# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_NJU-Bai18
_database_code_depnum_ccdc_archive 'CCDC 1496172'
_audit_update_record             
;
2016-10-31 deposited with the CCDC.
2016-11-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            NJU-Bai18
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H11 Cl Co N2 O2'
_chemical_formula_sum            'C17 H11 Cl Co N2 O2'
_chemical_formula_weight         369.66

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'P 42/n m c'
_symmetry_space_group_name_Hall  '-P 4ac 2a'

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

_cell_length_a                   17.5317(12)
_cell_length_b                   17.5317(12)
_cell_length_c                   15.757(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4843.1(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8752
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      28.23

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.014
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1496
_exptl_absorpt_coefficient_mu    0.825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8480
_exptl_absorpt_correction_T_max  0.8760
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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       '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            26282
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0154
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2291
_reflns_number_gt                1995
_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)+(0.1064P)²+6.4336P] 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         2291
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1679
_refine_ls_wR_factor_gt          0.1633
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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
C1 C 0.2500 0.5585(2) 1.1244(2) 0.0212(8) Uani 1 2 d S . .
C2 C 0.2500 0.5076(3) 1.0465(3) 0.0278(9) Uani 1 2 d S . .
C3 C 0.18179(16) 0.48428(18) 1.01027(19) 0.0309(7) Uani 1 1 d . A .
H3 H 0.1359 0.4994 1.0346 0.037 Uiso 1 1 calc R . .
C4 C 0.18097(16) 0.4384(2) 0.9381(2) 0.0342(8) Uani 1 1 d . . .
C5 C 0.2500 0.4145(3) 0.9034(3) 0.0418(12) Uani 1 2 d S . .
H5 H 0.2500 0.3822 0.8566 0.050 Uiso 1 2 calc SR . .
C6 C 0.10728(17) 0.4165(2) 0.8971(2) 0.0346(8) Uani 0.50 1 d P A 1
C7 C 0.0919(4) 0.3457(4) 0.8635(5) 0.0419(17) Uani 0.50 1 d P A 1
H7A H 0.1296 0.3061 0.8673 0.050 Uiso 0.50 1 d PR A 1
C8 C 0.0248(4) 0.3313(4) 0.8252(4) 0.0391(16) Uani 0.50 1 d P A 1
H8A H 0.0165 0.2810 0.8031 0.047 Uiso 0.50 1 d PR A 1
N1 N -0.03017(14) 0.38090(15) 0.81622(16) 0.0289(6) Uani 0.50 1 d P . 1
C9 C -0.0173(4) 0.4531(4) 0.8496(4) 0.0406(16) Uani 0.50 1 d P A 1
H9A H -0.0558 0.4916 0.8432 0.049 Uiso 0.50 1 d PR A 1
C10 C 0.0486(4) 0.4702(4) 0.8910(4) 0.0429(17) Uani 0.50 1 d P A 1
H10A H 0.0550 0.5195 0.9167 0.052 Uiso 0.50 1 d PR A 1
C6' C 0.10728(17) 0.4165(2) 0.8971(2) 0.0346(8) Uani 0.50 1 d P A 2
C7' C 0.1026(4) 0.4132(4) 0.8075(4) 0.0405(17) Uani 0.50 1 d P A 2
H7'A H 0.1469 0.4228 0.7733 0.049 Uiso 0.50 1 d PR A 2
C8' C 0.0348(4) 0.3957(4) 0.7710(4) 0.0360(15) Uani 0.50 1 d P A 2
H8'A H 0.0320 0.3937 0.7102 0.043 Uiso 0.50 1 d PR A 2
N1' N -0.03017(14) 0.38090(15) 0.81622(16) 0.0289(6) Uani 0.50 1 d P . 2
C9' C -0.0227(3) 0.3798(4) 0.8997(4) 0.0291(13) Uani 0.50 1 d P A 2
H9'A H -0.0664 0.3659 0.9331 0.035 Uiso 0.50 1 d PR A 2
C10' C 0.0444(3) 0.3978(4) 0.9417(4) 0.0310(14) Uani 0.50 1 d P A 2
H10B H 0.0463 0.3970 1.0026 0.037 Uiso 0.50 1 d PR A 2
Cl2 Cl 0.15948(9) 0.7500 1.16880(10) 0.0560(4) Uani 1 2 d S . .
Co1 Co 0.13675(2) 0.63675(2) 1.2500 0.0190(3) Uani 1 2 d S . .
O1 O 0.18681(12) 0.57634(14) 1.15348(13) 0.0349(6) 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 O1 1.239(3) . ?
C1 O1 1.239(3) 13_655 ?
C1 C2 1.517(5) . ?
C2 C3 1.387(3) . ?
C2 C3 1.387(3) 13_655 ?
C3 C4 1.393(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(4) . ?
C4 C6 1.494(4) . ?
C5 C4 1.392(4) 13_655 ?
C5 H5 0.9300 . ?
C6 C7 1.377(8) . ?
C6 C10 1.398(8) . ?
C7 C8 1.345(9) . ?
C7 H7A 0.9600 . ?
C8 N1 1.305(7) . ?
C8 H8A 0.9601 . ?
N1 C9 1.389(7) . ?
N1 Co1 2.162(2) 9_567 ?
C9 C10 1.361(9) . ?
C9 H9A 0.9599 . ?
C10 H10A 0.9600 . ?
C7' C8' 1.356(9) . ?
C7' H7'A 0.9599 . ?
C8' H8'A 0.9600 . ?
C9' C10' 1.387(8) . ?
C9' H9'A 0.9601 . ?
C10' H10B 0.9599 . ?
Cl2 Co1 2.3953(10) 10_568 ?
Cl2 Co1 2.3953(10) . ?
Co1 O1 2.051(2) 6_457 ?
Co1 O1 2.051(2) . ?
Co1 N1' 2.162(2) 9_567 ?
Co1 N1 2.162(2) 9_567 ?
Co1 N1' 2.162(2) 14_666 ?
Co1 N1 2.162(2) 14_666 ?
Co1 Cl2 2.3953(10) 12_668 ?

