# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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_p
_database_code_depnum_ccdc_archive 'CCDC 1572259'
_audit_update_record             
;
2017-09-04 deposited with the CCDC.
2017-10-18 downloaded from the CCDC.
;
_audit_creation_date             2017-09-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18 H16 Co N6 O5 S, H2 O'
_chemical_formula_sum            'C18 H18 Co N6 O6 S'
_chemical_formula_weight         505.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   10.5854(16)
_cell_length_b                   12.2457(18)
_cell_length_c                   16.403(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2126.2(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3607
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.873
_cell_measurement_theta_min      2.543
_shelx_estimated_absorpt_T_max   0.928
_shelx_estimated_absorpt_T_min   0.894
_exptl_absorpt_coefficient_mu    0.954
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'metallic dark violet'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   0.927
_exptl_transmission_factor_min   0.892
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9476
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.543
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_Friedel_coverage         0.870
_reflns_Friedel_fraction_full    0.913
_reflns_Friedel_fraction_max     0.936
_reflns_number_gt                3350
_reflns_number_total             3646
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.30C (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.30C (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 1447 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.009(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3646
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0474P)²+0.0447P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0789
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C8(H8), C11(H11), C12(H12), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Co1 Co 0.35909(4) 0.03224(4) 0.18513(3) 0.02388(16) Uani 1 1 d . . . . .
S1 S 0.36002(10) 0.27706(10) -0.06146(7) 0.0371(3) Uani 1 1 d . . . . .
O1 O 0.3756(3) 0.1574(3) 0.0969(2) 0.0355(7) Uani 1 1 d . . . . .
O1W O 0.1897(3) 0.1164(3) 0.2217(2) 0.0412(8) Uani 1 1 d . . . . .
H1WA H 0.2079 0.1794 0.2435 0.062 Uiso 1 1 d GR . . . .
H1WB H 0.1487 0.0779 0.2576 0.062 Uiso 1 1 d GR . . . .
O2 O 0.2754(3) 0.0088(2) 0.05780(18) 0.0316(7) Uani 1 1 d . . . . .
O3 O 0.3704(4) 0.4544(4) -0.1819(3) 0.0862(18) Uani 1 1 d . . . . .
O4 O 0.2094(3) 0.3954(2) -0.25945(18) 0.0343(7) Uani 1 1 d . . . . .
N1 N 0.4548(3) 0.0967(3) 0.2876(2) 0.0317(8) Uani 1 1 d . . . . .
N2 N 0.5310(3) 0.1922(3) 0.3901(2) 0.0309(8) Uani 1 1 d . . . . .
N3 N 0.4736(3) 0.3536(3) 0.4564(2) 0.0385(9) Uani 1 1 d . . . . .
N4 N 0.6081(3) 0.4415(4) 0.5535(3) 0.0426(10) Uani 1 1 d . . . . .
N5 N 0.8080(3) 0.3699(3) 0.5870(2) 0.0306(8) Uani 1 1 d . . . . .
N6 N 0.9806(3) 0.4355(3) 0.6446(2) 0.0287(8) Uani 1 1 d . . . . .
C1 C 0.3827(5) 0.2913(4) 0.2930(3) 0.0410(12) Uani 1 1 d . . . . .
H1A H 0.3061 0.2991 0.3238 0.062 Uiso 1 1 calc GR . . . .
H1B H 0.3626 0.2820 0.2364 0.062 Uiso 1 1 calc GR . . . .
H1C H 0.4337 0.3555 0.2998 0.062 Uiso 1 1 calc GR . . . .
C2 C 0.4543(4) 0.1932(4) 0.3230(3) 0.0291(9) Uani 1 1 d . . . . .
C3 C 0.5336(5) 0.0302(4) 0.3341(3) 0.0433(13) Uani 1 1 d . . . . .
H3 H 0.5503 -0.0430 0.3233 0.052 Uiso 1 1 calc R . . . .
C4 C 0.5816(5) 0.0870(4) 0.3964(3) 0.0425(12) Uani 1 1 d . . . . .
H4 H 0.6374 0.0617 0.4359 0.051 Uiso 1 1 calc R . . . .
