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

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#                                CCDC 
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#  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
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data_jtm344_0m

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C14 H6 Cr N2 O8, C7 H5 N O4, C5 H7 N2, 5(H2 O)'
_chemical_formula_sum            'C26 H28 Cr N5 O17'
_chemical_formula_weight         734.53

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'
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'
Cr Cr 0.3209 0.6236 '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                   8.6936(8)
_cell_length_b                   11.1920(11)
_cell_length_c                   16.6210(16)
_cell_angle_alpha                92.0870(10)
_cell_angle_beta                 105.0460(10)
_cell_angle_gamma                95.7510(10)
_cell_volume                     1550.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_F_000             758
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.159
_exptl_absorpt_coefficient_mu    0.457
_shelx_estimated_absorpt_T_min   0.856
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2013)'
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
The diffraction data were obtained from 3 sets of 400 frames,
each of width 0.5° in ω, colllected at φ = 0.00,
90.00 and 180.00° and 2 sets of 800 frames, each of
width 0.45° in φ, collected at ω = --30.00 and 210.00°.
The scan time was sec/frame.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3660
_diffrn_reflns_number            27428
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.162
_diffrn_reflns_theta_max         29.126
_diffrn_reflns_theta_full        28.000
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             7838
_reflns_number_gt                7190
_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       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2012)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0470P)²+0.8301P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0097(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7838
_refine_ls_number_parameters     447
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.1008
_refine_ls_wR_factor_gt          0.0978
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
Cr1 Cr 0.15215(2) 0.96567(2) 0.31885(2) 0.01313(7) Uani 1 1 d . . . . .
O1 O 0.01141(12) 1.09420(9) 0.32425(6) 0.01690(19) Uani 1 1 d . . . . .
O2 O -0.05032(12) 1.23166(9) 0.40918(7) 0.0201(2) Uani 1 1 d . . . . .
O3 O 0.30576(12) 0.84791(9) 0.36260(6) 0.0174(2) Uani 1 1 d . . . . .
O4 O 0.45691(13) 0.77869(9) 0.47796(7) 0.0223(2) Uani 1 1 d . . . . .
O5 O 0.32286(12) 1.08102(9) 0.29663(6) 0.01609(19) Uani 1 1 d . . . . .
O6 O 0.43540(13) 1.15119(10) 0.19796(7) 0.0225(2) Uani 1 1 d . . . . .
O7 O -0.02966(12) 0.83354(9) 0.29371(6) 0.0175(2) Uani 1 1 d . . . . .
O8 O -0.17074(12) 0.69216(9) 0.19561(6) 0.0200(2) Uani 1 1 d . . . . .
N1 N 0.20052(13) 1.00332(10) 0.44082(7) 0.0133(2) Uani 1 1 d . . . . .
N2 N 0.12348(13) 0.92948(10) 0.19822(7) 0.0142(2) Uani 1 1 d . . . . .
C1 C 0.02299(16) 1.14828(12) 0.39659(8) 0.0151(2) Uani 1 1 d . . . . .
C2 C 0.13676(15) 1.09539(12) 0.46826(8) 0.0140(2) Uani 1 1 d . . . . .
C3 C 0.17548(16) 1.12876(12) 0.55278(9) 0.0172(3) Uani 1 1 d . . . . .
H3 H 0.1335 1.1954 0.5730 0.021 Uiso 1 1 calc R U . . .
C4 C 0.27792(17) 1.06164(13) 0.60747(8) 0.0187(3) Uani 1 1 d . . . . .
H4 H 0.3040 1.0816 0.6658 0.022 Uiso 1 1 calc R U . . .
C5 C 0.34262(16) 0.96544(13) 0.57750(8) 0.0171(3) Uani 1 1 d . . . . .
H5 H 0.4119 0.9192 0.6145 0.021 Uiso 1 1 calc R U . . .
C6 C 0.30206(15) 0.93993(12) 0.49192(8) 0.0142(2) Uani 1 1 d . . . . .
C7 C 0.36228(16) 0.84622(12) 0.44329(9) 0.0161(3) Uani 1 1 d . . . . .
C8 C 0.33771(16) 1.08388(12) 0.22055(8) 0.0161(2) Uani 1 1 d . . . . .
C9 C 0.22017(16) 0.99195(12) 0.16032(8) 0.0152(2) Uani 1 1 d . . . . .
C10 C 0.20774(17) 0.96563(13) 0.07656(9) 0.0184(3) Uani 1 1 d . . . . .
H10 H 0.2749 1.0099 0.0486 0.022 Uiso 1 1 calc R U . . .
C11 C 0.09364(18) 0.87217(14) 0.03468(9) 0.0206(3) Uani 1 1 d . . . . .
H11 H 0.0829 0.8522 -0.0227 0.025 Uiso 1 1 calc R U . . .
C12 C -0.00524(17) 0.80741(13) 0.07599(9) 0.0192(3) Uani 1 1 d . . . . .
H12 H -0.0830 0.7436 0.0477 0.023 Uiso 1 1 calc R U . . .
C13 C 0.01393(16) 0.83943(12) 0.15958(8) 0.0150(2) Uani 1 1 d . . . . .
C14 C -0.07245(16) 0.78154(12) 0.21911(8) 0.0154(2) Uani 1 1 d . . . . .
N3 N 0.15134(15) 0.44232(12) 0.33550(8) 0.0230(3) Uani 1 1 d . . . . .
H3A H 0.1324 0.4028 0.2844 0.028 Uiso 1 1 d R U . . .
N4 N 0.33692(17) 0.30989(12) 0.38062(9) 0.0269(3) Uani 1 1 d . . . . .
H4A H 0.4100 0.2806 0.4227 0.032 Uiso 1 1 d R U . . .
H4B H 0.3079 0.2748 0.3278 0.032 Uiso 1 1 d R U . . .
C15 C 0.26153(16) 0.40116(12) 0.39782(9) 0.0166(3) Uani 1 1 d . . . . .
C16 C 0.29109(19) 0.45645(14) 0.47897(10) 0.0233(3) Uani 1 1 d . . . . .
H16 H 0.3677 0.4292 0.5244 0.028 Uiso 1 1 calc R U . . .
C17 C 0.2079(2) 0.54977(15) 0.49125(12) 0.0345(4) Uani 1 1 d . . . . .
H17 H 0.2261 0.5872 0.5456 0.041 Uiso 1 1 calc R U . . .
C18 C 0.0961(3) 0.59054(16) 0.42436(16) 0.0432(5) Uani 1 1 d . . . . .
H18 H 0.0397 0.6563 0.4327 0.052 Uiso 1 1 calc R U . . .
C19 C 0.0695(2) 0.53542(17) 0.34801(14) 0.0372(4) Uani 1 1 d . . . . .
H19 H -0.0072 0.5619 0.3023 0.045 Uiso 1 1 calc R U . . .
O9 O 0.55573(13) 0.86282(9) 0.17370(6) 0.0203(2) Uani 1 1 d . . . . .
H9A H 0.5078 0.8030 0.1896 0.024 Uiso 1 1 d R U . . .
O10 O 0.64668(16) 0.92348(11) 0.06822(8) 0.0331(3) Uani 1 1 d . . . . .
O11 O 0.20125(15) 0.53980(10) 0.16137(7) 0.0287(3) Uani 1 1 d . . . . .
H11A H 0.2724 0.5977 0.1804 0.034 Uiso 1 1 d R U . . .
O12 O 0.11366(19) 0.40790(12) 0.05371(8) 0.0394(3) Uani 1 1 d . . . . .
N5 N 0.38124(15) 0.67189(11) 0.08172(7) 0.0196(2) Uani 1 1 d . . . . .
C20 C 0.56554(18) 0.85009(13) 0.09601(9) 0.0218(3) Uani 1 1 d . . . . .
C21 C 0.46890(19) 0.74262(13) 0.04355(9) 0.0224(3) Uani 1 1 d . . . . .
C22 C 0.4680(3) 0.72232(17) -0.03928(11) 0.0371(4) Uani 1 1 d . . . . .
H22 H 0.5306 0.7755 -0.0648 0.044 Uiso 1 1 calc R U . . .
C23 C 0.3729(3) 0.62197(19) -0.08401(11) 0.0482(6) Uani 1 1 d . . . . .
H23 H 0.3695 0.6054 -0.1410 0.058 Uiso 1 1 calc R U . . .
C24 C 0.2834(3) 0.54650(17) -0.04507(10) 0.0389(5) Uani 1 1 d . . . . .
H24 H 0.2189 0.4767 -0.0741 0.047 Uiso 1 1 calc R U . . .
C25 C 0.2909(2) 0.57608(14) 0.03802(9) 0.0245(3) Uani 1 1 d . . . . .
C26 C 0.1949(2) 0.50103(14) 0.08445(10) 0.0271(3) Uani 1 1 d . . . . .
O13 O 0.41484(13) 0.70468(9) 0.25883(6) 0.0207(2) Uani 1 1 d . . . . .
H13A H 0.3899 0.7447 0.2963 0.025 Uiso 1 1 d R U . . .
H13B H 0.4875 0.6623 0.2802 0.025 Uiso 1 1 d R U . . .
O14 O 0.66547(14) 0.57955(11) 0.30542(8) 0.0295(3) Uani 1 1 d . . . . .
H14A H 0.6670 0.5049 0.2992 0.035 Uiso 1 1 d R U . . .
H14B H 0.7149 0.6084 0.2720 0.035 Uiso 1 1 d R U . . .
O15 O 0.09362(16) 0.28367(11) 0.19667(8) 0.0336(3) Uani 1 1 d . . . . .
H15A H 0.0944 0.3192 0.1531 0.040 Uiso 1 1 d R U . . .
H15B H 0.0099 0.2349 0.1857 0.040 Uiso 1 1 d R U . . .
O16 O 0.68507(15) 0.32952(11) 0.29667(8) 0.0323(3) Uani 1 1 d . . . . .
H16A H 0.7650 0.2973 0.3227 0.039 Uiso 1 1 d R U . . .
H16B H 0.6123 0.2754 0.2719 0.039 Uiso 1 1 d R U . . .
O17_a O 0.8204(2) 0.1258(2) 0.16554(14) 0.0359(5) Uani 0.824(6) 1 d . . P A 1
H17A_a H 0.8786 0.1158 0.2140 0.043 Uiso 0.824(6) 1 d R U P A 1
H17B_a H 0.7643 0.0604 0.1445 0.043 Uiso 0.824(6) 1 d R U P A 1
O17A_b O 0.7843(13) 0.1564(10) 0.1402(7) 0.0359(5) Uani 0.176(6) 1 d . . P A 2
H17C_b H 0.8562 0.1097 0.1482 0.043 Uiso 0.176(6) 1 d R U P A 2
H17D_b H 0.7466 0.1513 0.1820 0.043 Uiso 0.176(6) 1 d R 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
Cr1 N2 1.9767(11) . ?
Cr1 N1 1.9809(11) . ?
Cr1 O5 1.9851(10) . ?
Cr1 O3 1.9919(10) . ?
Cr1 O1 1.9936(10) . ?
Cr1 O7 2.0009(10) . ?
O1 C1 1.3015(16) . ?
O2 C1 1.2227(17) . ?
O3 C7 1.3046(17) . ?
O4 C7 1.2208(17) . ?
O5 C8 1.3052(16) . ?
O6 C8 1.2197(17) . ?
O7 C14 1.2957(16) . ?
O8 C14 1.2290(17) . ?
N1 C6 1.3357(17) . ?
N1 C2 1.3373(17) . ?
N2 C13 1.3335(17) . ?
N2 C9 1.3347(17) . ?
C1 C2 1.5180(19) . ?
C2 C3 1.3847(18) . ?
C3 C4 1.396(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3854(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.5150(18) . ?
C8 C9 1.5127(19) . ?
C9 C10 1.3864(18) . ?
C10 C11 1.394(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.398(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3850(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.5159(18) . ?
N3 C15 1.3456(18) . ?
N3 C19 1.358(2) . ?
N3 H3A 0.9101 . ?
N4 C15 1.3285(19) . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9100 . ?
C15 C16 1.413(2) . ?
C16 C17 1.367(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.397(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.344(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
O9 C20 1.3196(18) . ?
O9 H9A 0.8401 . ?
O10 C20 1.2108(18) . ?
O11 C26 1.3206(18) . ?
O11 H11A 0.8400 . ?
O12 C26 1.2134(19) . ?
N5 C25 1.3313(19) . ?
N5 C21 1.3329(19) . ?
C20 C21 1.501(2) . ?
C21 C22 1.385(2) . ?
C22 C23 1.390(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.497(2) . ?
O13 H13A 0.8400 . ?
O13 H13B 0.8400 . ?
O14 H14A 0.8399 . ?
O14 H14B 0.8400 . ?
O15 H15A 0.8400 . ?
O15 H15B 0.8400 . ?
O16 H16A 0.8400 . ?
O16 H16B 0.8400 . ?
O17_a H17A_a 0.8501 . ?
O17_a H17B_a 0.8464 . ?
O17A_b H17C_b 0.8424 . ?
O17A_b H17D_b 0.8422 . ?

