# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_BMM-8
_database_code_depnum_ccdc_archive 'CCDC 1527119'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2017-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6.25 H Co0.17 In0.25 N O3'
_chemical_formula_weight         176.61

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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'
N N 0.0061 0.0033 '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           hexagonal
_symmetry_space_group_name_H-M   P-62m

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

_cell_length_a                   18.2416(13)
_cell_length_b                   18.2416(13)
_cell_length_c                   9.9938(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2880.0(4)
_cell_formula_units_Z            12
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9870
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      27.99

_exptl_crystal_description       bulk
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1035
_exptl_absorpt_coefficient_mu    0.944
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9283
_exptl_absorpt_correction_T_max  0.9283
_exptl_absorpt_process_details   ?

_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         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27724
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0125
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         28.29
_reflns_number_total             2667
_reflns_number_gt                2613
_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, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1266P)²+3.2187P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         2667
_refine_ls_number_parameters     80
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1757
_refine_ls_wR_factor_gt          0.1748
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# SQUEEZE RESULTS (APPEND TO CIF)
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 -0.012 0.504 -0.107 1207.4 217.9
_platon_squeeze_details          
;
;

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
In1 In 0.40932(3) 0.40932(3) 0.0000 0.0320(2) Uani 1 4 d S . .
Co1 Co 0.0000 0.0000 0.7100(2) 0.0486(5) Uani 1 6 d SU . .
O4 O 0.4583(4) 0.3155(5) 0.0000 0.070(2) Uani 1 2 d S . .
O5 O 0.5474(4) 0.4467(4) 0.0000 0.0536(15) Uani 1 2 d S . .
O2 O 0.3163(4) 0.3163(4) 0.1443(5) 0.0652(18) Uani 1 2 d S . .
O3 O 0.4231(4) 0.4231(4) 0.2396(7) 0.073(2) Uani 1 2 d S . .
C9 C 0.5305(5) 0.3722(5) 0.0000 0.052(2) Uani 1 2 d S . .
C8 C 0.6035(5) 0.3542(6) 0.0000 0.069(4) Uani 1 2 d S . .
C7 C 0.5812(5) 0.2675(6) 0.0000 0.067(3) Uani 1 2 d S . .
H7 H 0.5236 0.2237 0.0000 0.080 Uiso 1 2 calc SR . .
C6 C 0.3562(7) 0.3562(7) 0.2461(11) 0.123(3) Uani 1 2 d SD . .
C3 C 0.3190(7) 0.3190(7) 0.3805(11) 0.123(3) Uani 1 2 d SD . .
O6 O -0.0835(15) -0.0835(15) 0.851(3) 0.241(12) Uiso 1 2 d SDU . .
C1 C 0.2062(8) 0.2062(8) 0.5000 0.123(3) Uani 1 4 d SD . .
C4 C 0.3551(10) 0.3551(10) 0.5000 0.123(3) Uani 1 4 d SD . .
C2 C 0.2418(7) 0.2418(7) 0.3799(11) 0.123(3) Uani 1 2 d SD . .
H2 H 0.2152 0.2152 0.2981 0.147 Uiso 1 2 calc SR . .
C5 C 0.1222(8) 0.1222(8) 0.5000 0.123(3) Uani 1 4 d SD . .
O1 O 0.0908(4) 0.0908(4) 0.6142(8) 0.123(3) Uani 1 2 d SDU . .
C10 C -0.1071(17) -0.1547(18) 0.809(3) 0.295(10) Uiso 1 1 d DU . .
N1 N -0.1330(16) -0.2346(15) 0.857(2) 0.295(10) Uiso 1 1 d D . .
C11 C -0.190(2) -0.313(2) 0.791(3) 0.295(10) Uiso 1 1 d D . .
C12 C -0.118(4) -0.234(3) 1.0000 0.295(10) Uiso 1 2 d SD . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
In1 0.0324(3) 0.0324(3) 0.0337(3) 0.000 0.000 0.0181(3)
Co1 0.0440(6) 0.0440(6) 0.0577(11) 0.000 0.000 0.0220(3)
O4 0.033(3) 0.062(4) 0.116(6) 0.000 0.000 0.025(3)
O5 0.041(3) 0.041(3) 0.090(4) 0.000 0.000 0.029(2)
O2 0.081(3) 0.081(3) 0.025(2) 0.002(2) 0.002(2) 0.033(4)
O3 0.072(3) 0.072(3) 0.045(3) 0.006(2) 0.006(2) 0.013(4)
C9 0.040(4) 0.047(4) 0.078(6) 0.000 0.000 0.028(3)
C8 0.028(3) 0.035(4) 0.151(11) 0.000 0.000 0.021(3)
C7 0.031(4) 0.041(4) 0.129(10) 0.000 0.000 0.018(3)
C6 0.106(3) 0.106(3) 0.048(2) 0.0038(17) 0.0038(17) -0.029(3)
C3 0.106(3) 0.106(3) 0.048(2) 0.0038(17) 0.0038(17) -0.029(3)
C1 0.106(3) 0.106(3) 0.048(2) 0.0038(17) 0.0038(17) -0.029(3)
C4 0.106(3) 0.106(3) 0.048(2) 0.0038(17) 0.0038(17) -0.029(3)
C2 0.106(3) 0.106(3) 0.048(2) 0.0038(17) 0.0038(17) -0.029(3)
C5 0.106(3) 0.106(3) 0.048(2) 0.0038(17) 0.0038(17) -0.029(3)
O1 0.106(3) 0.106(3) 0.048(2) 0.0038(17) 0.0038(17) -0.029(3)