C5 C 0.5613(4) 0.2784(4) 0.4449(3) 0.0310(10) Uani 1 1 d . . . . .
C6 C 0.6766(4) 0.2785(4) 0.4862(3) 0.0333(11) Uani 1 1 d . . . . .
H6 H 0.7378 0.2254 0.4771 0.040 Uiso 1 1 calc R . . . .
C7 C 0.6937(4) 0.3623(4) 0.5412(3) 0.0305(10) Uani 1 1 d . . . . .
C8 C 0.5036(5) 0.4325(4) 0.5097(3) 0.0466(13) Uani 1 1 d . . . . .
H8 H 0.4438 0.4874 0.5167 0.056 Uiso 1 1 calc R . . . .
C9 C 0.8427(6) 0.5739(5) 0.5794(7) 0.110(4) Uani 1 1 d . . . . .
H9A H 0.8042 0.5713 0.5265 0.165 Uiso 1 1 calc GR . . . .
H9B H 0.9173 0.6184 0.5772 0.165 Uiso 1 1 calc GR . . . .
H9C H 0.7843 0.6046 0.6178 0.165 Uiso 1 1 calc GR . . . .
C10 C 0.8773(4) 0.4615(4) 0.6054(4) 0.0398(12) Uani 1 1 d . . . . .
C11 C 0.8710(4) 0.2819(4) 0.6192(3) 0.0371(11) Uani 1 1 d . . . . .
H11 H 0.8461 0.2091 0.6171 0.045 Uiso 1 1 calc R . . . .
C12 C 0.9764(4) 0.3221(4) 0.6545(3) 0.0392(11) Uani 1 1 d . . . . .
H12 H 1.0371 0.2806 0.6813 0.047 Uiso 1 1 calc R . . . .
C13 C 0.3136(4) 0.1033(4) 0.0432(3) 0.0289(9) Uani 1 1 d . . . . .
C14 C 0.2879(4) 0.1558(4) -0.0367(2) 0.0282(9) Uani 1 1 d . . . . .
C15 C 0.2068(4) 0.1239(4) -0.0963(3) 0.0410(11) Uani 1 1 d . . . . .
H15 H 0.1613 0.0590 -0.0944 0.049 Uiso 1 1 calc R . . . .
C16 C 0.1983(5) 0.1980(4) -0.1604(3) 0.0417(12) Uani 1 1 d . . . . .
H16 H 0.1459 0.1883 -0.2054 0.050 Uiso 1 1 calc R . . . .
C17 C 0.2752(4) 0.2864(4) -0.1503(3) 0.0326(10) Uani 1 1 d . . . . .
C18 C 0.2867(4) 0.3867(4) -0.2007(3) 0.0409(12) Uani 1 1 d . . . . .
O2W O 0.5092(5) 0.3507(4) 0.1094(3) 0.0915(16) Uani 1 1 d . . . . .
H2WA H 0.4690 0.2907 0.1118 0.137 Uiso 1 1 d GR . . . .
H2WB H 0.5781 0.3450 0.1357 0.137 Uiso 1 1 d GR . . . .


_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
Co1 O1 2.115(3) . y
Co1 O1W 2.153(3) . ?
Co1 O2 2.287(3) . y
Co1 O4 2.039(3) 3_545 y
Co1 N1 2.115(4) . y
Co1 N6 2.174(3) 3_644 y
S1 C14 1.718(4) . ?
S1 C17 1.716(4) . ?
O1 C13 1.283(5) . ?
O2 C13 1.249(5) . ?
O3 C18 1.252(6) . ?
O4 Co1 2.040(3) 3_554 y
O4 C18 1.268(5) . ?
N1 C2 1.316(6) . ?
N1 C3 1.393(6) . ?
N2 C2 1.367(6) . ?
N2 C4 1.398(6) . ?
N2 C5 1.424(5) . ?
N3 C5 1.321(6) . ?
N3 C8 1.342(6) . ?
N4 C7 1.342(6) . ?
N4 C8 1.324(6) . ?
N5 C7 1.427(5) . ?
