# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1899565'
loop_
_audit_author_name
_audit_author_address
D-COOH-CR-Co
;Dalian University of Technology 
China
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-11-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H40 Br3 Co N5 O4 '
_chemical_formula_sum            'C30 H40 Br3 Co N5 O4 '
_chemical_formula_weight         833.30

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P21/c  '

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                   17.539(5)
_cell_length_b                   9.482(5)
_cell_length_c                   21.920(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 99.692(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3593(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1922
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      18.32

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1676
_exptl_absorpt_coefficient_mu    3.853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.439
_exptl_absorpt_correction_T_max  0.583
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            38824
_diffrn_reflns_av_R_equivalents  0.1214
_diffrn_reflns_av_sigmaI/netI    0.1228
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         27.58
_reflns_number_total             8323
_reflns_number_gt                3111
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8272
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1969
_refine_ls_R_factor_gt           0.0708
_refine_ls_wR_factor_ref         0.2311
_refine_ls_wR_factor_gt          0.1752
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.41984(5) 0.47409(9) 0.61082(4) 0.0587(3) Uani 1 1 d . . .
Br2 Br 0.45088(6) -0.02500(9) 0.61086(4) 0.0666(3) Uani 1 1 d . . .
Co1 Co 0.43676(6) 0.22473(11) 0.61056(4) 0.0445(3) Uani 1 1 d . . .
Br3 Br 0.29531(7) -0.01333(12) 0.31349(6) 0.0974(4) Uani 1 1 d . . .
C30 C 0.5017(5) 0.2062(10) 0.7578(4) 0.066(3) Uani 1 1 d . . .
H30A H 0.5107 0.1072 0.7504 0.079 Uiso 1 1 calc R . .
H30B H 0.5202 0.2240 0.8013 0.079 Uiso 1 1 calc R . .
N2 N 0.3381(3) 0.2008(6) 0.5671(3) 0.0418(15) Uani 1 1 d . . .
O4 O -0.1441(3) 0.2147(7) 0.4035(3) 0.0750(19) Uani 1 1 d . . .
C29 C 0.4180(5) 0.2311(10) 0.7456(4) 0.064(2) Uani 1 1 d . . .
H29A H 0.3935 0.1673 0.7710 0.077 Uiso 1 1 calc R . .
H29B H 0.4080 0.3266 0.7580 0.077 Uiso 1 1 calc R . .
C28 C 0.4018(5) 0.2310(8) 0.4840(4) 0.0457(19) Uani 1 1 d . . .
C27 C -0.2129(5) 0.3067(12) 0.3992(5) 0.075(3) Uani 1 1 d . . .
N1 N -0.0292(4) 0.0287(8) 0.4055(3) 0.0587(19) Uani 1 1 d . . .
C26 C 0.3288(4) 0.1971(8) 0.5061(4) 0.048(2) Uani 1 1 d . . .
C25 C 0.3088(5) 0.1890(9) 0.6658(4) 0.053(2) Uani 1 1 d . . .
C24 C 0.2799(5) 0.1750(8) 0.5989(4) 0.050(2) Uani 1 1 d . . .
N4 N 0.5440(3) 0.2392(7) 0.6564(3) 0.0495(16) Uani 1 1 d . . .
N5 N 0.4599(4) 0.2431(7) 0.5270(3) 0.0469(16) Uani 1 1 d . . .
N3 N 0.3820(4) 0.2117(7) 0.6802(3) 0.0490(17) Uani 1 1 d . . .
C23 C 0.1952(5) 0.1353(8) 0.5025(4) 0.056(2) Uani 1 1 d . . .
C22 C -0.2666(6) 0.2380(12) 0.3427(5) 0.108(4) Uani 1 1 d . . .
H22A H -0.2445 0.2516 0.3060 0.162 Uiso 1 1 calc R . .
H22B H -0.3168 0.2813 0.3375 0.162 Uiso 1 1 calc R . .
H22C H -0.2715 0.1388 0.3501 0.162 Uiso 1 1 calc R . .
C21 C 0.0316(5) -0.0520(10) 0.4000(4) 0.058(2) Uani 1 1 d . . .
