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

#######################################################################
#
#                 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
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_e2005a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H40 Cr3 Mn2 N5 O46'
_chemical_formula_weight         1328.43

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'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   8.8345(11)
_cell_length_b                   35.591(4)
_cell_length_c                   16.246(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.437(6)
_cell_angle_gamma                90.00
_cell_volume                     5098.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    15489
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2692
_exptl_absorpt_coefficient_mu    1.224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14266
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0561
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         24.50
_reflns_number_total             4235
_reflns_number_gt                3400
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_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)+(0.0677P)²+44.9726P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   ?
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4235
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.1807
_refine_ls_wR_factor_gt          0.1734
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_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
N2 N 0.0000 0.0401(5) 0.7500 0.098(4) Uani 1 2 d S . .
C1 C 0.7858(8) 0.2391(2) 0.2930(4) 0.0425(17) Uani 1 1 d . . .
C2 C 0.3295(9) 0.1242(2) 0.3099(4) 0.0469(17) Uani 1 1 d . . .
C3 C 0.4104(8) 0.14231(19) 0.3867(4) 0.0432(16) Uani 1 1 d . . .
C4 C 0.5008(8) 0.02214(17) 0.3602(4) 0.0351(15) Uani 1 1 d . . .
C5 C 0.3458(8) 0.00271(17) 0.3652(4) 0.0354(15) Uani 1 1 d . . .
C6 C 0.2707(7) 0.06728(17) 0.5998(4) 0.0353(14) Uani 1 1 d . . .
C7 C 0.1171(8) 0.0800(2) 0.5582(5) 0.0498(18) Uani 1 1 d . . .
C8 C 0.9580(7) 0.36598(17) 0.2905(4) 0.0347(14) Uani 1 1 d . . .
C10 C 0.7202(9) 0.25833(19) 0.2126(4) 0.0431(17) Uani 1 1 d . . .
Cr1 Cr 0.31644(11) 0.07284(3) 0.43526(6) 0.0317(3) Uani 1 1 d . . .
Cr2 Cr 1.0000 0.29117(4) 0.2500 0.0403(4) Uani 1 2 d S . .
Mn1 Mn 1.0000 0.44948(4) 0.2500 0.0320(3) Uani 1 2 d S . .
Mn2 Mn 0.5000 0.19466(4) 0.2500 0.0458(4) Uani 1 2 d S . .
O1 O 0.9141(6) 0.25227(14) 0.3212(3) 0.0515(13) Uani 1 1 d . . .
O2 O 0.7128(6) 0.21379(13) 0.3231(3) 0.0465(12) Uani 1 1 d . . .
O3 O 0.7991(6) 0.28591(13) 0.1877(3) 0.0481(12) Uani 1 1 d . . .
O4 O 0.9351(6) 0.33273(12) 0.3203(3) 0.0424(11) Uani 1 1 d . . .
O5 O 0.4710(7) 0.17323(13) 0.3783(3) 0.0522(13) Uani 1 1 d . . .
O6 O 0.3285(7) 0.14141(15) 0.2436(3) 0.0607(15) Uani 1 1 d . . .
O7 O 0.4038(6) 0.12339(12) 0.4534(3) 0.0408(11) Uani 1 1 d . . .
O8 O 0.2630(5) 0.09273(13) 0.3239(3) 0.0425(11) Uani 1 1 d . . .
O9 O 0.5118(5) 0.05419(12) 0.3979(3) 0.0347(10) Uani 1 1 d . . .
O10 O 0.2461(5) 0.02196(12) 0.4028(3) 0.0400(11) Uani 1 1 d . . .
O11 O 0.1205(5) 0.08567(13) 0.4804(3) 0.0406(11) Uani 1 1 d . . .
O12 O 0.3728(5) 0.05957(12) 0.5501(3) 0.0340(10) Uani 1 1 d . . .
O13 O 0.8232(6) 0.47180(12) 0.3335(3) 0.0398(11) Uani 1 1 d . . .
O14 O 1.0991(5) 0.50686(14) 0.3226(3) 0.0442(11) Uani 1 1 d . . .
O15 O 0.9274(5) 0.39604(12) 0.3220(3) 0.0358(10) Uani 1 1 d . . .
O16 O 1.2167(5) 0.43406(13) 0.3239(3) 0.0390(10) Uani 1 1 d . . .
O17 O 0.0053(6) 0.0849(2) 0.5982(3) 0.0677(17) Uani 1 1 d . . .
O18 O 0.6022(6) 0.24659(14) 0.1811(3) 0.0511(13) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.228(9) . ?
C1 O1 1.284(8) . ?
C1 C10 1.555(10) . ?
C2 O6 1.239(8) . ?
C2 O8 1.290(8) . ?
C2 C3 1.541(10) . ?
C3 O5 1.235(8) . ?
C3 O7 1.281(8) . ?
C4 O14 1.219(8) 3_445 ?
C4 O9 1.296(8) . ?
C4 C5 1.540(10) . ?