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 Cr1 N1 175.20(5) . . ?
N2 Cr1 O5 78.57(4) . . ?
N1 Cr1 O5 97.72(4) . . ?
N2 Cr1 O3 98.46(4) . . ?
N1 Cr1 O3 78.55(4) . . ?
O5 Cr1 O3 92.45(4) . . ?
N2 Cr1 O1 104.64(4) . . ?
N1 Cr1 O1 78.44(4) . . ?
O5 Cr1 O1 92.67(4) . . ?
O3 Cr1 O1 156.89(4) . . ?
N2 Cr1 O7 78.84(4) . . ?
N1 Cr1 O7 104.80(4) . . ?
O5 Cr1 O7 157.40(4) . . ?
O3 Cr1 O7 90.20(4) . . ?
O1 Cr1 O7 93.64(4) . . ?
C1 O1 Cr1 118.29(8) . . ?
C7 O3 Cr1 118.27(8) . . ?
C8 O5 Cr1 118.54(9) . . ?
C14 O7 Cr1 117.44(8) . . ?
C6 N1 C2 122.75(12) . . ?
C6 N1 Cr1 118.65(9) . . ?
C2 N1 Cr1 118.51(9) . . ?
C13 N2 C9 123.08(12) . . ?
C13 N2 Cr1 118.28(9) . . ?
C9 N2 Cr1 118.54(9) . . ?
O2 C1 O1 125.74(13) . . ?
O2 C1 C2 121.01(12) . . ?
O1 C1 C2 113.23(11) . . ?
N1 C2 C3 120.08(12) . . ?
N1 C2 C1 111.09(11) . . ?
C3 C2 C1 128.81(12) . . ?
C2 C3 C4 118.10(13) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C3 C4 C5 120.85(12) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 117.61(13) . . ?
C6 C5 H5 121.2 . . ?
C4 C5 H5 121.2 . . ?
N1 C6 C5 120.56(12) . . ?
N1 C6 C7 111.18(11) . . ?
C5 C6 C7 128.24(12) . . ?
O4 C7 O3 124.74(13) . . ?
O4 C7 C6 121.91(13) . . ?
O3 C7 C6 113.33(12) . . ?
O6 C8 O5 125.42(13) . . ?
O6 C8 C9 121.63(12) . . ?
O5 C8 C9 112.94(11) . . ?
N2 C9 C10 120.08(12) . . ?
N2 C9 C8 111.38(11) . . ?
C10 C9 C8 128.50(12) . . ?
C9 C10 C11 117.93(12) . . ?
C9 C10 H10 121.0 . . ?
C11 C10 H10 121.0 . . ?
C10 C11 C12 120.89(13) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 117.77(13) . . ?
C13 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
N2 C13 C12 120.25(12) . . ?
N2 C13 C14 111.34(11) . . ?
C12 C13 C14 128.37(12) . . ?
O8 C14 O7 125.79(12) . . ?
O8 C14 C13 120.40(12) . . ?
O7 C14 C13 113.80(11) . . ?
C15 N3 C19 122.24(15) . . ?
C15 N3 H3A 116.2 . . ?
C19 N3 H3A 121.6 . . ?
C15 N4 H4A 119.1 . . ?
C15 N4 H4B 118.7 . . ?
H4A N4 H4B 122.0 . . ?
N4 C15 N3 118.72(14) . . ?
N4 C15 C16 122.83(14) . . ?
N3 C15 C16 118.45(13) . . ?
C17 C16 C15 119.04(15) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C18 120.47(17) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C19 C18 C17 119.11(16) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C18 C19 N3 120.68(17) . . ?
C18 C19 H19 119.7 . . ?
N3 C19 H19 119.7 . . ?
C20 O9 H9A 114.4 . . ?
C26 O11 H11A 113.6 . . ?
C25 N5 C21 117.95(13) . . ?
O10 C20 O9 121.11(14) . . ?
O10 C20 C21 121.84(14) . . ?
O9 C20 C21 117.04(13) . . ?
N5 C21 C22 123.20(14) . . ?
N5 C21 C20 115.11(13) . . ?
C22 C21 C20 121.64(14) . . ?
C21 C22 C23 118.09(15) . . ?
C21 C22 H22 121.0 . . ?
C23 C22 H22 121.0 . . ?
C24 C23 C22 119.51(16) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 117.84(15) . . ?
C23 C24 H24 121.1 . . ?
C25 C24 H24 121.1 . . ?
N5 C25 C24 123.39(14) . . ?
N5 C25 C26 115.18(13) . . ?
C24 C25 C26 121.42(14) . . ?
O12 C26 O11 120.37(14) . . ?
O12 C26 C25 122.23(14) . . ?
O11 C26 C25 117.41(13) . . ?
H13A O13 H13B 110.2 . . ?
H14A O14 H14B 104.2 . . ?
H15A O15 H15B 107.3 . . ?
H16A O16 H16B 109.0 . . ?
H17A_a O17_a H17B_a 110.1 . . ?
H17C_b O17A_b H17D_b 105.1 . . ?

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
O17_a H17B_a O10 0.85 1.97 2.793(2) 165 1_545
O17_a H17A_a O1 0.85 1.93 2.784(3) 180 1_645
O16 H16B O6 0.84 2.07 2.9037(16) 173 1_545
O16 H16A O2 0.84 2.07 2.8999(16) 168 1_645
O15 H15B O17_a 0.84 1.90 2.736(2) 178 1_455
O15 H15A O12 0.84 1.99 2.8314(17) 176 .
O14 H14B O8 0.84 2.01 2.8469(15) 175 1_655
O14 H14A O16 0.84 1.98 2.8212(17) 174 .
O13 H13B O14 0.84 1.85 2.6689(16) 166 .
O13 H13A O3 0.84 1.89 2.7197(14) 168 .
O11 H11A O13 0.84 1.85 2.6478(15) 158 .
O9 H9A O13 0.84 1.89 2.6986(15) 160 .
N4 H4B O15 0.91 2.49 3.2187(19) 138 .
N4 H4A O4 0.91 1.94 2.8389(18) 171 2_666
N3 H3A O15 0.91 1.88 2.7660(19) 164 .

_refine_diff_density_max         0.496
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.091

_shelxl_version_number           2014-1

_database_code_depnum_ccdc_archive 'CCDC 975082'
#######################################################################
#
#                 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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_iran-ee-2
_audit_creation_date             2013-09-14
_audit_creation_method           
;
  Olex2 1.2
  (compiled May  9 2012 12:37:22, GUI svn.r4230)
;
#------------------ CHEMICAL INFORMATION ------------------------------------#
_chemical_formula_moiety         'C27 H20 Cr1 N3 O10'
_chemical_formula_sum            'C27 H20 Cr1 N3 O10'
_chemical_formula_weight         598.46
#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr -0.1635 2.4439 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.4020(2)
_cell_length_b                   10.02710(10)
_cell_length_c                   19.8799(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.994(2)
_cell_angle_gamma                90
_cell_volume                     2526.07(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4921
_cell_measurement_temperature    293(2)
_cell_measurement_theta_min      3.5120
_cell_measurement_theta_max      75.8758
_exptl_absorpt_coefficient_mu    4.323
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_method    'not measured'
#------------------ CRYSTAL INFORMATION -------------------------------------#
_exptl_crystal_description       prism
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_diffrn_ambient_temperature      293(2)
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7840
_diffrn_reflns_theta_full        72.06
_diffrn_reflns_theta_max         76.06
_diffrn_reflns_theta_min         4.7
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measured_fraction_theta_full 0.873
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
#------------------ DATA COLLECTION INFORMATION -----------------------------#
_diffrn_radiation_wavelength     1.54179
_reflns_number_gt                4070
_reflns_number_total             4608
_reflns_threshold_expression     >2sigma(I)
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
#------------------ COMPUTER PROGRAMS USED ----------------------------------#
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.292
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         4608
_refine_ls_number_restraints     7
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.001
#------------------ REFINEMENT INFORMATION ----------------------------------#
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0594P)²+0.9461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1217
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly