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 C1 O1 126.8(4) . 13_655 ?
O1 C1 C2 116.60(18) . . ?
O1 C1 C2 116.60(18) 13_655 . ?
C3 C2 C3 119.2(4) . 13_655 ?
C3 C2 C1 120.42(19) . . ?
C3 C2 C1 120.42(19) 13_655 . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 C6 120.3(3) . . ?
C3 C4 C6 120.7(3) . . ?
C4 C5 C4 120.7(4) . 13_655 ?
C4 C5 H5 119.6 . . ?
C4 C5 H5 119.6 13_655 . ?
C7 C6 C10 115.9(5) . . ?
C7 C6 C4 124.6(4) . . ?
C10 C6 C4 119.5(4) . . ?
C8 C7 C6 120.8(6) . . ?
C8 C7 H7A 119.7 . . ?
C6 C7 H7A 119.5 . . ?
N1 C8 C7 124.7(6) . . ?
N1 C8 H8A 117.4 . . ?
C7 C8 H8A 117.9 . . ?
C8 N1 C9 116.5(4) . . ?
C8 N1 Co1 126.5(3) . 9_567 ?
C9 N1 Co1 116.9(3) . 9_567 ?
C10 C9 N1 121.4(6) . . ?
C10 C9 H9A 119.5 . . ?
N1 C9 H9A 119.2 . . ?
C9 C10 C6 120.6(6) . . ?
C9 C10 H10A 120.0 . . ?
C6 C10 H10A 119.4 . . ?
C8' C7' H7'A 120.7 . . ?
C7' C8' H8'A 118.4 . . ?
C10' C9' H9'A 118.2 . . ?
C9' C10' H10B 120.2 . . ?
Co1 Cl2 Co1 111.97(6) 10_568 . ?
O1 Co1 O1 172.82(13) 6_457 . ?
O1 Co1 N1' 88.44(9) 6_457 9_567 ?
O1 Co1 N1' 86.45(9) . 9_567 ?
O1 Co1 N1 88.44(9) 6_457 9_567 ?
O1 Co1 N1 86.45(9) . 9_567 ?
N1' Co1 N1 0.00(15) 9_567 9_567 ?
O1 Co1 N1' 86.45(9) 6_457 14_666 ?
O1 Co1 N1' 88.44(9) . 14_666 ?
N1' Co1 N1' 89.16(14) 9_567 14_666 ?
N1 Co1 N1' 89.16(14) 9_567 14_666 ?
O1 Co1 N1 86.45(9) 6_457 14_666 ?
O1 Co1 N1 88.44(9) . 14_666 ?
N1' Co1 N1 89.16(14) 9_567 14_666 ?
N1 Co1 N1 89.16(14) 9_567 14_666 ?
N1' Co1 N1 0.00(15) 14_666 14_666 ?
O1 Co1 Cl2 97.31(7) 6_457 . ?
O1 Co1 Cl2 87.75(8) . . ?
N1' Co1 Cl2 90.27(8) 9_567 . ?
N1 Co1 Cl2 90.27(8) 9_567 . ?
N1' Co1 Cl2 176.18(7) 14_666 . ?
N1 Co1 Cl2 176.18(7) 14_666 . ?
O1 Co1 Cl2 87.75(8) 6_457 12_668 ?
O1 Co1 Cl2 97.31(7) . 12_668 ?
N1' Co1 Cl2 176.18(7) 9_567 12_668 ?
N1 Co1 Cl2 176.18(7) 9_567 12_668 ?
N1' Co1 Cl2 90.27(8) 14_666 12_668 ?
N1 Co1 Cl2 90.27(8) 14_666 12_668 ?
