730(3) . ?
Mo1 O2 1.753(3) . ?
Mo1 O3 1.762(3) . ?
Mo1 O4 1.953(3) . ?
Mo1 N1 2.314(4) . ?
Mo2 O5 1.722(4) . ?
Mo2 O6 1.738(3) . ?
Mo2 O7 1.748(3) . ?
Mo2 O4 1.853(3) . ?
Ni1 N2 2.068(4) 2_866 ?
Ni1 N2 2.068(4) 1_345 ?
Ni1 O7 2.084(3) 2_656 ?
Ni1 O7 2.084(3) . ?
Ni1 O3 2.087(3) 1_455 ?
Ni1 O3 2.087(3) 2_756 ?
Ni2 O2 2.016(3) 1_455 ?
Ni2 O2 2.016(3) 2_755 ?
Ni2 O6 2.068(3) 2_655 ?
Ni2 O6 2.068(3) . ?
Ni2 N3 2.138(4) 2_655 ?
Ni2 N3 2.138(4) . ?
O2 Ni2 2.016(3) 1_655 ?
O3 Ni1 2.087(3) 1_655 ?
N1 C5 1.318(7) . ?
N1 C1 1.334(6) . ?
N2 C6 1.334(7) . ?
N2 C10 1.340(6) . ?
N2 Ni1 2.068(4) 1_765 ?
N3 C11 1.321(7) . ?
N3 C15 1.345(6) . ?
C1 C2 1.375(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(7) . ?
C3 C8 1.483(7) . ?
C4 C5 1.368(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.385(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.389(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.382(7) . ?
C9 C10 1.377(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.379(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.403(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.378(8) . ?
C13 C13 1.504(9) 2_545 ?
C14 C15 1.380(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

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 Mo1 O2 118.03(17) . . ?
O1 Mo1 O3 116.16(17) . . ?
O2 Mo1 O3 120.53(15) . . ?
O1 Mo1 O4 96.55(15) . . ?
O2 Mo1 O4 98.18(15) . . ?
O3 Mo1 O4 98.28(14) . . ?
O1 Mo1 N1 81.99(15) . . ?
O2 Mo1 N1 83.85(15) . . ?
O3 Mo1 N1 81.08(14) . . ?
O4 Mo1 N1 177.90(15) . . ?
O5 Mo2 O6 108.19(16) . . ?
O5 Mo2 O7 108.80(17) . . ?
O6 Mo2 O7 110.08(16) . . ?
O5 Mo2 O4 108.21(16) . . ?
O6 Mo2 O4 110.34(15) . . ?
O7 Mo2 O4 111.14(14) . . ?
N2 Ni1 N2 180.0 2_866 1_345 ?
N2 Ni1 O7 90.79(14) 2_866 2_656 ?
N2 Ni1 O7 89.21(14) 1_345 2_656 ?
N2 Ni1 O7 89.21(14) 2_866 . ?
N2 Ni1 O7 90.79(14) 1_345 . ?
O7 Ni1 O7 180.0 2_656 . ?
N2 Ni1 O3 93.42(14) 2_866 1_455 ?
N2 Ni1 O3 86.58(14) 1_345 1_455 ?
O7 Ni1 O3 86.92(13) 2_656 1_455 ?
O7 Ni1 O3 93.08(13) . 1_455 ?
N2 Ni1 O3 86.58(14) 2_866 2_756 ?
N2 Ni1 O3 93.42(14) 1_345 2_756 ?
O7 Ni1 O3 93.08(13) 2_656 2_756 ?
O7 Ni1 O3 86.92(13) . 2_756 ?
O3 Ni1 O3 180.00(15) 1_455 2_756 ?
O2 Ni2 O2 180.000(1) 1_455 2_755 ?
O2 Ni2 O6 88.92(13) 1_455 2_655 ?
O2 Ni2 O6 91.08(13) 2_755 2_655 ?
O2 Ni2 O6 91.08(13) 1_455 . ?
O2 Ni2 O6 88.92(13) 2_755 . ?
O6 Ni2 O6 180.0(2) 2_655 . ?
O2 Ni2 N3 91.54(14) 1_455 2_655 ?
O2 Ni2 N3 88.46(14) 2_755 2_655 ?
O6 Ni2 N3 90.34(14) 2_655 2_655 ?
O6 Ni2 N3 89.66(14) . 2_655 ?
O2 Ni2 N3 88.46(14) 1_455 . ?
O2 Ni2 N3 91.54(14) 2_755 . ?
O6 Ni2 N3 89.66(14) 2_655 . ?
O6 Ni2 N3 90.34(14) . . ?
N3 Ni2 N3 180.0(2) 2_655 . ?
Mo1 O2 Ni2 176.48(19) . 1_655 ?
Mo1 O3 Ni1 138.7(2) . 1_655 ?
Mo2 O4 Mo1 138.2(2) . . ?
Mo2 O7 Ni1 167.9(2) . . ?
Mo2 O6 Ni2 145.9(2) . . ?
C5 N1 C1 117.2(4) . . ?
C5 N1 Mo1 120.9(3) . . ?
C1 N1 Mo1 121.7(4) . . ?
C6 N2 C10 117.3(4) . . ?
C6 N2 Ni1 122.0(3) . 1_765 ?
C10 N2 Ni1 120.6(4) . 1_765 ?
C11 N3 C15 116.3(5) . . ?
C11 N3 Ni2 123.0(3) . . ?
C15 N3 Ni2 120.7(4) . . ?
N1 C1 C2 122.0(5) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 121.0(5) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 116.2(5) . . ?
C2 C3 C8 123.2(5) . . ?
C4 C3 C8 120.6(5) . . ?
C5 C4 C3 119.2(5) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 124.3(5) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
N2 C6 C7 122.8(5) . . ?
N2 C6 H6 118.6 . . ?
C7 C6 H6 118.6 . . ?
C6 C7 C8 120.0(5) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 116.6(5) . . ?
C9 C8 C3 121.9(5) . . ?
C7 C8 C3 121.4(5) . . ?
C10 C9 C8 120.2(5) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
N2 C10 C9 123.0(5) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N3 C11 C12 124.3(5) . . ?
N3 C11 H11 117.9 . . ?
C12 C11 H11 117.9 . . ?
C11 C12 C13 120.0(5) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 115.2(5) . . ?
C14 C13 C13 122.8(6) . 2_545 ?
C12 C13 C13 122.0(6) . 2_545 ?
C13 C14 C15 121.2(5) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
N3 C15 C14 123.0(6) . . ?
N3 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.630
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.138
_database_code_depnum_ccdc_archive 'CCDC 943446'