Cr1 Cr 0.72772(3) 0.53444(4) 0.364367(16) 0.03625(13) Uani 1 d . . .
O1 O 0.81374(13) 0.66650(17) 0.33032(8) 0.0442(4) Uani 1 d . . .
O2 O 0.83292(18) 0.7609(2) 0.23383(10) 0.0663(6) Uani 1 d . . .
O3 O 0.61317(14) 0.40635(18) 0.35738(9) 0.0493(4) Uani 1 d . . .
O4 O 0.83163(14) 0.38945(18) 0.36891(9) 0.0480(4) Uani 1 d . . .
O5 O 0.95989(16) 0.2657(2) 0.44241(11) 0.0607(5) Uani 1 d . . .
O6 O 0.64360(17) 0.7764(2) 0.49842(10) 0.0619(5) Uani 1 d . . .
O7 O 0.4841(2) 0.2874(3) 0.28267(13) 0.0890(8) Uani 1 d . . .
O8 O 0.65565(13) 0.67752(17) 0.40065(8) 0.0453(4) Uani 1 d . . .
N1 N 0.65754(15) 0.52667(17) 0.26012(9) 0.0353(4) Uani 1 d . . .
N2 N 0.81607(19) 0.1309(2) 0.59166(13) 0.0562(6) Uani 1 d D . .
H2N H 0.877(3) 0.107(4) 0.626(2) 0.086(12) Uiso 1 d . . .
N6 N 0.80159(15) 0.52286(19) 0.46818(9) 0.0374(4) Uani 1 d . . .
C1 C 0.7889(2) 0.6839(2) 0.26276(12) 0.0444(5) Uani 1 d . . .
C2 C 0.69686(18) 0.6000(2) 0.21915(11) 0.0390(5) Uani 1 d . . .
C3 C 0.6535(2) 0.5903(3) 0.14595(12) 0.0480(6) Uani 1 d . . .
H3 H 0.679 0.6417 0.1162 0.058 Uiso 1 calc R . .
C4 C 0.5706(2) 0.5012(3) 0.11821(12) 0.0505(6) Uani 1 d . . .
H4 H 0.5404 0.4927 0.0692 0.061 Uiso 1 calc R . .
C5 C 0.5325(2) 0.4252(3) 0.16254(13) 0.0490(6) Uani 1 d . . .
H5 H 0.4774 0.3651 0.1441 0.059 Uiso 1 calc R . .
C6 C 0.57869(19) 0.4413(2) 0.23499(12) 0.0411(5) Uani 1 d . . .
C7 C 0.5533(2) 0.3699(3) 0.29463(14) 0.0514(6) Uani 1 d . . .
C8 C 0.89287(19) 0.3532(2) 0.43083(13) 0.0447(5) Uani 1 d . . .
C9 C 0.87642(18) 0.4307(2) 0.49181(12) 0.0409(5) Uani 1 d . . .
C10 C 0.9288(2) 0.4184(3) 0.56377(13) 0.0501(6) Uani 1 d . . .
H10 H 0.9827 0.3564 0.581 0.06 Uiso 1 calc R . .
C11 C 0.8986(2) 0.5013(3) 0.60966(12) 0.0532(6) Uani 1 d . . .
H11 H 0.9327 0.4946 0.6584 0.064 Uiso 1 calc R . .
C12 C 0.8183(2) 0.5939(3) 0.58369(12) 0.0514(6) Uani 1 d . . .
H12 H 0.7971 0.6482 0.6144 0.062 Uiso 1 calc R . .
C13 C 0.77079(19) 0.6033(2) 0.51073(11) 0.0413(5) Uani 1 d . . .
C14 C 0.6825(2) 0.6959(3) 0.46866(12) 0.0449(5) Uani 1 d . . .
C15 C 0.6463(2) 0.2193(3) 0.48233(18) 0.0604(7) Uani 1 d . . .
H15 H 0.5887 0.2499 0.4452 0.073 Uiso 1 calc R . .
C16 C 0.7135(2) 0.1269(3) 0.46824(15) 0.0510(6) Uani 1 d . . .
C17 C 0.7678(3) -0.0188(3) 0.39002(19) 0.0698(9) Uani 1 d . . .
H17 H 0.7584 -0.053 0.3449 0.084 Uiso 1 calc R . .
C18 C 0.6997(2) 0.0753(3) 0.39881(16) 0.0621(7) Uani 1 d . . .
H18 H 0.6446 0.1057 0.3599 0.074 Uiso 1 calc R . .
C19 C 0.8517(3) -0.0647(3) 0.44776(19) 0.0671(8) Uani 1 d . . .
H19 H 0.8965 -0.1298 0.4404 0.081 Uiso 1 calc R . .
C20 C 0.8693(2) -0.0162(3) 0.51469(17) 0.0595(7) Uani 1 d . . .
H20 H 0.926 -0.0468 0.5525 0.071 Uiso 1 calc R . .
C21 C 0.8008(2) 0.0803(2) 0.52574(15) 0.0490(6) Uani 1 d . . .
C23 C 0.7511(2) 0.2204(3) 0.60667(18) 0.0618(7) Uani 1 d . . .
C24 C 0.6627(2) 0.2679(3) 0.5508(2) 0.0640(8) Uani 1 d . . .
C25 C 0.5960(3) 0.3628(4) 0.5678(3) 0.0936(14) Uani 1 d . . .
H25 H 0.5372 0.3956 0.5323 0.112 Uiso 1 calc R . .
C26 C 0.6185(5) 0.4058(5) 0.6362(4) 0.116(2) Uani 1 d . . .
H26 H 0.575 0.4684 0.6472 0.139 Uiso 1 calc R . .
C27 C 0.7054(4) 0.3569(6) 0.6894(3) 0.1167(19) Uani 1 d . . .
H27 H 0.7186 0.3879 0.7356 0.14 Uiso 1 calc R . .
C28 C 0.7715(3) 0.2665(5) 0.6773(2) 0.0871(12) Uani 1 d . . .
H28 H 0.8291 0.235 0.7143 0.105 Uiso 1 calc R . .
O9 O 0.9832(3) 0.1792(3) 0.31424(15) 0.0899(8) Uani 1 d D . .
H9A H 0.980(4) 0.214(5) 0.3571(18) 0.15(2) Uiso 1 d D . .
H9B H 1.029(4) 0.230(5) 0.297(3) 0.18(3) Uiso 1 d D . .
O10 O 0.9973(2) 0.0801(3) 0.69738(17) 0.0954(9) Uani 1 d D . .
H10A H 1.056(2) 0.130(3) 0.7180(18) 0.079(11) Uiso 1 d D . .
H10B H 1.016(3) -0.007(2) 0.6894(19) 0.093(14) Uiso 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
Cr1 O1 2.0122(17) . ?
Cr1 O3 1.9715(18) . ?
Cr1 O4 1.9948(17) . ?
Cr1 O8 1.9913(17) . ?
Cr1 N1 1.9790(17) . ?
Cr1 N6 1.9806(18) . ?
O1 C1 1.286(3) . ?
O2 C1 1.223(3) . ?
O3 C7 1.297(3) . ?
O4 C8 1.290(3) . ?
O5 C8 1.223(3) . ?
O6 C14 1.214(3) . ?
O8 C14 1.294(3) . ?
N1 C2 1.327(3) . ?
N1 C6 1.325(3) . ?
N6 C9 1.332(3) . ?
N6 C13 1.328(3) . ?
N2 H2N 0.91(4) . ?
N2 C21 1.357(4) . ?
N2 C23 1.349(4) . ?
C1 C2 1.512(3) . ?
C2 C3 1.384(3) . ?
C3 H3 0.93 . ?
C4 C3 1.392(4) . ?
C4 H4 0.93 . ?
C5 C4 1.383(4) . ?
C5 H5 0.93 . ?
C6 C5 1.380(3) . ?
C6 C7 1.515(3) . ?
C7 O7 1.208(3) . ?
C9 C8 1.515(3) . ?
C9 C10 1.379(3) . ?
C10 H10 0.93 . ?
C11 C10 1.388(4) . ?
C11 H11 0.93 . ?
C12 C11 1.388(4) . ?
C12 H12 0.93 . ?
C13 C12 1.384(3) . ?
C13 C14 1.523(3) . ?
C15 C24 1.394(5) . ?
C15 H15 0.93 . ?
C16 C15 1.383(4) . ?
C16 C18 1.428(4) . ?
C16 C21 1.422(4) . ?
C17 C19 1.398(5) . ?
C17 H17 0.93 . ?
C18 C17 1.364(5) . ?
C18 H18 0.93 . ?
C19 H19 0.93 . ?
C20 C19 1.363(5) . ?
C20 C21 1.400(4) . ?
C20 H20 0.93 . ?
C23 C24 1.418(5) . ?
C25 C24 1.419(5) . ?
C25 C26 1.364(7) . ?
C25 H25 0.93 . ?
C26 H26 0.93 . ?
C27 C26 1.384(8) . ?
C27 H27 0.93 . ?
C28 C23 1.419(5) . ?
C28 C27 1.343(6) . ?
C28 H28 0.93 . ?
O9 H9A 0.933(19) . ?
O9 H9B 0.934(19) . ?
O10 H10A 0.910(18) . ?
O10 H10B 0.933(18) . ?

