# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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data_mo_dm17196_0m
_database_code_depnum_ccdc_archive 'CCDC 1823115'
_audit_update_record             
;
2018-02-09 deposited with the CCDC.
2018-10-01 downloaded from the CCDC.
;
_audit_creation_date             2017-03-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C58 H46 Co2 N4 O8), 3.5(H2 O)'
_chemical_formula_sum            'C29 H30 Co N2 O7.50'
_chemical_formula_weight         585.48
_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'

_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      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_operation_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                   15.715(7)
_cell_length_b                   23.065(9)
_cell_length_c                   9.764(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.308(7)
_cell_angle_gamma                90
_cell_volume                     3360(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1867
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.63
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.937
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0707 before and 0.0555 after correction. The Ratio of minimum to maximum transmission is 0.8711. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1220
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0970
_diffrn_reflns_av_unetI/netI     0.1008
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13526
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.814
_diffrn_reflns_theta_min         2.819
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2018
_reflns_number_total             3892
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.884
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     198
_refine_ls_number_reflns         3892
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1297
_refine_ls_R_factor_gt           0.0606
_refine_ls_restrained_S_all      0.899
_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)+(0.1185P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1532
_refine_ls_wR_factor_ref         0.1914
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O5) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: O4(0.5) H4A(0.5) H4B(0.5) O5(0.25) H5A(0.25) H5B(0.25)
4.a Free rotating group:
 O3(H3A,H3B), O4(H4A,H4B), O5(H5A,H5B)
4.b Rotating group:
 O2(H2A,H2B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13),
 C14(H14)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 1.000000 0.945840 1.250000 0.0407(3) Uani 1 2 d S T P . .
O1 O 0.452170 0.528120 0.141490 0.0441(7) Uani 1 1 d . . . . .
O2 O 0.905100 0.943030 1.353270 0.0533(8) Uani 1 1 d . . . . .
H2A H 0.849030 0.961750 1.303520 0.080 Uiso 1 1 d GR . . . .
H2B H 0.921920 0.960900 1.447190 0.080 Uiso 1 1 d GR . . . .
N1 N 0.913720 0.894970 1.085970 0.0445(8) Uani 1 1 d . . . . .
C1 C 0.842870 0.921480 0.991340 0.0617(13) Uani 1 1 d . . . . .
H1 H 0.833377 0.960651 1.003835 0.074 Uiso 1 1 calc R . . . .
C2 C 0.783970 0.892510 0.876620 0.0602(13) Uani 1 1 d . . . . .
H2 H 0.736212 0.912438 0.813351 0.072 Uiso 1 1 calc R . . . .
C3 C 0.795360 0.833860 0.854780 0.0438(10) Uani 1 1 d . . . . .
C4 C 0.867040 0.807300 0.953450 0.0456(10) Uani 1 1 d . . . . .
H4 H 0.876612 0.767878 0.944672 0.055 Uiso 1 1 calc R . . . .
C5 C 0.924920 0.838120 1.065110 0.0474(10) Uani 1 1 d . . . . .
H5 H 0.973544 0.818955 1.128452 0.057 Uiso 1 1 calc R . . . .
C6 C 0.734460 0.802680 0.729390 0.0429(10) Uani 1 1 d . . . . .
C7 C 0.698220 0.830300 0.595870 0.0553(12) Uani 1 1 d . . . . .
H7 H 0.710651 0.869254 0.586552 0.066 Uiso 1 1 calc R . . . .
C8 C 0.644190 0.800350 0.477760 0.0515(11) Uani 1 1 d . . . . .
H8 H 0.622698 0.818981 0.389067 0.062 Uiso 1 1 calc R . . . .
C9 C 0.621540 0.742550 0.490030 0.0384(9) Uani 1 1 d . . . . .
C10 C 0.657150 0.715180 0.622360 0.0462(10) Uani 1 1 d . . . . .
H10 H 0.643199 0.676547 0.632296 0.055 Uiso 1 1 calc R . . . .
C11 C 0.713070 0.744600 0.739540 0.0478(10) Uani 1 1 d . . . . .
H11 H 0.736855 0.725240 0.826799 0.057 Uiso 1 1 calc R . . . .
C12 C 0.560820 0.711080 0.364520 0.0363(9) Uani 1 1 d . . . . .
C13 C 0.500000 0.739590 0.250000 0.0380(12) Uani 1 2 d S T P . .
H13 H 0.500002 0.779910 0.250000 0.046 Uiso 1 2 calc RS T P . .
C14 C 0.560880 0.650640 0.359960 0.0368(9) Uani 1 1 d . . . . .
H14 H 0.602871 0.630289 0.432611 0.044 Uiso 1 1 calc R . . . .
C15 C 0.500000 0.620200 0.250000 0.0320(11) Uani 1 2 d S T P . .
C16 C 0.500000 0.555680 0.250000 0.0354(12) Uani 1 2 d S T P . .
O3 O 0.722550 1.047000 0.741270 0.231(4) Uani 1 1 d . U . . .
H3A H 0.705890 1.082220 0.732070 0.346 Uiso 1 1 d G . . . .
H3B H 0.731480 1.036270 0.827920 0.346 Uiso 1 1 d G . . . .
O4 O 0.593440 0.857150 1.042200 0.202(6) Uani 0.5 1 d . U . . .
H4A H 0.584960 0.838510 0.963990 0.303 Uiso 0.5 1 d G . . . .
H4B H 0.632930 0.839960 1.109950 0.303 Uiso 0.5 1 d G . . . .
O5 O 0.500000 0.811780 0.750000 0.141(5) Uani 0.5 2 d S TU P . .
H5A H 0.527780 0.783370 0.799730 0.212 Uiso 0.25 1 d G . . . .
H5B H 0.528540 0.842970 0.780280 0.212 Uiso 0.25 1 d G . . . .