N5 C10 1.374(6) . ?
N5 C11 1.373(6) . ?
N6 Co1 2.174(3) 3_655 y
N6 C10 1.308(6) . ?
N6 C12 1.399(6) . ?
C1 C2 1.504(6) . ?
C3 C4 1.337(7) . ?
C5 C6 1.395(6) . ?
C6 C7 1.380(6) . ?
C9 C10 1.487(8) . ?
C11 C12 1.350(6) . ?
C13 C14 1.484(6) . ?
C14 C15 1.358(7) . ?
C15 C16 1.392(7) . ?
C16 C17 1.365(6) . ?
C17 C18 1.486(6) . ?

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 Co1 O1W 84.99(12) . . ?
O1 Co1 O2 59.86(11) . . y
O1 Co1 N1 103.50(13) . . y
O1 Co1 N6 96.93(13) . 3_644 y
O1W Co1 O2 89.51(12) . . ?
O1W Co1 N6 174.90(13) . 3_644 ?
O4 Co1 O1 158.38(12) 3_545 . y
O4 Co1 O1W 88.46(12) 3_545 . ?
O4 Co1 O2 99.58(12) 3_545 . y
O4 Co1 N1 97.07(14) 3_545 . y
O4 Co1 N6 88.07(12) 3_545 3_644 y
N1 Co1 O1W 89.96(13) . . ?
N1 Co1 O2 163.33(12) . . y
N1 Co1 N6 94.17(13) . 3_644 y
N6 Co1 O2 87.40(12) 3_644 . y
C17 S1 C14 91.5(2) . . ?
C13 O1 Co1 93.1(3) . . ?
C13 O2 Co1 86.2(3) . . ?
C18 O4 Co1 129.6(3) . 3_554 ?
C2 N1 Co1 133.2(3) . . ?
C2 N1 C3 106.6(4) . . ?
C3 N1 Co1 120.2(3) . . ?
C2 N2 C4 107.2(4) . . ?
C2 N2 C5 129.4(4) . . ?
C4 N2 C5 123.4(4) . . ?
C5 N3 C8 115.4(4) . . ?
C8 N4 C7 115.0(4) . . ?
C10 N5 C7 128.4(4) . . ?
C11 N5 C7 124.3(4) . . ?
C11 N5 C10 107.3(4) . . ?
C10 N6 Co1 132.1(3) . 3_655 ?
C10 N6 C12 105.8(4) . . ?
C12 N6 Co1 122.0(3) . 3_655 ?
N1 C2 N2 110.2(4) . . ?
N1 C2 C1 125.1(4) . . ?
N2 C2 C1 124.7(4) . . ?
C4 C3 N1 110.0(4) . . ?
C3 C4 N2 106.1(4) . . ?
N3 C5 N2 116.7(4) . . ?
N3 C5 C6 123.1(4) . . ?
C6 C5 N2 120.2(4) . . ?
C7 C6 C5 115.6(4) . . ?
N4 C7 N5 116.5(4) . . ?
N4 C7 C6 123.2(4) . . ?
C6 C7 N5 120.3(4) . . ?
N4 C8 N3 127.7(5) . . ?
N5 C10 C9 124.2(5) . . ?
N6 C10 N5 110.8(4) . . ?
N6 C10 C9 124.9(4) . . ?
C12 C11 N5 106.3(4) . . ?
C11 C12 N6 109.8(4) . . ?
O1 C13 C14 118.5(4) . . ?
O2 C13 O1 120.8(4) . . ?
O2 C13 C14 120.8(4) . . ?
C13 C14 S1 120.1(3) . . ?
C15 C14 S1 111.1(3) . . ?
C15 C14 C13 128.8(4) . . ?
C14 C15 C16 113.4(4) . . ?
C17 C16 C15 112.7(4) . . ?
C16 C17 S1 111.3(3) . . ?
C16 C17 C18 129.6(4) . . ?
C18 C17 S1 119.0(3) . . ?
O3 C18 O4 126.1(4) . . ?
O3 C18 C17 117.9(4) . . ?
O4 C18 C17 116.1(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