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
O3 Cr1 O1 157.41(7) . . ?
O3 Cr1 O4 92.55(8) . . ?
O3 Cr1 O8 92.09(8) . . ?
O3 Cr1 N1 78.86(7) . . ?
O3 Cr1 N6 98.56(7) . . ?
O4 Cr1 O1 91.54(8) . . ?
O8 Cr1 O1 92.65(8) . . ?
O8 Cr1 O4 157.29(7) . . ?
N1 Cr1 O1 78.62(7) . . ?
N1 Cr1 O4 96.06(7) . . ?
N1 Cr1 O8 106.64(7) . . ?
N1 Cr1 N6 174.18(8) . . ?
N6 Cr1 O1 104.02(7) . . ?
N6 Cr1 O4 78.77(7) . . ?
N6 Cr1 O8 78.56(7) . . ?
C1 O1 Cr1 117.30(15) . . ?
C7 O3 Cr1 118.35(16) . . ?
C8 O4 Cr1 117.83(16) . . ?
C14 O8 Cr1 118.59(15) . . ?
C2 N1 Cr1 118.21(15) . . ?
C6 N1 Cr1 117.98(16) . . ?
C6 N1 C2 123.62(19) . . ?
C23 N2 C21 123.8(3) . . ?
C21 N2 H2N 117(2) . . ?
C23 N2 H2N 119(2) . . ?
C9 N6 Cr1 118.14(16) . . ?
C13 N6 Cr1 118.33(15) . . ?
C13 N6 C9 123.5(2) . . ?
O1 C1 C2 114.1(2) . . ?
O2 C1 O1 125.2(2) . . ?
O2 C1 C2 120.7(2) . . ?
N1 C2 C1 111.67(18) . . ?
N1 C2 C3 119.5(2) . . ?
C3 C2 C1 128.8(2) . . ?
C2 C3 C4 118.0(2) . . ?
C2 C3 H3 121 . . ?
C4 C3 H3 121 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 121.1 . . ?
C6 C5 C4 117.9(2) . . ?
C6 C5 H5 121.1 . . ?
N1 C6 C5 120.1(2) . . ?
N1 C6 C7 111.4(2) . . ?
C5 C6 C7 128.5(2) . . ?
O3 C7 C6 113.2(2) . . ?
O7 C7 O3 125.3(3) . . ?
O7 C7 C6 121.5(3) . . ?
O4 C8 C9 113.9(2) . . ?
O5 C8 O4 125.6(3) . . ?
O5 C8 C9 120.5(2) . . ?
N6 C9 C8 111.3(2) . . ?
N6 C9 C10 119.9(2) . . ?
C10 C9 C8 128.8(2) . . ?
C9 C10 C11 118.0(2) . . ?
C9 C10 H10 121 . . ?
C11 C10 H10 121 . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.9 . . ?
C13 C12 C11 118.2(3) . . ?
C13 C12 H12 120.9 . . ?
N6 C13 C12 119.6(2) . . ?
N6 C13 C14 111.58(18) . . ?
C12 C13 C14 128.9(2) . . ?
O6 C14 O8 125.9(2) . . ?
O6 C14 C13 121.2(2) . . ?
O8 C14 C13 112.9(2) . . ?
C16 C15 C24 121.7(3) . . ?
C16 C15 H15 119.1 . . ?
C24 C15 H15 119.1 . . ?
C15 C16 C18 123.4(3) . . ?
C15 C16 C21 118.5(3) . . ?
C21 C16 C18 118.2(3) . . ?
C18 C17 C19 121.1(3) . . ?
C18 C17 H17 119.5 . . ?
C19 C17 H17 119.5 . . ?
C16 C18 H18 120.2 . . ?
C17 C18 C16 119.5(3) . . ?
C17 C18 H18 120.2 . . ?
C17 C19 H19 119.3 . . ?
C20 C19 C17 121.4(3) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C21 119.1(3) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 H20 120.5 . . ?
N2 C21 C16 118.7(3) . . ?
N2 C21 C20 120.6(3) . . ?
C20 C21 C16 120.7(3) . . ?
N2 C23 C24 119.0(3) . . ?
N2 C23 C28 120.4(4) . . ?
C24 C23 C28 120.6(4) . . ?
C15 C24 C23 118.3(3) . . ?
C15 C24 C25 123.7(4) . . ?
C23 C24 C25 118.0(4) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C26 C25 C24 119.9(5) . . ?
C25 C26 C27 120.5(4) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 118.6 . . ?
C28 C27 C26 122.9(5) . . ?
C28 C27 H27 118.6 . . ?
C23 C28 H28 120.9 . . ?
C27 C28 C23 118.2(5) . . ?
C27 C28 H28 120.9 . . ?
H9B O9 H9A 111(4) . . ?
H10A O10 H10B 110(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
Cr1 O1 C1 O2 179.5(2) . . . . ?
Cr1 O1 C1 C2 0.0(3) . . . . ?
Cr1 O3 C7 O7 176.0(3) . . . . ?
Cr1 O3 C7 C6 -3.6(3) . . . . ?
Cr1 O4 C8 O5 179.6(2) . . . . ?
Cr1 O4 C8 C9 -1.0(3) . . . . ?
Cr1 O8 C14 O6 -177.8(2) . . . . ?
Cr1 O8 C14 C13 1.8(3) . . . . ?
Cr1 N1 C2 C1 -2.9(2) . . . . ?
Cr1 N1 C2 C3 176.02(18) . . . . ?
Cr1 N1 C6 C5 -175.23(18) . . . . ?
Cr1 N1 C6 C7 3.6(3) . . . . ?
Cr1 N6 C9 C8 2.1(3) . . . . ?
Cr1 N6 C9 C10 -179.21(18) . . . . ?
Cr1 N6 C13 C12 177.59(19) . . . . ?
Cr1 N6 C13 C14 -1.8(3) . . . . ?
O1 Cr1 O3 C7 8.8(3) . . . . ?
O1 Cr1 O4 C8 105.61(18) . . . . ?
O1 Cr1 O8 C14 -105.92(19) . . . . ?
O1 Cr1 N1 C2 2.27(16) . . . . ?
O1 Cr1 N1 C6 177.47(18) . . . . ?
O1 Cr1 N6 C9 -90.86(17) . . . . ?
O1 Cr1 N6 C13 92.04(18) . . . . ?
O1 C1 C2 N1 1.8(3) . . . . ?
O1 C1 C2 C3 -176.9(2) . . . . ?
O2 C1 C2 N1 -177.7(2) . . . . ?
O2 C1 C2 C3 3.5(4) . . . . ?
O3 Cr1 O1 C1 -5.7(3) . . . . ?
O3 Cr1 O4 C8 -96.61(18) . . . . ?
O3 Cr1 O8 C14 96.17(19) . . . . ?
O3 Cr1 N1 C2 -179.50(18) . . . . ?
O3 Cr1 N1 C6 -4.30(17) . . . . ?
O3 Cr1 N6 C9 88.83(18) . . . . ?
O3 Cr1 N6 C13 -88.26(18) . . . . ?
O4 Cr1 O1 C1 94.75(18) . . . . ?
O4 Cr1 O3 C7 -91.4(2) . . . . ?
O4 Cr1 O8 C14 -5.5(3) . . . . ?
O4 Cr1 N1 C2 -88.08(17) . . . . ?
O4 Cr1 N1 C6 87.11(18) . . . . ?
O4 Cr1 N6 C9 -2.09(17) . . . . ?
O4 Cr1 N6 C13 -179.18(18) . . . . ?
O8 Cr1 O1 C1 -107.57(18) . . . . ?
O8 Cr1 O3 C7 110.9(2) . . . . ?
O8 Cr1 O4 C8 5.0(3) . . . . ?
O8 Cr1 N1 C2 91.65(17) . . . . ?
O8 Cr1 N1 C6 -93.15(17) . . . . ?
O8 Cr1 N6 C9 179.24(18) . . . . ?
O8 Cr1 N6 C13 2.15(17) . . . . ?
N1 Cr1 O1 C1 -1.12(18) . . . . ?
N1 Cr1 O3 C7 4.31(19) . . . . ?
N1 Cr1 O4 C8 -175.67(18) . . . . ?
N1 Cr1 O8 C14 175.17(18) . . . . ?
N1 Cr1 N6 C9 25.5(8) . . . . ?
N1 Cr1 N6 C13 -151.5(7) . . . . ?
N1 C2 C3 C4 -1.1(4) . . . . ?
N1 C6 C5 C4 -0.5(4) . . . . ?
N1 C6 C7 O3 0.0(3) . . . . ?
N1 C6 C7 O7 -179.6(3) . . . . ?
N2 C23 C24 C15 0.2(4) . . . . ?
N2 C23 C24 C25 -179.5(3) . . . . ?
N6 Cr1 O1 C1 173.56(18) . . . . ?
N6 Cr1 O3 C7 -170.4(2) . . . . ?
N6 Cr1 O4 C8 1.62(18) . . . . ?
N6 Cr1 O8 C14 -2.14(18) . . . . ?
N6 Cr1 N1 C2 -115.3(7) . . . . ?
N6 Cr1 N1 C6 59.9(8) . . . . ?
N6 C9 C8 O4 -0.7(3) . . . . ?
N6 C9 C8 O5 178.8(2) . . . . ?
N6 C9 C10 C11 2.0(4) . . . . ?
N6 C13 C12 C11 1.2(4) . . . . ?
N6 C13 C14 O6 179.6(2) . . . . ?
N6 C13 C14 O8 0.0(3) . . . . ?
C1 C2 C3 C4 177.6(2) . . . . ?
C2 N1 C6 C5 -0.3(4) . . . . ?
C2 N1 C6 C7 178.5(2) . . . . ?
C5 C4 C3 C2 0.3(4) . . . . ?
C5 C6 C7 O3 178.7(3) . . . . ?
C5 C6 C7 O7 -0.9(5) . . . . ?
C6 N1 C2 C1 -177.8(2) . . . . ?
C6 N1 C2 C3 1.1(4) . . . . ?
C6 C5 C4 C3 0.5(4) . . . . ?
C7 C6 C5 C4 -179.1(2) . . . . ?
C8 C9 C10 C11 -179.6(2) . . . . ?
C9 N6 C13 C12 0.7(4) . . . . ?
C9 N6 C13 C14 -178.8(2) . . . . ?
C10 C9 C8 O4 -179.2(2) . . . . ?
C10 C9 C8 O5 0.3(4) . . . . ?
C12 C11 C10 C9 -0.2(4) . . . . ?
C12 C13 C14 O6 0.3(4) . . . . ?
C12 C13 C14 O8 -179.3(3) . . . . ?
C13 N6 C9 C8 179.1(2) . . . . ?
C13 N6 C9 C10 -2.3(4) . . . . ?
C13 C12 C11 C10 -1.4(4) . . . . ?
C14 C13 C12 C11 -179.5(2) . . . . ?
C15 C16 C21 N2 -1.7(4) . . . . ?
C15 C16 C21 C20 178.0(2) . . . . ?
C15 C16 C18 C17 -177.9(3) . . . . ?
C16 C18 C17 C19 -0.7(5) . . . . ?
C16 C15 C24 C25 179.9(3) . . . . ?
C16 C15 C24 C23 0.2(4) . . . . ?
C18 C16 C21 N2 178.5(2) . . . . ?
C18 C16 C21 C20 -1.8(4) . . . . ?
C18 C16 C15 C24 -179.7(3) . . . . ?
C18 C17 C19 C20 -0.8(5) . . . . ?
C19 C20 C21 N2 -179.9(3) . . . . ?
C19 C20 C21 C16 0.4(4) . . . . ?
C21 N2 C23 C28 178.7(3) . . . . ?
C21 N2 C23 C24 -1.5(4) . . . . ?
C21 C20 C19 C17 0.9(5) . . . . ?
C21 C16 C18 C17 1.9(4) . . . . ?
C21 C16 C15 C24 0.5(4) . . . . ?
C23 N2 C21 C20 -177.5(3) . . . . ?
C23 N2 C21 C16 2.2(4) . . . . ?
C23 C28 C27 C26 0.4(7) . . . . ?
C24 C25 C26 C27 -0.5(7) . . . . ?
C26 C25 C24 C15 -179.4(4) . . . . ?
C26 C25 C24 C23 0.2(5) . . . . ?
C27 C28 C23 N2 179.1(3) . . . . ?
C27 C28 C23 C24 -0.6(5) . . . . ?
C28 C27 C26 C25 0.1(8) . . . . ?
C28 C23 C24 C15 180.0(3) . . . . ?
C28 C23 C24 C25 0.3(4) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 975083'
#######################################################################
#
#                 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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_iran-ee-1
_audit_creation_date             2013-04-18
_audit_creation_method           
;
  Olex2 1.2
  (compiled May  9 2012 12:37:22, GUI svn.r4230)
;
#------------------ CHEMICAL INFORMATION ------------------------------------#
_chemical_formula_moiety         
'2(C14 H6 Cr N2 O8), 2(C13 H11 N2), 6(H2 O), 0.55(O), H'
_chemical_formula_sum            'C54 H47 Cr2 N8 O22.55'
_chemical_formula_weight         1272.76
#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr -0.1635 2.4439 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#------------------ UNIT CELL INFORMATION -----------------------------------#
_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   35.1399(9)
_cell_length_b                   9.6985(2)
_cell_length_c                   18.5587(5)
_cell_angle_alpha                90
_cell_angle_beta                 119.555(3)
_cell_angle_gamma                90
_cell_volume                     5501.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8987
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.7516
_cell_measurement_theta_min      2.8889
_exptl_absorpt_coefficient_mu    4.051
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.48837
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_method    'not measured'
#------------------ CRYSTAL INFORMATION -------------------------------------#
_exptl_crystal_description       prism
_exptl_crystal_F_000             2621.6
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15534
_diffrn_reflns_theta_full        75.94
_diffrn_reflns_theta_max         75.94
_diffrn_reflns_theta_min         2.89
#------------------ DATA COLLECTION INFORMATION -----------------------------#
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_reflns_number_gt                5186
_reflns_number_total             5685
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
        (compiled Oct 27 2011,15:02:11)
;
#------------------ COMPUTER PROGRAMS USED ----------------------------------#
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
        (compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
        (compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.351
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     430
_refine_ls_number_reflns         5685
_refine_ls_number_restraints     15
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.002
#------------------ REFINEMENT INFORMATION ----------------------------------#
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0685P)²+0.9007P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.108
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
Cr1 Cr 0.634658(7) 0.27850(3) 0.478005(14) 0.03574(10) Uani 1 d . . .
O1 O 0.60336(4) 0.12607(13) 0.39937(7) 0.0460(3) Uani 1 d . . .
O2 O 0.60156(7) -0.0009(2) 0.29770(12) 0.0804(5) Uani 1 d . . .
O3 O 0.67721(4) 0.43175(14) 0.53041(7) 0.0466(3) Uani 1 d . . .
O4 O 0.73570(5) 0.53489(17) 0.53698(9) 0.0615(4) Uani 1 d D . .
O5 O 0.67197(4) 0.14873(14) 0.56839(8) 0.0477(3) Uani 1 d . . .
O6 O 0.67830(5) 0.03770(17) 0.67905(8) 0.0602(4) Uani 1 d . . .
O7 O 0.58419(4) 0.40547(13) 0.41094(7) 0.0436(3) Uani 1 d . . .
O8 O 0.52427(4) 0.50100(16) 0.40278(8) 0.0552(3) Uani 1 d . . .
N1 N 0.66724(4) 0.26977(14) 0.41672(8) 0.0380(3) Uani 1 d . . .
N2 N 0.60252(4) 0.27106(13) 0.54005(8) 0.0357(3) Uani 1 d . . .
N3 N 0.65516(5) 0.43999(18) 0.16586(11) 0.0553(4) Uani 1 d . . .
H3 H 0.6765 0.4545 0.1566 0.066 Uiso 1 calc R . .
N4 N 0.56062(5) 0.34403(19) 0.22687(10) 0.0556(4) Uani 1 d . . .
H4A H 0.5605 0.3857 0.2677 0.067 Uiso 1 calc R . .
H4B H 0.5423 0.2787 0.2016 0.067 Uiso 1 calc R . .
C1 C 0.65601(6) 0.17232(18) 0.35896(10) 0.0425(3) Uani 1 d . . .
C2 C 0.67950(7) 0.1584(2) 0.31741(12) 0.0524(4) Uani 1 d . . .
H2 H 0.672 0.0918 0.2766 0.063 Uiso 1 calc R . .
C3 C 0.71444(7) 0.2468(2) 0.33860(13) 0.0562(5) Uani 1 d . . .
H3A H 0.7306 0.2392 0.3115 0.067 Uiso 1 calc R . .
C4 C 0.72580(6) 0.3467(2) 0.39969(12) 0.0512(4) Uani 1 d . . .
H4 H 0.7494 0.4053 0.4142 0.061 Uiso 1 calc R . .
C5 C 0.70066(5) 0.35572(18) 0.43819(10) 0.0412(3) Uani 1 d . . .
C6 C 0.61727(6) 0.08918(19) 0.34896(11) 0.0489(4) Uani 1 d . . .
C7 C 0.70598(5) 0.45100(19) 0.50711(10) 0.0443(3) Uani 1 d . . .
C8 C 0.61709(5) 0.18518(17) 0.60420(9) 0.0385(3) Uani 1 d . . .
C9 C 0.59406(6) 0.16931(19) 0.64640(10) 0.0464(4) Uani 1 d . . .
H9 H 0.6036 0.1088 0.6909 0.056 Uiso 1 calc R . .
C10 C 0.55626(7) 0.2465(2) 0.62016(12) 0.0500(4) Uani 1 d . . .
H10 H 0.5403 0.2384 0.6478 0.06 Uiso 1 calc R . .
C11 C 0.54179(6) 0.33599(19) 0.55306(11) 0.0451(4) Uani 1 d . . .
H11 H 0.5166 0.3883 0.5357 0.054 Uiso 1 calc R . .
C12 C 0.56597(5) 0.34473(16) 0.51301(9) 0.0374(3) Uani 1 d . . .
C13 C 0.65924(5) 0.11537(18) 0.62081(10) 0.0435(3) Uani 1 d . . .
C14 C 0.55634(5) 0.42634(17) 0.43633(9) 0.0400(3) Uani 1 d . . .
C15 C 0.62481(6) 0.3436(2) 0.11980(12) 0.0510(4) Uani 1 d . . .
C16 C 0.62822(8) 0.2752(2) 0.05640(15) 0.0647(5) Uani 1 d . . .
H16 H 0.6511 0.2956 0.0465 0.078 Uiso 1 calc R . .
C17 C 0.59762(9) 0.1787(3) 0.00953(15) 0.0710(6) Uani 1 d . . .
H17 H 0.5995 0.1347 -0.0331 0.085 Uiso 1 calc R . .
C18 C 0.56334(8) 0.1447(3) 0.02464(14) 0.0682(5) Uani 1 d . . .
H18 H 0.5428 0.0786 -0.0078 0.082 Uiso 1 calc R . .
C19 C 0.56008(7) 0.2085(2) 0.08677(13) 0.0584(5) Uani 1 d . . .
H19 H 0.5375 0.1845 0.0969 0.07 Uiso 1 calc R . .
C20 C 0.59053(6) 0.3108(2) 0.13598(11) 0.0468(4) Uani 1 d . . .
C21 C 0.58902(6) 0.38050(19) 0.20292(11) 0.0462(4) Uani 1 d . . .
C22 C 0.61966(6) 0.48931(19) 0.24480(11) 0.0467(4) Uani 1 d . . .
C23 C 0.61829(7) 0.5742(2) 0.30591(12) 0.0556(4) Uani 1 d . . .
H23 H 0.5959 0.5623 0.3183 0.067 Uiso 1 calc R . .
C24 C 0.64910(9) 0.6722(2) 0.34636(14) 0.0650(5) Uani 1 d . . .
H24 H 0.6475 0.7266 0.3861 0.078 Uiso 1 calc R . .
C25 C 0.68314(9) 0.6927(2) 0.32923(15) 0.0685(6) Uani 1 d . . .
H25 H 0.7044 0.759 0.3584 0.082 Uiso 1 calc R . .
C26 C 0.68540(7) 0.6161(2) 0.26990(14) 0.0625(5) Uani 1 d . . .
H26 H 0.708 0.6308 0.2584 0.075 Uiso 1 calc R . .
C27 C 0.65327(6) 0.51409(19) 0.22564(12) 0.0497(4) Uani 1 d . . .
O9 O 0.51030(6) 0.1275(2) 0.35000(14) 0.0883(6) Uani 1 d D . .
H9A H 0.4953(9) 0.054(3) 0.3180(17) 0.087(9) Uiso 1 d D . .
H9B H 0.5393(6) 0.131(4) 0.363(2) 0.116(13) Uiso 1 d D . .
O10 O 0.5 0.6322(3) 0.25 0.0953(10) Uani 1 d SD . .
H10A H 0.5084(19) 0.572(4) 0.293(2) 0.08 Uiso 0.5 d PD . .
H10B H 0.5 0.727(2) 0.25 0.1 Uiso 1 d SD . .
O11 O 0.51987(12) 0.9038(4) 0.2602(3) 0.0837(10) Uani 0.5 d PD . .
H11A H 0.5490(8) 0.895(5) 0.276(3) 0.2 Uiso 1 d D . .
O12 O 0.73877(5) 0.4044(3) 0.18939(12) 0.0920(7) Uani 1 d D . .
H12A H 0.7392(15) 0.428(5) 0.1406(18) 0.166(19) Uiso 1 d D . .
H12B H 0.7624(13) 0.443(6) 0.236(2) 0.19(2) Uiso 1 d D . .
O13 O 0.8088(3) 0.6036(10) 0.5064(7) 0.107(4) Uani 0.275(7) d PD . .
H13A H 0.7896 0.5787 0.529 0.2 Uiso 0.25 d PD . .
H13B H 0.7886(16) 0.614(10) 0.4491(16) 0.05(2) Uiso 0.25 d PD . .