_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
In1 O2 2.226(7) 4 ?
In1 O2 2.226(7) . ?
In1 O5 2.257(6) . ?
In1 O5 2.257(6) 9 ?
In1 O4 2.294(7) . ?
In1 O4 2.294(7) 9 ?
In1 O3 2.408(7) . ?
In1 O3 2.408(7) 4 ?
In1 C9 2.616(7) . ?
In1 C9 2.616(7) 9 ?
In1 C6 2.644(11) 4 ?
In1 C6 2.644(11) . ?
Co1 O1 1.913(8) 5 ?
Co1 O1 1.913(8) . ?
Co1 O1 1.913(8) 3 ?
Co1 O6 2.08(3) 3 ?
Co1 O6 2.08(3) 5 ?
Co1 O6 2.08(3) . ?
O4 C9 1.201(10) . ?
O5 C9 1.234(11) . ?
O2 C6 1.250(13) . ?
O3 C6 1.223(14) . ?
C9 C8 1.522(10) . ?
C8 C7 1.376(11) 2_665 ?
C8 C7 1.422(12) . ?
C7 C8 1.376(11) 3_655 ?
C7 H7 0.9500 . ?
C6 C3 1.504(15) . ?
C3 C4 1.363(15) . ?
C3 C2 1.409(19) . ?
O6 C10 1.220(17) 10 ?
O6 C10 1.220(17) . ?
C1 C2 1.365(13) 4_556 ?
C1 C2 1.365(13) . ?
C1 C5 1.531(16) . ?
C4 C3 1.363(15) 4_556 ?
C2 H2 0.9500 . ?
C5 O1 1.277(10) 4_556 ?
C5 O1 1.277(10) . ?
C10 N1 1.371(15) . ?
C10 C10 1.50(5) 10 ?
N1 C11 1.441(15) . ?
N1 C12 1.458(17) . ?
C12 N1 1.458(17) 4_557 ?