C20 C -0.0165(5) 0.1452(10) 0.4410(4) 0.061(2) Uani 1 1 d . . .
C19 C 0.2067(5) 0.1433(9) 0.5674(4) 0.053(2) Uani 1 1 d . . .
H19A H 0.1660 0.1277 0.5887 0.064 Uiso 1 1 calc R . .
C18 C 0.2576(5) 0.1593(9) 0.4718(4) 0.055(2) Uani 1 1 d . . .
H18A H 0.2516 0.1501 0.4290 0.066 Uiso 1 1 calc R . .
C17 C 0.6025(5) 0.2519(11) 0.5614(4) 0.076(3) Uani 1 1 d . . .
H17A H 0.6052 0.1501 0.5658 0.091 Uiso 1 1 calc R . .
H17B H 0.6494 0.2825 0.5474 0.091 Uiso 1 1 calc R . .
C16 C 0.0551(5) 0.1820(10) 0.4737(4) 0.061(2) Uani 1 1 d . . .
H16A H 0.0608 0.2614 0.4991 0.074 Uiso 1 1 calc R . .
C15 C -0.0852(6) 0.2411(11) 0.4443(5) 0.069(3) Uani 1 1 d . . .
O1 O 0.0787(4) -0.2507(8) 0.3588(3) 0.090(2) Uani 1 1 d . . .
C14 C 0.1178(5) 0.0987(9) 0.4680(4) 0.055(2) Uani 1 1 d . . .
C13 C 0.5502(5) 0.2922(9) 0.7207(4) 0.064(2) Uani 1 1 d . . .
H13A H 0.5333 0.3898 0.7197 0.077 Uiso 1 1 calc R . .
H13B H 0.6038 0.2890 0.7407 0.077 Uiso 1 1 calc R . .
C12 C 0.5351(5) 0.2873(10) 0.5124(4) 0.059(2) Uani 1 1 d . . .
H12A H 0.5342 0.3885 0.5058 0.071 Uiso 1 1 calc R . .
H12B H 0.5425 0.2427 0.4740 0.071 Uiso 1 1 calc R . .
C11 C 0.1069(5) -0.0176(10) 0.4291(4) 0.059(2) Uani 1 1 d . . .
H11A H 0.1488 -0.0720 0.4224 0.070 Uiso 1 1 calc R . .
C10 C 0.0815(8) -0.3864(16) 0.3248(7) 0.115(4) Uani 1 1 d . . .
C9 C 0.6016(5) 0.3145(10) 0.6239(4) 0.065(2) Uani 1 1 d . . .
H9A H 0.5880 0.4136 0.6195 0.078 Uiso 1 1 calc R . .
H9B H 0.6528 0.3076 0.6487 0.078 Uiso 1 1 calc R . .
O3 O -0.0498(5) -0.2166(9) 0.3408(5) 0.138(4) Uani 1 1 d . . .
O2 O -0.0796(4) 0.3286(9) 0.4851(4) 0.105(3) Uani 1 1 d . . .
C8 C 0.3986(5) 0.2607(10) 0.4161(4) 0.066(2) Uani 1 1 d . . .
H8A H 0.4497 0.2810 0.4083 0.099 Uiso 1 1 calc R . .
H8B H 0.3656 0.3404 0.4044 0.099 Uiso 1 1 calc R . .
H8C H 0.3784 0.1798 0.3924 0.099 Uiso 1 1 calc R . .
C7 C 0.2516(5) 0.1782(10) 0.7095(4) 0.073(3) Uani 1 1 d . . .
H7A H 0.2780 0.1895 0.7512 0.109 Uiso 1 1 calc R . .
H7B H 0.2269 0.0875 0.7050 0.109 Uiso 1 1 calc R . .
H7C H 0.2132 0.2508 0.7001 0.109 Uiso 1 1 calc R . .
C6 C -0.2491(6) 0.2852(13) 0.4574(5) 0.111(4) Uani 1 1 d . . .
H6A H -0.2164 0.3268 0.4923 0.166 Uiso 1 1 calc R . .