_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
Cr1 O1 1.9853(12) . ?
Cr1 O3 1.9890(13) . ?
Cr1 O5 1.9868(12) . ?
Cr1 O7 2.0082(11) . ?
Cr1 N1 1.9740(13) . ?
Cr1 N2 1.9722(13) . ?
O1 C6 1.301(2) . ?
O2 C6 1.206(2) . ?
O3 C7 1.294(2) . ?
O6 C13 1.213(2) . ?
O7 C14 1.2945(19) . ?
O8 C14 1.220(2) . ?
N1 C1 1.334(2) . ?
N1 C5 1.331(2) . ?
N2 C8 1.331(2) . ?
N2 C12 1.333(2) . ?
N3 C15 1.358(3) . ?
N3 C27 1.351(3) . ?
N3 H3 0.86 . ?
N4 H4A 0.86 . ?
N4 H4B 0.86 . ?
C1 C6 1.513(3) . ?
C2 C1 1.386(2) . ?
C2 C3 1.386(3) . ?
C2 H2 0.93 . ?
C3 H3A 0.93 . ?
C4 C3 1.392(3) . ?
C4 H4 0.93 . ?
C5 C4 1.386(2) . ?
C5 C7 1.513(2) . ?
C7 O4 1.220(2) . ?
C8 C9 1.385(2) . ?
C9 H9 0.93 . ?
C10 C9 1.387(3) . ?
C10 C11 1.392(3) . ?
C10 H10 0.93 . ?
C11 H11 0.93 . ?
C12 C11 1.380(2) . ?
C12 C14 1.514(2) . ?
C13 O5 1.296(2) . ?
C13 C8 1.516(2) . ?
C15 C16 1.406(3) . ?
C16 C17 1.366(4) . ?
C16 H16 0.93 . ?
C17 C18 1.404(4) . ?
C17 H17 0.93 . ?
C18 H18 0.93 . ?
C19 C18 1.362(3) . ?
C19 C20 1.414(3) . ?
C19 H19 0.93 . ?
C20 C15 1.414(3) . ?
C21 N4 1.325(2) . ?
C21 C20 1.438(3) . ?
C21 C22 1.432(3) . ?
C22 C27 1.412(3) . ?
C23 C22 1.421(3) . ?
C23 C24 1.356(3) . ?
C23 H23 0.93 . ?
C24 C25 1.395(4) . ?
C24 H24 0.93 . ?
C25 C26 1.363(4) . ?
C25 H25 0.93 . ?
C26 H26 0.93 . ?
C27 C26 1.419(3) . ?
O9 H9A 0.908(17) . ?
O9 H9B 0.928(18) . ?
O10 H10A 0.909(19) . ?
O10 H10B 0.923(19) . ?
O11 O11 1.254(8) 2_655 ?
O11 H11A 0.922(19) . ?
O12 H12B 0.933(19) . ?
O12 H12A 0.941(19) . ?
O13 H13A 0.985(7) . ?
O13 H13B 0.95(2) . ?