_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 2.1884 4_656 ?
Co1 O1 2.1884 3_556 ?
Co1 O2 2.0469 . ?
Co1 O2 2.0469 2_757 ?
Co1 N1 2.1014 2_757 ?
Co1 N1 2.1014 . ?
O1 C16 1.2614 . ?
O2 H2A 0.9643 . ?
O2 H2B 0.9635 . ?
N1 C1 1.3494 . ?
N1 C5 1.3470 . ?
C1 H1 0.9300 . ?
C1 C2 1.3808 . ?
C2 H2 0.9300 . ?
C2 C3 1.3898 . ?
C3 C4 1.3750 . ?
C3 C6 1.4819 . ?
C4 H4 0.9300 . ?
C4 C5 1.3778 . ?
C5 H5 0.9300 . ?
C6 C7 1.4012 . ?
C6 C11 1.3923 . ?
C7 H7 0.9300 . ?
C7 C8 1.3831 . ?
C8 H8 0.9300 . ?
C8 C9 1.3947 . ?
C9 C10 1.3881 . ?
C9 C12 1.4848 . ?
C10 H10 0.9300 . ?
C10 C11 1.3821 . ?
C11 H11 0.9300 . ?
C12 C13 1.3874 . ?
C12 C14 1.3948 . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.3841 . ?
C15 C16 1.4882 . ?
O3 H3A 0.8496 . ?
O3 H3B 0.8498 . ?
O4 H4A 0.8496 . ?
O4 H4B 0.8497 . ?
O5 H5A 0.8500 . ?
O5 H5A 0.8500 2_656 ?
O5 H5B 0.8502 2_656 ?
O5 H5B 0.8502 . ?

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 O1 59.7 4_656 3_556 ?
O2 Co1 O1 94.2 . 3_556 ?
O2 Co1 O1 88.9 2_757 3_556 ?
O2 Co1 O1 88.9 . 4_656 ?
O2 Co1 O1 94.2 2_757 4_656 ?
O2 Co1 O2 176.4 . 2_757 ?
O2 Co1 N1 87.8 2_757 2_757 ?
O2 Co1 N1 90.1 . 2_757 ?
O2 Co1 N1 87.8 . . ?
O2 Co1 N1 90.1 2_757 . ?
N1 Co1 O1 153.4 2_757 3_556 ?
N1 Co1 O1 153.4 . 4_656 ?
N1 Co1 O1 94.2 . 3_556 ?
N1 Co1 O1 94.2 2_757 4_656 ?
N1 Co1 N1 112.1 2_757 . ?
C16 O1 Co1 90.4 . 3_444 ?
Co1 O2 H2A 115.4 . . ?
Co1 O2 H2B 115.5 . . ?
H2A O2 H2B 102.8 . . ?
C1 N1 Co1 117.7 . . ?
C5 N1 Co1 125.1 . . ?
C5 N1 C1 117.2 . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.3 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.6 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C6 121.2 . . ?
C4 C3 C2 116.3 . . ?
C4 C3 C6 122.5 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.1 . . ?
C5 C4 H4 119.5 . . ?
N1 C5 C4 122.5 . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
C7 C6 C3 121.1 . . ?
C11 C6 C3 121.1 . . ?
C11 C6 C7 117.8 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.8 . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.8 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C12 120.8 . . ?
C10 C9 C8 118.4 . . ?
C10 C9 C12 120.8 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.9 . . ?
C11 C10 H10 119.6 . . ?
C6 C11 H11 119.4 . . ?
C10 C11 C6 121.2 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C9 122.3 . . ?
C13 C12 C14 117.1 . . ?
C14 C12 C9 120.5 . . ?
C12 C13 C12 123.4 2_655 . ?
C12 C13 H13 118.3 2_655 . ?
C12 C13 H13 118.3 . . ?
C12 C14 H14 119.2 . . ?
C15 C14 C12 121.6 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C14 119.0 . 2_655 ?
C14 C15 C16 120.5 2_655 . ?
C14 C15 C16 120.5 . . ?
O1 C16 O1 119.5 2_655 . ?
O1 C16 C15 120.3 . . ?
O1 C16 C15 120.3 2_655 . ?
H3A O3 H3B 109.4 . . ?
H4A O4 H4B 109.5 . . ?
H5A O5 H5A 79.1 . 2_656 ?
H5A O5 H5B 166.2 . 2_656 ?
H5A O5 H5B 109.5 2_656 2_656 ?
H5A O5 H5B 109.5 . . ?
H5B O5 H5A 166.2 . 2_656 ?
H5B O5 H5B 64.4 . 2_656 ?

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
O2 H2A O3 0.96 1.90 2.740 144.4 6_576
O2 H2B O1 0.96 1.82 2.757 162.5 8_567

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.529 303.4 91.0 ?
2 0.500 0.000 -0.529 303.4 91.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