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 In1 O2 80.8(3) 4 . ?
O2 In1 O5 122.70(13) 4 . ?
O2 In1 O5 122.70(13) . . ?
O2 In1 O5 122.70(13) 4 9 ?
O2 In1 O5 122.70(13) . 9 ?
O5 In1 O5 89.7(3) . 9 ?
O2 In1 O4 82.20(12) 4 . ?
O2 In1 O4 82.20(12) . . ?
O5 In1 O4 55.4(2) . . ?
O5 In1 O4 145.1(2) 9 . ?
O2 In1 O4 82.20(12) 4 9 ?
O2 In1 O4 82.20(12) . 9 ?
O5 In1 O4 145.1(2) . 9 ?
O5 In1 O4 55.4(2) 9 9 ?
O4 In1 O4 159.5(3) . 9 ?
O2 In1 O3 136.4(2) 4 . ?
O2 In1 O3 55.6(2) . . ?
O5 In1 O3 85.76(12) . . ?
O5 In1 O3 85.76(12) 9 . ?
O4 In1 O3 91.07(3) . . ?
O4 In1 O3 91.07(3) 9 . ?
O2 In1 O3 55.6(2) 4 4 ?
O2 In1 O3 136.4(2) . 4 ?
O5 In1 O3 85.76(12) . 4 ?
O5 In1 O3 85.76(12) 9 4 ?
O4 In1 O3 91.07(3) . 4 ?
O4 In1 O3 91.07(3) 9 4 ?
O3 In1 O3 168.0(3) . 4 ?
O2 In1 C9 102.90(15) 4 . ?
O2 In1 C9 102.90(15) . . ?
O5 In1 C9 28.1(3) . . ?
O5 In1 C9 117.8(2) 9 . ?
O4 In1 C9 27.3(2) . . ?
O4 In1 C9 173.2(3) 9 . ?
O3 In1 C9 88.25(5) . . ?
O3 In1 C9 88.25(5) 4 . ?
O2 In1 C9 102.90(15) 4 9 ?
O2 In1 C9 102.90(15) . 9 ?
O5 In1 C9 117.8(2) . 9 ?
O5 In1 C9 28.1(3) 9 9 ?
O4 In1 C9 173.2(3) . 9 ?
O4 In1 C9 27.3(2) 9 9 ?
O3 In1 C9 88.25(5) . 9 ?
O3 In1 C9 88.25(5) 4 9 ?
C9 In1 C9 145.9(4) . 9 ?
O2 In1 C6 28.1(3) 4 4 ?
O2 In1 C6 108.9(3) . 4 ?
O5 In1 C6 105.08(19) . 4 ?
O5 In1 C6 105.08(19) 9 4 ?
O4 In1 C6 86.25(7) . 4 ?
O4 In1 C6 86.25(7) 9 4 ?
O3 In1 C6 164.5(3) . 4 ?
O3 In1 C6 27.5(3) 4 4 ?
C9 In1 C6 96.17(10) . 4 ?
C9 In1 C6 96.17(10) 9 4 ?
O2 In1 C6 108.9(3) 4 . ?
O2 In1 C6 28.1(3) . . ?
O5 In1 C6 105.08(19) . . ?
O5 In1 C6 105.08(19) 9 . ?
O4 In1 C6 86.25(7) . . ?
O4 In1 C6 86.25(7) 9 . ?
O3 In1 C6 27.5(3) . . ?
O3 In1 C6 164.5(3) 4 . ?
C9 In1 C6 96.17(10) . . ?
C9 In1 C6 96.17(10) 9 . ?
C6 In1 C6 137.0(5) 4 . ?
O1 Co1 O1 97.2(3) 5 . ?
O1 Co1 O1 97.2(3) 5 3 ?
O1 Co1 O1 97.2(3) . 3 ?
O1 Co1 O6 91.3(7) 5 3 ?
O1 Co1 O6 91.3(7) . 3 ?
O1 Co1 O6 167.2(10) 3 3 ?
O1 Co1 O6 167.2(10) 5 5 ?
O1 Co1 O6 91.3(7) . 5 ?
O1 Co1 O6 91.3(7) 3 5 ?
O6 Co1 O6 78.9(14) 3 5 ?
O1 Co1 O6 91.3(7) 5 . ?
O1 Co1 O6 167.2(10) . . ?
O1 Co1 O6 91.3(7) 3 . ?
O6 Co1 O6 78.9(14) 3 . ?
O6 Co1 O6 78.9(14) 5 . ?
C9 O4 In1 91.5(6) . . ?
C9 O5 In1 92.3(5) . . ?
C6 O2 In1 94.9(7) . . ?
C6 O3 In1 87.1(6) . . ?
O4 C9 O5 120.8(7) . . ?
O4 C9 C8 121.0(8) . . ?
O5 C9 C8 118.3(8) . . ?
O4 C9 In1 61.2(5) . . ?
O5 C9 In1 59.5(4) . . ?
C8 C9 In1 177.8(6) . . ?
C7 C8 C7 122.3(8) 2_665 . ?
C7 C8 C9 121.4(8) 2_665 . ?
C7 C8 C9 116.4(7) . . ?
C8 C7 C8 117.7(8) 3_655 . ?
C8 C7 H7 121.1 3_655 . ?
C8 C7 H7 121.1 . . ?
O3 C6 O2 122.4(10) . . ?
O3 C6 C3 119.8(11) . . ?
O2 C6 C3 117.7(11) . . ?
O3 C6 In1 65.4(6) . . ?
O2 C6 In1 57.0(5) . . ?
C3 C6 In1 174.8(9) . . ?
C4 C3 C2 119.2(11) . . ?
C4 C3 C6 124.4(13) . . ?
C2 C3 C6 116.5(11) . . ?
C10 O6 C10 76(3) 10 . ?
C10 O6 Co1 107(2) 10 . ?
C10 O6 Co1 107(2) . . ?
C2 C1 C2 123.2(16) 4_556 . ?
C2 C1 C5 118.4(8) 4_556 . ?
C2 C1 C5 118.4(8) . . ?
C3 C4 C3 122.2(17) . 4_556 ?
C1 C2 C3 118.1(11) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
O1 C5 O1 126.7(14) 4_556 . ?
O1 C5 C1 116.6(7) 4_556 . ?
O1 C5 C1 116.6(7) . . ?
C5 O1 Co1 146.7(8) . . ?
O6 C10 N1 140(3) . . ?
O6 C10 C10 52.0(15) . 10 ?
N1 C10 C10 128.5(14) . 10 ?
C10 N1 C11 126(3) . . ?
C10 N1 C12 112(3) . . ?
C11 N1 C12 120(2) . . ?
N1 C12 N1 159(5) . 4_557 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.156
_refine_diff_density_min         -1.447
_refine_diff_density_rms         0.148