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 Cr1 O3 157.84(5) . . ?
O1 Cr1 O5 92.55(6) . . ?
O1 Cr1 O7 90.08(5) . . ?
O3 Cr1 O7 93.78(5) . . ?
O5 Cr1 O3 92.10(5) . . ?
O5 Cr1 O7 157.66(5) . . ?
N1 Cr1 O1 79.22(5) . . ?
N1 Cr1 O3 78.69(5) . . ?
N1 Cr1 O5 97.50(5) . . ?
N1 Cr1 O7 104.78(5) . . ?
N2 Cr1 O1 97.63(5) . . ?
N2 Cr1 O3 104.52(5) . . ?
N2 Cr1 O5 79.24(5) . . ?
N2 Cr1 O7 78.43(5) . . ?
N2 Cr1 N1 175.42(6) . . ?
C6 O1 Cr1 117.70(12) . . ?
C7 O3 Cr1 117.85(11) . . ?
C13 O5 Cr1 117.61(11) . . ?
C14 O7 Cr1 117.73(10) . . ?
C1 N1 Cr1 117.87(11) . . ?
C5 N1 Cr1 118.52(11) . . ?
C5 N1 C1 123.49(14) . . ?
C8 N2 Cr1 117.82(11) . . ?
C8 N2 C12 123.12(13) . . ?
C12 N2 Cr1 118.92(10) . . ?
C15 N3 H3 118.6 . . ?
C27 N3 C15 122.80(17) . . ?
C27 N3 H3 118.6 . . ?
C21 N4 H4A 120 . . ?
C21 N4 H4B 120 . . ?
H4A N4 H4B 120 . . ?
N1 C1 C2 119.65(17) . . ?
N1 C1 C6 111.57(14) . . ?
C2 C1 C6 128.78(17) . . ?
C1 C2 H2 121 . . ?
C3 C2 H2 121 . . ?
C3 C2 C1 117.97(18) . . ?
C2 C3 C4 121.31(16) . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 H3A 119.3 . . ?
C3 C4 H4 121.2 . . ?
C5 C4 C3 117.66(18) . . ?
C5 C4 H4 121.2 . . ?
N1 C5 C4 119.91(17) . . ?
N1 C5 C7 111.02(13) . . ?
C4 C5 C7 129.05(17) . . ?
O1 C6 C1 113.56(15) . . ?
O2 C6 O1 125.32(19) . . ?
O2 C6 C1 121.12(17) . . ?
O3 C7 C5 113.77(14) . . ?
O4 C7 O3 125.38(17) . . ?
O4 C7 C5 120.83(16) . . ?
N2 C8 C9 120.08(15) . . ?
N2 C8 C13 111.57(13) . . ?
C9 C8 C13 128.35(15) . . ?
C8 C9 C10 117.84(16) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
C9 C10 C11 120.96(15) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 121 . . ?
C12 C11 C10 118.03(16) . . ?
C12 C11 H11 121 . . ?
N2 C12 C11 119.95(15) . . ?
N2 C12 C14 111.19(13) . . ?
C11 C12 C14 128.82(15) . . ?
O5 C13 C8 113.60(14) . . ?
O6 C13 O5 125.50(17) . . ?
O6 C13 C8 120.90(16) . . ?
O7 C14 C12 113.69(13) . . ?
O8 C14 O7 125.49(15) . . ?
O8 C14 C12 120.79(14) . . ?
N3 C15 C16 119.12(19) . . ?
N3 C15 C20 120.57(18) . . ?
C16 C15 C20 120.3(2) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 C15 119.4(2) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.1(2) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120 . . ?
C19 C18 C17 120.1(2) . . ?
C19 C18 H18 120 . . ?
C18 C19 C20 120.8(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C15 C20 C21 118.41(18) . . ?
C19 C20 C15 118.26(19) . . ?
C19 C20 C21 123.31(18) . . ?
N4 C21 C20 121.26(18) . . ?
N4 C21 C22 120.24(18) . . ?
C22 C21 C20 118.49(16) . . ?
C23 C22 C21 123.18(17) . . ?
C27 C22 C21 119.16(18) . . ?
C27 C22 C23 117.66(19) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(2) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 C25 120.9(2) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C27 C26 H26 120 . . ?
C25 C26 C27 120.1(2) . . ?
C25 C26 H26 120 . . ?
N3 C27 C22 120.17(19) . . ?
N3 C27 C26 119.93(18) . . ?
C22 C27 C26 119.9(2) . . ?
H9A O9 H9B 114(3) . . ?
H10A O10 H10B 130(3) . . ?
O11 O11 H11A 175(3) 2_655 . ?
H12B O12 H12A 111(3) . . ?
H13A O13 H13B 102(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
Cr1 O1 C6 C1 -0.4(2) . . . . ?
Cr1 O1 C6 O2 -179.69(19) . . . . ?
Cr1 O3 C7 O4 -175.31(15) . . . . ?
Cr1 O3 C7 C5 3.37(18) . . . . ?
Cr1 O7 C14 O8 179.51(14) . . . . ?
Cr1 O7 C14 C12 -2.18(18) . . . . ?
Cr1 N1 C1 C2 -176.83(13) . . . . ?
Cr1 N1 C1 C6 2.98(18) . . . . ?
Cr1 N1 C5 C4 176.19(12) . . . . ?
Cr1 N1 C5 C7 -2.09(17) . . . . ?
Cr1 N2 C8 C9 -175.72(12) . . . . ?
Cr1 N2 C8 C13 4.35(17) . . . . ?
Cr1 N2 C12 C11 176.86(12) . . . . ?
Cr1 N2 C12 C14 -1.11(17) . . . . ?
O1 Cr1 O3 C7 -8.3(2) . . . . ?
O1 Cr1 O5 C13 -94.80(13) . . . . ?
O1 Cr1 O7 C14 99.05(12) . . . . ?
O1 Cr1 N1 C1 -2.56(12) . . . . ?
O1 Cr1 N1 C5 -178.84(12) . . . . ?
O1 Cr1 N2 C8 87.31(12) . . . . ?
O1 Cr1 N2 C12 -88.46(12) . . . . ?
O3 Cr1 O1 C6 6.3(2) . . . . ?
O3 Cr1 O5 C13 106.88(13) . . . . ?
O3 Cr1 O7 C14 -102.79(12) . . . . ?
O3 Cr1 N1 C1 179.28(12) . . . . ?
O3 Cr1 N1 C5 3.00(11) . . . . ?
O3 Cr1 N2 C12 90.99(12) . . . . ?
O3 Cr1 N2 C8 -93.25(12) . . . . ?
O5 Cr1 O3 C7 93.73(12) . . . . ?
O5 Cr1 O7 C14 2.1(2) . . . . ?
O5 C13 C8 N2 -2.2(2) . . . . ?
O5 C13 C8 C9 177.89(17) . . . . ?
O5 Cr1 N2 C8 -3.86(11) . . . . ?
O5 Cr1 N2 C12 -179.62(12) . . . . ?
O5 Cr1 O1 C6 -95.62(13) . . . . ?
O6 C13 O5 Cr1 179.95(15) . . . . ?
O6 C13 C8 N2 177.00(17) . . . . ?
O6 C13 C8 C9 -2.9(3) . . . . ?
O5 Cr1 N1 C1 88.63(12) . . . . ?
O5 Cr1 N1 C5 -87.65(12) . . . . ?
O7 Cr1 O1 C6 106.57(13) . . . . ?
O7 Cr1 O3 C7 -107.83(12) . . . . ?
O7 Cr1 O5 C13 1.6(2) . . . . ?
O7 Cr1 N1 C1 -89.76(12) . . . . ?
O7 Cr1 N1 C5 93.96(12) . . . . ?
O7 Cr1 N2 C8 175.81(12) . . . . ?
O7 Cr1 N2 C12 0.05(11) . . . . ?
N1 Cr1 O1 C6 1.53(13) . . . . ?
N1 Cr1 O3 C7 -3.50(12) . . . . ?
N1 Cr1 O5 C13 -174.26(13) . . . . ?
N1 Cr1 O7 C14 177.91(12) . . . . ?
N1 Cr1 N2 C12 -134.8(6) . . . . ?
N1 Cr1 N2 C8 41.0(7) . . . . ?
N1 C1 C6 O1 -1.6(2) . . . . ?
N1 C1 C6 O2 177.7(2) . . . . ?
N1 C5 C4 C3 0.5(2) . . . . ?
N1 C5 C7 O3 -0.8(2) . . . . ?
N1 C5 C7 O4 177.91(16) . . . . ?
N2 Cr1 O1 C6 -175.10(13) . . . . ?
N2 Cr1 O3 C7 173.15(12) . . . . ?
N2 Cr1 O5 C13 2.49(12) . . . . ?
N2 Cr1 O7 C14 1.27(12) . . . . ?
N2 Cr1 N1 C1 44.3(7) . . . . ?
N2 Cr1 N1 C5 -132.0(6) . . . . ?
N2 C8 C9 C10 -0.8(2) . . . . ?
N2 C12 C11 C10 -1.5(2) . . . . ?
N2 C12 C14 O7 2.10(19) . . . . ?
N2 C12 C14 O8 -179.50(15) . . . . ?
N3 C15 C16 C17 -179.6(2) . . . . ?
N3 C27 C26 C25 178.8(2) . . . . ?
N4 C21 C20 C15 -172.71(16) . . . . ?
N4 C21 C20 C19 5.7(3) . . . . ?
N4 C21 C22 C23 -7.8(3) . . . . ?
N4 C21 C22 C27 171.63(16) . . . . ?
C1 N1 C5 C4 0.1(2) . . . . ?
C1 N1 C5 C7 -178.15(14) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C1 C6 O1 178.15(17) . . . . ?
C2 C1 C6 O2 -2.5(3) . . . . ?
C3 C2 C1 N1 0.7(3) . . . . ?
C3 C2 C1 C6 -179.12(17) . . . . ?
C4 C5 C7 O3 -178.92(16) . . . . ?
C4 C5 C7 O4 -0.2(3) . . . . ?
C5 N1 C1 C2 -0.7(2) . . . . ?
C5 N1 C1 C6 179.06(14) . . . . ?
C5 C4 C3 C2 -0.6(3) . . . . ?
C7 C5 C4 C3 178.48(16) . . . . ?
C8 N2 C12 C14 -176.64(14) . . . . ?
C8 N2 C12 C11 1.3(2) . . . . ?
C8 C13 O5 Cr1 -0.91(19) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C11 C10 C9 C8 0.6(3) . . . . ?
C11 C12 C14 O7 -175.65(16) . . . . ?
C11 C12 C14 O8 2.8(3) . . . . ?
C12 N2 C8 C9 -0.1(2) . . . . ?
C12 N2 C8 C13 179.92(14) . . . . ?
C13 C8 C9 C10 179.10(16) . . . . ?
C14 C12 C11 C10 176.09(16) . . . . ?
C15 N3 C27 C22 2.5(3) . . . . ?
C15 N3 C27 C26 -178.17(18) . . . . ?
C15 C16 C17 C18 -1.2(4) . . . . ?
C16 C17 C18 C19 0.1(4) . . . . ?
C18 C19 C20 C21 -179.31(19) . . . . ?
C18 C19 C20 C15 -0.9(3) . . . . ?
C19 C20 C15 N3 -179.30(17) . . . . ?
C19 C20 C15 C16 -0.2(3) . . . . ?
C20 C21 C22 C23 173.43(16) . . . . ?
C20 C21 C22 C27 -7.1(2) . . . . ?
C20 C19 C18 C17 1.0(3) . . . . ?
C20 C15 C16 C17 1.2(3) . . . . ?
C21 C22 C27 N3 3.0(3) . . . . ?
C21 C22 C27 C26 -176.37(16) . . . . ?
C21 C20 C15 N3 -0.8(3) . . . . ?
C21 C20 C15 C16 178.29(17) . . . . ?
C22 C21 C20 C19 -175.59(16) . . . . ?
C22 C21 C20 C15 6.0(2) . . . . ?
C22 C23 C24 C25 0.0(3) . . . . ?
C22 C27 C26 C25 -1.8(3) . . . . ?
C23 C22 C27 N3 -177.51(16) . . . . ?
C23 C22 C27 C26 3.1(3) . . . . ?
C23 C24 C25 C26 1.5(3) . . . . ?
C24 C23 C22 C21 177.23(18) . . . . ?
C24 C23 C22 C27 -2.3(3) . . . . ?
C24 C25 C26 C27 -0.6(3) . . . . ?
C27 N3 C15 C20 -3.6(3) . . . . ?
C27 N3 C15 C16 177.31(18) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 975084'
#######################################################################
#
#                 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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_new