Cl2 Co1 Cl2 90.55(8) . 12_668 ?
C1 O1 Co1 141.9(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 1.0(6) . . . . ?
O1 C1 C2 C3 179.3(4) 13_655 . . . ?
O1 C1 C2 C3 -179.3(4) . . . 13_655 ?
O1 C1 C2 C3 -1.0(6) 13_655 . . 13_655 ?
C3 C2 C3 C4 -0.5(7) 13_655 . . . ?
C1 C2 C3 C4 179.2(4) . . . . ?
C2 C3 C4 C5 1.5(6) . . . . ?
C2 C3 C4 C6 -177.1(4) . . . . ?
C3 C4 C5 C4 -2.6(8) . . . 13_655 ?
C6 C4 C5 C4 176.1(3) . . . 13_655 ?
C5 C4 C6 C7 40.8(7) . . . . ?
C3 C4 C6 C7 -140.6(5) . . . . ?
C5 C4 C6 C10 -139.0(5) . . . . ?
C3 C4 C6 C10 39.6(6) . . . . ?
C10 C6 C7 C8 1.9(9) . . . . ?
C4 C6 C7 C8 -177.9(6) . . . . ?
C6 C7 C8 N1 0.2(12) . . . . ?
C7 C8 N1 C9 -0.5(10) . . . . ?
C7 C8 N1 Co1 176.6(5) . . . 9_567 ?
C8 N1 C9 C10 -1.4(9) . . . . ?
Co1 N1 C9 C10 -178.8(5) 9_567 . . . ?
N1 C9 C10 C6 3.6(10) . . . . ?
C7 C6 C10 C9 -3.7(9) . . . . ?
C4 C6 C10 C9 176.1(5) . . . . ?
Co1 Cl2 Co1 O1 15.95(10) 10_568 . . 6_457 ?
Co1 Cl2 Co1 O1 -169.15(8) 10_568 . . . ?
Co1 Cl2 Co1 N1' 104.42(9) 10_568 . . 9_567 ?
Co1 Cl2 Co1 N1 104.42(9) 10_568 . . 9_567 ?
Co1 Cl2 Co1 N1' -174.2(12) 10_568 . . 14_666 ?
Co1 Cl2 Co1 N1 -174.2(12) 10_568 . . 14_666 ?
Co1 Cl2 Co1 Cl2 -71.85(6) 10_568 . . 12_668 ?
O1 C1 O1 Co1 0.7(8) 13_655 . . . ?
C2 C1 O1 Co1 178.9(3) . . . . ?
O1 Co1 O1 C1 -144.8(4) 6_457 . . . ?
N1' Co1 O1 C1 170.5(4) 9_567 . . . ?
N1 Co1 O1 C1 170.5(4) 9_567 . . . ?
N1' Co1 O1 C1 -100.2(4) 14_666 . . . ?
N1 Co1 O1 C1 -100.2(4) 14_666 . . . ?
Cl2 Co1 O1 C1 80.1(4) . . . . ?
Cl2 Co1 O1 C1 -10.2(4) 12_668 . . . ?


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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
_platon_squeeze_void_content
1 0.013 0.696 -0.092 2150 587 ' '
_platon_squeeze_details          
;
;


_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.391
_refine_diff_density_min         -1.262
_refine_diff_density_rms         0.083