H6B H -0.2545 0.1862 0.4646 0.166 Uiso 1 1 calc R . .
H6C H -0.2990 0.3293 0.4518 0.166 Uiso 1 1 calc R . .
C5 C 0.0144(7) -0.1810(12) 0.3627(5) 0.080(3) Uani 1 1 d . . .
C4 C 0.1686(9) -0.4186(17) 0.3389(9) 0.193(9) Uani 1 1 d . . .
H4A H 0.1788 -0.5055 0.3192 0.289 Uiso 1 1 calc R . .
H4B H 0.1848 -0.4270 0.3828 0.289 Uiso 1 1 calc R . .
H4C H 0.1967 -0.3435 0.3234 0.289 Uiso 1 1 calc R . .
C3 C 0.0362(10) -0.4930(15) 0.3526(9) 0.174(7) Uani 1 1 d . . .
H3A H -0.0178 -0.4712 0.3422 0.260 Uiso 1 1 calc R . .
H3B H 0.0515 -0.4924 0.3967 0.260 Uiso 1 1 calc R . .
H3C H 0.0457 -0.5847 0.3368 0.260 Uiso 1 1 calc R . .
C2 C -0.1940(7) 0.4548(11) 0.3851(6) 0.112(4) Uani 1 1 d . . .
H2A H -0.1612 0.4951 0.4202 0.167 Uiso 1 1 calc R . .
H2B H -0.2408 0.5087 0.3758 0.167 Uiso 1 1 calc R . .
H2C H -0.1677 0.4562 0.3500 0.167 Uiso 1 1 calc R . .
C1 C 0.0581(13) -0.3723(19) 0.2591(7) 0.231(11) Uani 1 1 d . . .
H1B H 0.0035 -0.3542 0.2499 0.347 Uiso 1 1 calc R . .
H1C H 0.0696 -0.4579 0.2391 0.347 Uiso 1 1 calc R . .
H1D H 0.0856 -0.2953 0.2444 0.347 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Co1 2.3831(18) . ?
Br2 Co1 2.3808(18) . ?
Co1 N2 1.843(6) . ?
Co1 N3 1.940(6) . ?
Co1 N5 1.949(6) . ?
Co1 N4 1.982(6) . ?
C30 C29 1.468(11) . ?
C30 C13 1.511(11) . ?
N2 C26 1.319(9) . ?
N2 C24 1.353(9) . ?
O4 C15 1.274(11) . ?
O4 C27 1.478(10) . ?
C29 N3 1.477(10) . ?
C28 N5 1.272(9) . ?
C28 C26 1.478(10) . ?
C28 C8 1.506(11) . ?
C27 C2 1.488(13) . ?
C27 C6 1.532(13) . ?
C27 C22 1.566(13) . ?
N1 C21 1.334(10) . ?
N1 C20 1.348(10) . ?
C26 C18 1.392(10) . ?
C25 N3 1.287(10) . ?
C25 C24 1.474(11) . ?
C25 C7 1.503(10) . ?
C24 C19 1.384(10) . ?
N4 C13 1.482(9) . ?
N4 C9 1.510(10) . ?
N5 C12 1.470(9) . ?
C23 C19 1.403(11) . ?
C23 C18 1.397(11) . ?
C23 C14 1.479(11) . ?
C21 C11 1.405(11) . ?
C21 C5 1.474(13) . ?
C20 C16 1.383(11) . ?
C20 C15 1.522(12) . ?
C17 C9 1.495(12) . ?
C17 C12 1.495(11) . ?
C16 C14 1.377(11) . ?
C15 O2 1.211(10) . ?
O1 C5 1.321(11) . ?
O1 C10 1.492(14) . ?
C14 C11 1.387(11) . ?
C10 C1 1.436(18) . ?
C10 C3 1.478(18) . ?
C10 C4 1.537(17) . ?
O3 C5 1.196(11) . ?

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 Co1 N3 81.6(3) . . ?
N2 Co1 N5 81.4(3) . . ?
N3 Co1 N5 162.6(3) . . ?
N2 Co1 N4 176.8(3) . . ?