_audit_creation_date             2009-12-18T18:02:22-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C14 H7 N2 Ni O8, 2(H2 O), H3 O'
_chemical_formula_sum            'C14 H14 N2 Ni O11'
_chemical_formula_weight         444.96

#------------------ UNIT CELL INFORMATION -----------------------------------#

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.676(3)
_cell_length_b                   10.0513(19)
_cell_length_c                   13.785(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.251(13)
_cell_angle_gamma                90
_cell_volume                     1713.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    1.199
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.829
_exptl_absorpt_correction_T_max  0.876
_exptl_absorpt_process_details   
'shape of crystal determined optically by X-RED and X-SHELL'
_cell_measurement_reflns_used    917

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method'
_diffrn_standards_number         0
_diffrn_reflns_number            5391
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.6
_diffrn_reflns_theta_max         29.29
_diffrn_reflns_theta_full        29.29
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measured_fraction_theta_full 0.857
_reflns_number_total             4019
_reflns_number_gt                3194
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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)+(0.0527P)²+0.7621P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4690
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1028
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.372

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.006 0.003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.339 1.112 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.9443(2) 0.6550(3) 0.36937(19) 0.0458(6) Uani 1 1 d . . .
C2 C 0.9789(2) 0.5136(2) 0.36692(16) 0.0380(5) Uani 1 1 d . . .
C3 C 0.91390(18) 0.3032(2) 0.30373(16) 0.0349(4) Uani 1 1 d . . .
C4 C 0.81026(19) 0.2312(2) 0.23991(16) 0.0353(4) Uani 1 1 d . . .
C5 C 1.0167(2) 0.2492(3) 0.34810(19) 0.0469(6) Uani 1 1 d . . .
H4 H 1.0280 0.1593 0.3404 0.056 Uiso 1 1 calc R . .
C6 C 1.1020(2) 0.3337(3) 0.4043(2) 0.0553(7) Uani 1 1 d . . .
H3 H 1.1722 0.3006 0.4354 0.066 Uiso 1 1 calc R . .
C7 C 1.0838(2) 0.4667(3) 0.41456(18) 0.0491(6) Uani 1 1 d . . .
H2 H 1.1410 0.5237 0.4527 0.059 Uiso 1 1 calc R . .
C8 C 0.59903(19) 0.5340(2) 0.33995(16) 0.0345(4) Uani 1 1 d . . .
C9 C 0.54491(17) 0.5962(2) 0.22938(15) 0.0315(4) Uani 1 1 d . . .
C10 C 0.57240(18) 0.63595(19) 0.07644(15) 0.0318(4) Uani 1 1 d . . .
C11 C 0.6541(2) 0.6130(2) 0.03179(16) 0.0362(5) Uani 1 1 d . . .
C12 C 0.4750(2) 0.6991(2) 0.02648(17) 0.0400(5) Uani 1 1 d . . .
H7 H 0.4524 0.7333 -0.0424 0.048 Uiso 1 1 calc R . .
C13 C 0.4108(2) 0.7108(2) 0.08159(19) 0.0439(5) Uani 1 1 d . . .
H6 H 0.3441 0.7531 0.0494 0.053 Uiso 1 1 calc R . .
C14 C 0.4461(2) 0.6594(2) 0.18492(18) 0.0404(5) Uani 1 1 d . . .
H5 H 0.4041 0.6676 0.2228 0.048 Uiso 1 1 calc R . .
N1 N 0.89702(15) 0.43156(18) 0.31355(13) 0.0327(4) Uani 1 1 d . . .
N2 N 0.60580(15) 0.58583(17) 0.17534(12) 0.0305(3) Uani 1 1 d . . .
Ni1 Ni 0.74988(2) 0.50662(3) 0.247914(19) 0.03198(10) Uani 1 1 d . . .
O1 O 0.84202(16) 0.67610(16) 0.31879(14) 0.0457(4) Uani 1 1 d . . .
O2 O 1.0132(2) 0.7387(2) 0.41804(19) 0.0736(7) Uani 1 1 d . . .
O3 O 0.72430(13) 0.29455(16) 0.20647(12) 0.0408(4) Uani 1 1 d . . .
O4 O 0.81898(16) 0.10702(17) 0.22396(14) 0.0504(4) Uani 1 1 d . . .
H1 H 0.7502 0.0599 0.1777 0.060 Uiso 1 1 d R . .
O5 O 0.69344(14) 0.48965(16) 0.36683(12) 0.0402(4) Uani 1 1 d . . .
O6 O 0.54776(16) 0.53029(19) 0.39610(13) 0.0463(4) Uani 1 1 d . . .
O7 O 0.74030(14) 0.55513(17) 0.09064(12) 0.0410(4) Uani 1 1 d . . .
O8 O 0.62900(17) 0.65359(19) -0.06305(13) 0.0503(4) Uani 1 1 d . . .
O9 O 0.1568(6) 0.5796(8) 0.0192(5) 0.105(3) Uani 0.50 1 d P . .
H8 H 0.0778 0.6207 -0.0231 0.127 Uiso 0.50 1 d PR . .
H10 H 0.1825 0.5939 -0.0206 0.127 Uiso 1 1 d R . .
O10 O 0.0786(9) 0.5235(7) -0.0049(8) 0.155(4) Uani 0.50 1 d P . .
H9 H 0.1003 0.5571 0.0562 0.186 Uiso 0.50 1 d PR . .
O11 O 0.24537(19) 0.3895(2) 0.14465(16) 0.0603(5) Uani 1 1 d . . .
H11 H 0.3037 0.3652 0.1051 0.072 Uiso 1 1 d R . .
H12 H 0.2087 0.3075 0.1533 0.072 Uiso 1 1 d R . .
H13 H 0.1944 0.4491 0.1050 0.072 Uiso 1 1 d R . .
O12 O 0.34700(17) 0.48495(19) 0.39051(14) 0.0523(5) Uani 1 1 d . . .
H14 H 0.3990 0.4983 0.3784 0.063 Uiso 1 1 d R . .
H15 H 0.3698 0.4943 0.4586 0.063 Uiso 1 1 d R . .



#------------------ MOLECULAR GEOMETRY --------------------------------------#

_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
C1 O2 1.227(3) . ?
C1 O1 1.286(3) . ?
C1 C2 1.504(4) . ?
C2 N1 1.331(3) . ?
C2 C7 1.381(4) . ?
C3 N1 1.327(3) . ?
C3 C5 1.382(3) . ?
C3 C4 1.498(3) . ?
C4 O3 1.240(3) . ?
C4 O4 1.282(3) . ?
C5 C6 1.383(4) . ?
C5 H4 0.9300 . ?
C6 C7 1.378(4) . ?
C6 H3 0.9300 . ?
C7 H2 0.9300 . ?
C8 O6 1.247(3) . ?
C8 O5 1.263(3) . ?
C8 C9 1.516(3) . ?
C9 N2 1.337(3) . ?
C9 C14 1.378(3) . ?
C10 N2 1.338(2) . ?
C10 C12 1.367(3) . ?
C10 C11 1.506(3) . ?
C11 O7 1.253(3) . ?
C11 O8 1.269(2) . ?
C12 C13 1.389(4) . ?
C12 H7 0.9300 . ?
C13 C14 1.394(3) . ?
C13 H6 0.9300 . ?
C14 H5 0.9300 . ?
N1 Ni1 1.9707(19) . ?
N2 Ni1 1.9585(18) . ?
Ni1 O5 2.0955(16) . ?
Ni1 O1 2.0961(17) . ?
Ni1 O7 2.1710(16) . ?
Ni1 O3 2.1959(17) . ?
O4 H1 1.0019 . ?
O9 O10 1.127(10) . ?
O9 H8 1.0689 . ?
O9 H10 0.7803 . ?
O9 H9 1.1157 . ?
O10 H8 1.0079 . ?
O10 H9 0.8358 . ?
O11 H11 1.1678 . ?
O11 H12 0.9985 . ?
O11 H13 0.9049 . ?
O12 H14 0.8081 . ?
O12 H15 0.8586 . ?