C5 O13 1.226(8) 3_445 ?
C5 O10 1.297(8) . ?
C6 O16 1.239(8) 7_656 ?
C6 O12 1.276(7) . ?
C6 C7 1.547(10) . ?
C7 O17 1.226(9) . ?
C7 O11 1.283(9) . ?
C8 O15 1.223(7) . ?
C8 O4 1.299(8) . ?
C8 C8 1.549(12) 2_755 ?
C10 O18 1.209(9) . ?
C10 O3 1.284(8) . ?
Cr1 O12 1.959(4) . ?
Cr1 O7 1.973(5) . ?
Cr1 O8 1.973(5) . ?
Cr1 O11 1.973(5) . ?
Cr1 O10 1.976(4) . ?
Cr1 O9 1.978(4) . ?
Cr2 O4 1.975(5) 2_755 ?
Cr2 O4 1.975(5) . ?
Cr2 O1 1.984(5) . ?
Cr2 O1 1.984(5) 2_755 ?
Cr2 O3 1.999(5) . ?
Cr2 O3 1.999(5) 2_755 ?
Mn1 O16 2.265(5) 2_755 ?
Mn1 O16 2.265(5) . ?
Mn1 O13 2.272(4) 2_755 ?
Mn1 O13 2.272(4) . ?
Mn1 O15 2.342(4) 2_755 ?
Mn1 O15 2.342(4) . ?
Mn1 O14 2.491(5) . ?
Mn1 O14 2.491(5) 2_755 ?
Mn2 O5 2.249(5) 2_655 ?
Mn2 O5 2.249(5) . ?
Mn2 O2 2.267(5) . ?
Mn2 O2 2.267(5) 2_655 ?
Mn2 O18 2.367(5) 2_655 ?
Mn2 O18 2.367(5) . ?
Mn2 O6 2.424(6) . ?
Mn2 O6 2.424(6) 2_655 ?
O13 C5 1.226(8) 3 ?
O14 C4 1.219(8) 3 ?
O16 C6 1.239(8) 7_656 ?

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 126.8(6) . . ?
O2 C1 C10 118.6(6) . . ?
O1 C1 C10 114.6(6) . . ?
O6 C2 O8 127.1(7) . . ?
O6 C2 C3 118.3(7) . . ?
O8 C2 C3 114.5(6) . . ?
O5 C3 O7 127.1(7) . . ?
O5 C3 C2 117.9(6) . . ?
O7 C3 C2 115.0(6) . . ?
O14 C4 O9 126.4(6) 3_445 . ?
O14 C4 C5 119.3(6) 3_445 . ?
O9 C4 C5 114.3(5) . . ?
O13 C5 O10 125.0(6) 3_445 . ?
O13 C5 C4 120.2(6) 3_445 . ?
O10 C5 C4 114.7(5) . . ?
O16 C6 O12 126.9(6) 7_656 . ?
O16 C6 C7 118.1(6) 7_656 . ?
O12 C6 C7 114.9(5) . . ?
O17 C7 O11 124.5(7) . . ?
O17 C7 C6 121.6(7) . . ?
O11 C7 C6 113.9(6) . . ?
O15 C8 O4 126.7(6) . . ?
O15 C8 C8 119.0(4) . 2_755 ?
O4 C8 C8 114.2(3) . 2_755 ?
O18 C10 O3 127.0(7) . . ?
O18 C10 C1 118.2(6) . . ?
O3 C10 C1 114.8(7) . . ?
O12 Cr1 O7 90.15(18) . . ?
O12 Cr1 O8 172.90(19) . . ?
O7 Cr1 O8 83.09(19) . . ?
O12 Cr1 O11 83.16(18) . . ?
O7 Cr1 O11 94.4(2) . . ?
O8 Cr1 O11 95.2(2) . . ?
O12 Cr1 O10 95.24(19) . . ?
O7 Cr1 O10 171.74(19) . . ?
O8 Cr1 O10 91.71(19) . . ?
O11 Cr1 O10 92.43(19) . . ?
O12 Cr1 O9 91.96(18) . . ?
O7 Cr1 O9 90.65(19) . . ?
O8 Cr1 O9 90.27(19) . . ?
O11 Cr1 O9 172.96(19) . . ?
O10 Cr1 O9 82.93(18) . . ?
O4 Cr2 O4 83.0(2) 2_755 . ?
O4 Cr2 O1 173.9(2) 2_755 . ?
O4 Cr2 O1 92.92(19) . . ?
O4 Cr2 O1 92.92(19) 2_755 2_755 ?
O4 Cr2 O1 173.9(2) . 2_755 ?
O1 Cr2 O1 91.5(3) . 2_755 ?
O4 Cr2 O3 93.3(2) 2_755 . ?
O4 Cr2 O3 94.8(2) . . ?
O1 Cr2 O3 82.6(2) . . ?
O1 Cr2 O3 89.9(2) 2_755 . ?
O4 Cr2 O3 94.8(2) 2_755 2_755 ?