_vrf_PLAT201_BMM-8               
;
PROBLEM:         Isotropic non-H Atoms in Main Residue(s) .......          5 Report

RESPONSE: The coordinated DMF molecules are seriously  disordered, thus, inducing this problem.
;

_vrf_PLAT241_BMM-8               
;
PROBLEM:       High   'MainMol' Ueq as Compared to Neighbors of         O6 Check 

RESPONSE: As this structure consists of cobalt dimers inside the hexagonal channels view along the c axis, the collected data is not good enough to refine the coordinated DMF molecules owing to the termally coordinated DMF which induces large thermal vibration effect when refining.  Although we have tried our best to recollect the data and refine the structure, the terminally  coordinated DMF molecules still induce the large thermal vibration effect, espcially for the coordinated oxygen atom (O6), which is directly connected to the cobalt atom (Co1). Anyway, this problem is accepted considering the whole framework is of good quality.
;

_vrf_PLAT242_BMM-8               
;
PROBLEM:        Low    'MainMol' Ueq as Compared to Neighbors of        Co1 Check

RESPONSE: As this structure consists of cobalt dimers inside the hexagonal channels view along the c axis, the collected data is not good enough to refine the coordinated DMF molecules owing to the termally coordinated DMF which induces large thermal vibration effect when refining.  Although we have tried our best to recollect the data and refine the structure, the terminally  coordinated DMF molecules still induce the large thermal vibration effect, espcially for the coordinated oxygen atom (O6), which is directly connected to the cobalt atom (Co1). Anyway, this problem is accepted considering the whole framework is of good quality.
;

_vrf_PLAT732_BMM-8               
;
PROBLEM:     Angle   Calc   91.07(18), Rep    91.07(3) ......       6.00 s.u.-R
              O4   -IN1  -O3      1.555   1.555   1.555      #         20    
RESPONSE: The coordinated DMF molecules are seriously  disordered, thus, inducing this problem.
;