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 C1 O1 126.0(3) . . ?
O2 C1 C2 119.0(3) . . ?
O1 C1 C2 115.1(2) . . ?
N1 C2 C7 120.7(2) . . ?
N1 C2 C1 113.5(2) . . ?
C7 C2 C1 125.8(2) . . ?
N1 C3 C5 121.7(2) . . ?
N1 C3 C4 111.55(19) . . ?
C5 C3 C4 126.8(2) . . ?
O3 C4 O4 125.4(2) . . ?
O3 C4 C3 118.68(19) . . ?
O4 C4 C3 115.9(2) . . ?
C3 C5 C6 117.5(3) . . ?
C3 C5 H4 121.2 . . ?
C6 C5 H4 121.2 . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H3 119.8 . . ?
C5 C6 H3 119.8 . . ?
C6 C7 C2 118.6(2) . . ?
C6 C7 H2 120.7 . . ?
C2 C7 H2 120.7 . . ?
O6 C8 O5 125.6(2) . . ?
O6 C8 C9 118.3(2) . . ?
O5 C8 C9 116.10(18) . . ?
N2 C9 C14 120.90(18) . . ?
N2 C9 C8 112.02(18) . . ?
C14 C9 C8 127.07(19) . . ?
N2 C10 C12 121.6(2) . . ?
N2 C10 C11 111.62(18) . . ?
C12 C10 C11 126.77(18) . . ?
O7 C11 O8 125.6(2) . . ?
O7 C11 C10 117.63(17) . . ?
O8 C11 C10 116.7(2) . . ?
C10 C12 C13 118.08(19) . . ?
C10 C12 H7 121.0 . . ?
C13 C12 H7 121.0 . . ?
C12 C13 C14 120.2(2) . . ?
C12 C13 H6 119.9 . . ?
C14 C13 H6 119.9 . . ?
C9 C14 C13 118.1(2) . . ?
C9 C14 H5 120.9 . . ?
C13 C14 H5 120.9 . . ?
C3 N1 C2 121.1(2) . . ?
C3 N1 Ni1 120.87(15) . . ?
C2 N1 Ni1 118.05(17) . . ?
C9 N2 C10 121.01(19) . . ?
C9 N2 Ni1 118.49(13) . . ?
C10 N2 Ni1 120.36(15) . . ?
N2 Ni1 N1 176.32(7) . . ?
N2 Ni1 O5 78.85(7) . . ?
N1 Ni1 O5 104.74(7) . . ?
N2 Ni1 O1 100.46(7) . . ?
N1 Ni1 O1 78.70(8) . . ?
O5 Ni1 O1 92.89(7) . . ?
N2 Ni1 O7 77.27(7) . . ?
N1 Ni1 O7 99.16(7) . . ?
O5 Ni1 O7 156.07(7) . . ?
O1 Ni1 O7 92.93(7) . . ?
N2 Ni1 O3 104.35(7) . . ?
N1 Ni1 O3 76.47(7) . . ?
O5 Ni1 O3 93.07(6) . . ?
O1 Ni1 O3 155.17(7) . . ?
O7 Ni1 O3 91.33(6) . . ?
C1 O1 Ni1 114.66(15) . . ?
C4 O3 Ni1 112.39(14) . . ?
C4 O4 H1 116.0 . . ?
C8 O5 Ni1 114.42(13) . . ?
C11 O7 Ni1 112.96(14) . . ?
O10 O9 H8 54.6 . . ?
O10 O9 H10 122.7 . . ?
H8 O9 H10 101.4 . . ?
H8 O9 H9 65.9 . . ?
H10 O9 H9 164.9 . . ?
O9 O10 H8 59.8 . . ?
O9 O10 H9 67.4 . . ?
H8 O10 H9 79.6 . . ?
H11 O11 H12 111.1 . . ?
H11 O11 H13 111.2 . . ?
H12 O11 H13 108.7 . . ?
H14 O12 H15 105.5 . . ?

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
O2 C1 C2 N1 178.8(2) . . . . ?
O1 C1 C2 N1 -1.0(3) . . . . ?
O2 C1 C2 C7 -0.6(4) . . . . ?
O1 C1 C2 C7 179.6(2) . . . . ?
N1 C3 C4 O3 -1.2(3) . . . . ?
C5 C3 C4 O3 179.3(2) . . . . ?
N1 C3 C4 O4 178.32(18) . . . . ?
C5 C3 C4 O4 -1.1(3) . . . . ?
N1 C3 C5 C6 0.5(3) . . . . ?
C4 C3 C5 C6 179.9(2) . . . . ?
C3 C5 C6 C7 -0.2(4) . . . . ?
C5 C6 C7 C2 -0.5(4) . . . . ?
N1 C2 C7 C6 0.9(3) . . . . ?
C1 C2 C7 C6 -179.7(2) . . . . ?
O6 C8 C9 N2 -175.9(2) . . . . ?
O5 C8 C9 N2 3.9(3) . . . . ?
O6 C8 C9 C14 5.1(3) . . . . ?
O5 C8 C9 C14 -175.1(2) . . . . ?
N2 C10 C11 O7 -1.4(3) . . . . ?
C12 C10 C11 O7 178.6(2) . . . . ?
N2 C10 C11 O8 178.14(19) . . . . ?
C12 C10 C11 O8 -1.8(3) . . . . ?
N2 C10 C12 C13 0.3(3) . . . . ?
C11 C10 C12 C13 -179.8(2) . . . . ?
C10 C12 C13 C14 0.2(3) . . . . ?
N2 C9 C14 C13 0.8(3) . . . . ?
C8 C9 C14 C13 179.7(2) . . . . ?
C12 C13 C14 C9 -0.7(4) . . . . ?
C5 C3 N1 C2 -0.1(3) . . . . ?
C4 C3 N1 C2 -179.54(17) . . . . ?
C5 C3 N1 Ni1 179.19(16) . . . . ?
C4 C3 N1 Ni1 -0.3(2) . . . . ?
C7 C2 N1 C3 -0.7(3) . . . . ?
C1 C2 N1 C3 179.88(18) . . . . ?
C7 C2 N1 Ni1 -179.95(16) . . . . ?
C1 C2 N1 Ni1 0.6(2) . . . . ?
C14 C9 N2 C10 -0.3(3) . . . . ?
C8 C9 N2 C10 -179.35(18) . . . . ?
C14 C9 N2 Ni1 175.43(16) . . . . ?
C8 C9 N2 Ni1 -3.6(2) . . . . ?
C12 C10 N2 C9 -0.2(3) . . . . ?
C11 C10 N2 C9 179.80(18) . . . . ?
C12 C10 N2 Ni1 -175.90(16) . . . . ?
C11 C10 N2 Ni1 4.1(2) . . . . ?
C9 N2 Ni1 O5 1.97(15) . . . . ?
C10 N2 Ni1 O5 177.75(16) . . . . ?
C9 N2 Ni1 O1 -88.94(16) . . . . ?
C10 N2 Ni1 O1 86.84(16) . . . . ?
C9 N2 Ni1 O7 -179.60(16) . . . . ?
C10 N2 Ni1 O7 -3.82(15) . . . . ?
C9 N2 Ni1 O3 92.31(15) . . . . ?
C10 N2 Ni1 O3 -91.92(16) . . . . ?
C3 N1 Ni1 O5 90.57(16) . . . . ?
C2 N1 Ni1 O5 -90.15(15) . . . . ?
C3 N1 Ni1 O1 -179.40(16) . . . . ?
C2 N1 Ni1 O1 -0.12(15) . . . . ?
C3 N1 Ni1 O7 -88.22(16) . . . . ?
C2 N1 Ni1 O7 91.06(15) . . . . ?
C3 N1 Ni1 O3 0.93(15) . . . . ?
C2 N1 Ni1 O3 -179.78(16) . . . . ?
O2 C1 O1 Ni1 -178.9(2) . . . . ?
C2 C1 O1 Ni1 0.9(2) . . . . ?
N2 Ni1 O1 C1 -176.81(15) . . . . ?
N1 Ni1 O1 C1 -0.46(15) . . . . ?
O5 Ni1 O1 C1 104.00(16) . . . . ?
O7 Ni1 O1 C1 -99.23(16) . . . . ?
O3 Ni1 O1 C1 0.3(3) . . . . ?
O4 C4 O3 Ni1 -177.57(18) . . . . ?
C3 C4 O3 Ni1 1.9(2) . . . . ?
N2 Ni1 O3 C4 174.74(14) . . . . ?
N1 Ni1 O3 C4 -1.56(14) . . . . ?
O5 Ni1 O3 C4 -105.99(15) . . . . ?
O1 Ni1 O3 C4 -2.3(2) . . . . ?
O7 Ni1 O3 C4 97.55(15) . . . . ?
O6 C8 O5 Ni1 177.45(18) . . . . ?
C9 C8 O5 Ni1 -2.3(2) . . . . ?
N2 Ni1 O5 C8 0.38(15) . . . . ?
N1 Ni1 O5 C8 179.55(15) . . . . ?
O1 Ni1 O5 C8 100.47(16) . . . . ?
O7 Ni1 O5 C8 -3.4(3) . . . . ?
O3 Ni1 O5 C8 -103.65(15) . . . . ?
O8 C11 O7 Ni1 178.99(18) . . . . ?
C10 C11 O7 Ni1 -1.5(2) . . . . ?
N2 Ni1 O7 C11 2.75(15) . . . . ?
N1 Ni1 O7 C11 -176.33(15) . . . . ?
O5 Ni1 O7 C11 6.6(3) . . . . ?
O1 Ni1 O7 C11 -97.31(16) . . . . ?
O3 Ni1 O7 C11 107.16(16) . . . . ?


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
_geom_hbond_publ_flag

O4 H1 O12 1.0000 1.4700 2.4682 177.00 2645_4 yes
O9 H8 O2 1.0700 1.6800 2.6082 142.00 4464_1 yes
O9 H10 O7 0.7800 2.2700 2.8150 127.00 3665_1 yes
O11 H11 O8 1.1700 1.2900 2.4604 176.00 3665_1 yes
O11 H12 O1 1.0000 1.6100 2.6074 174.00 2645_1 yes
O11 H13 O9 0.9000 1.6900 2.5136 149.00 . yes
O11 H13 O10 0.9000 1.8200 2.6933 161.00 . yes
O12 H14 O6 0.8100 1.9700 2.7515 163.00 . yes
O12 H15 O6 0.8600 1.8500 2.6713 160.00 3666_1 yes
C7 H2 O5 0.9300 2.5500 3.2743 134.00 3766_1 yes
C12 H7 O3 0.9300 2.5200 3.2059 130.00 3665_1 yes


_database_code_depnum_ccdc_archive 'CCDC 975086'