N3 Co1 N4 99.1(3) . . ?
N5 Co1 N4 98.1(3) . . ?
N2 Co1 Br2 88.10(19) . . ?
N3 Co1 Br2 89.98(19) . . ?
N5 Co1 Br2 93.06(19) . . ?
N4 Co1 Br2 88.74(19) . . ?
N2 Co1 Br1 90.98(19) . . ?
N3 Co1 Br1 89.02(19) . . ?
N5 Co1 Br1 87.67(19) . . ?
N4 Co1 Br1 92.18(19) . . ?
Br2 Co1 Br1 178.73(6) . . ?
C29 C30 C13 116.8(8) . . ?
C26 N2 C24 122.8(7) . . ?
C26 N2 Co1 118.2(5) . . ?
C24 N2 Co1 118.7(5) . . ?
C15 O4 C27 119.0(8) . . ?
N3 C29 C30 114.1(7) . . ?
N5 C28 C26 114.0(7) . . ?
N5 C28 C8 127.4(7) . . ?
C26 C28 C8 118.3(7) . . ?
O4 C27 C2 111.2(8) . . ?
O4 C27 C6 108.5(8) . . ?
C2 C27 C6 115.9(10) . . ?
O4 C27 C22 100.4(8) . . ?
C2 C27 C22 110.8(9) . . ?
C6 C27 C22 108.9(9) . . ?
C21 N1 C20 117.7(7) . . ?
N2 C26 C18 120.1(7) . . ?
N2 C26 C28 111.1(7) . . ?
C18 C26 C28 128.8(7) . . ?
N3 C25 C24 114.9(7) . . ?
N3 C25 C7 126.9(8) . . ?
C24 C25 C7 118.2(8) . . ?
N2 C24 C19 119.9(7) . . ?
N2 C24 C25 109.5(7) . . ?
C19 C24 C25 130.6(8) . . ?
C13 N4 C9 109.9(6) . . ?
C13 N4 Co1 114.6(5) . . ?
C9 N4 Co1 116.5(5) . . ?
C28 N5 C12 120.0(7) . . ?
C28 N5 Co1 114.9(5) . . ?
C12 N5 Co1 124.5(5) . . ?
C25 N3 C29 120.3(7) . . ?
C25 N3 Co1 115.0(5) . . ?
C29 N3 Co1 124.6(5) . . ?
C19 C23 C18 119.2(8) . . ?
C19 C23 C14 119.6(8) . . ?
C18 C23 C14 121.2(8) . . ?
N1 C21 C11 122.0(8) . . ?
N1 C21 C5 115.8(8) . . ?
C11 C21 C5 122.2(9) . . ?
N1 C20 C16 123.7(8) . . ?
N1 C20 C15 117.5(8) . . ?
C16 C20 C15 118.8(9) . . ?
C24 C19 C23 118.7(8) . . ?
C26 C18 C23 119.1(7) . . ?
C9 C17 C12 116.1(8) . . ?
C20 C16 C14 118.5(9) . . ?
O2 C15 O4 127.5(10) . . ?
O2 C15 C20 118.6(10) . . ?
O4 C15 C20 113.8(9) . . ?
C5 O1 C10 124.4(9) . . ?
C16 C14 C11 118.8(8) . . ?
C16 C14 C23 119.8(8) . . ?
C11 C14 C23 121.4(8) . . ?
N4 C13 C30 111.8(7) . . ?
N5 C12 C17 114.1(7) . . ?
C14 C11 C21 119.1(8) . . ?
C1 C10 C3 113.2(15) . . ?
C1 C10 O1 113.1(14) . . ?
C3 C10 O1 108.6(11) . . ?
C1 C10 C4 109.0(14) . . ?
C3 C10 C4 111.5(15) . . ?
O1 C10 C4 100.8(10) . . ?
C17 C9 N4 110.9(7) . . ?
O3 C5 O1 126.0(11) . . ?
O3 C5 C21 123.2(10) . . ?
O1 C5 C21 110.8(9) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.58
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.438
_refine_diff_density_min         -1.088
_refine_diff_density_rms         0.125