O4 Cr2 O3 93.3(2) . 2_755 ?
O1 Cr2 O3 89.9(2) . 2_755 ?
O1 Cr2 O3 82.6(2) 2_755 2_755 ?
O3 Cr2 O3 169.3(3) . 2_755 ?
O16 Mn1 O16 152.0(2) 2_755 . ?
O16 Mn1 O13 110.96(16) 2_755 2_755 ?
O16 Mn1 O13 79.14(16) . 2_755 ?
O16 Mn1 O13 79.14(16) 2_755 . ?
O16 Mn1 O13 110.96(16) . . ?
O13 Mn1 O13 139.1(2) 2_755 . ?
O16 Mn1 O15 77.69(16) 2_755 2_755 ?
O16 Mn1 O15 79.62(16) . 2_755 ?
O13 Mn1 O15 76.56(15) 2_755 2_755 ?
O13 Mn1 O15 143.16(16) . 2_755 ?
O16 Mn1 O15 79.62(16) 2_755 . ?
O16 Mn1 O15 77.69(16) . . ?
O13 Mn1 O15 143.16(16) 2_755 . ?
O13 Mn1 O15 76.56(15) . . ?
O15 Mn1 O15 71.4(2) 2_755 . ?
O16 Mn1 O14 135.35(16) 2_755 . ?
O16 Mn1 O14 71.69(16) . . ?
O13 Mn1 O14 76.19(16) 2_755 . ?
O13 Mn1 O14 70.45(16) . . ?
O15 Mn1 O14 143.44(15) 2_755 . ?
O15 Mn1 O14 121.90(15) . . ?
O16 Mn1 O14 71.69(16) 2_755 2_755 ?
O16 Mn1 O14 135.35(16) . 2_755 ?
O13 Mn1 O14 70.45(16) 2_755 2_755 ?
O13 Mn1 O14 76.19(16) . 2_755 ?
O15 Mn1 O14 121.90(15) 2_755 2_755 ?
O15 Mn1 O14 143.44(15) . 2_755 ?
O14 Mn1 O14 69.9(2) . 2_755 ?
O5 Mn2 O5 140.3(3) 2_655 . ?
O5 Mn2 O2 116.8(2) 2_655 . ?
O5 Mn2 O2 75.70(19) . . ?
O5 Mn2 O2 75.70(19) 2_655 2_655 ?
O5 Mn2 O2 116.8(2) . 2_655 ?
O2 Mn2 O2 145.0(2) . 2_655 ?
O5 Mn2 O18 140.44(18) 2_655 2_655 ?
O5 Mn2 O18 76.03(17) . 2_655 ?
O2 Mn2 O18 81.10(19) . 2_655 ?
O2 Mn2 O18 71.68(17) 2_655 2_655 ?
O5 Mn2 O18 76.03(17) 2_655 . ?
O5 Mn2 O18 140.44(18) . . ?
O2 Mn2 O18 71.68(17) . . ?
O2 Mn2 O18 81.10(19) 2_655 . ?
O18 Mn2 O18 77.4(3) 2_655 . ?
O5 Mn2 O6 78.50(19) 2_655 . ?
O5 Mn2 O6 70.68(18) . . ?
O2 Mn2 O6 138.90(17) . . ?
O2 Mn2 O6 73.50(18) 2_655 . ?
O18 Mn2 O6 112.1(2) 2_655 . ?
O18 Mn2 O6 147.66(17) . . ?
O5 Mn2 O6 70.68(18) 2_655 2_655 ?
O5 Mn2 O6 78.50(19) . 2_655 ?
O2 Mn2 O6 73.50(18) . 2_655 ?
O2 Mn2 O6 138.90(17) 2_655 2_655 ?
O18 Mn2 O6 147.66(17) 2_655 2_655 ?
O18 Mn2 O6 112.1(2) . 2_655 ?
O6 Mn2 O6 77.2(3) . 2_655 ?
C1 O1 Cr2 114.0(5) . . ?
C1 O2 Mn2 116.8(4) . . ?
C10 O3 Cr2 113.2(5) . . ?
C8 O4 Cr2 114.2(4) . . ?
C3 O5 Mn2 118.6(5) . . ?
C2 O6 Mn2 112.2(5) . . ?
C3 O7 Cr1 113.0(4) . . ?
C2 O8 Cr1 112.7(4) . . ?
C4 O9 Cr1 113.5(4) . . ?
C5 O10 Cr1 113.5(4) . . ?
C7 O11 Cr1 113.8(4) . . ?
C6 O12 Cr1 113.7(4) . . ?
C5 O13 Mn1 117.7(4) 3 . ?
C4 O14 Mn1 111.2(4) 3 . ?
C8 O15 Mn1 115.3(4) . . ?
C6 O16 Mn1 124.2(4) 7_656 . ?
C10 O18 Mn2 114.4(4) . . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.010 -0.001 0.006 2174.0 502.3
_platon_squeeze_details          
; ?
;
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.101

_database_code_depnum_ccdc_archive 'CCDC 981441'
