 
data_1-Co
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C33 H24 Co N6 O6' 
_chemical_formula_weight          659.51

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'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 2/c'
_space_group_name_Hall            '-C 2yc'
 
_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.
;
 
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                    21.778(5)
_cell_length_b                    15.214(3)
_cell_length_c                    19.916(5)
_cell_angle_alpha                 90
_cell_angle_beta                  103.500(4)
_cell_angle_gamma                 90
_cell_volume                      6416(3)
_cell_formula_units_Z             8
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     6749
_cell_measurement_theta_min       2.316
_cell_measurement_theta_max       20.673
 
_exptl_crystal_description        block
_exptl_crystal_colour             ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.365          
_exptl_crystal_F_000              2712
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.250
_exptl_crystal_size_mid           0.220
_exptl_crystal_size_min           0.200
_exptl_absorpt_coefficient_mu     0.588
_shelx_estimated_absorpt_T_min    0.867
_shelx_estimated_absorpt_T_max    0.891
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.8669 
_exptl_absorpt_correction_T_max   0.8914 
_exptl_absorpt_process_details    sadabs
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             25770
_diffrn_reflns_av_unetI/netI      0.0949
_diffrn_reflns_av_R_equivalents   0.0978
_diffrn_reflns_limit_h_min        -26
_diffrn_reflns_limit_h_max        26
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        18
_diffrn_reflns_limit_l_min        -24
_diffrn_reflns_limit_l_max        23
_diffrn_reflns_theta_min          1.648
_diffrn_reflns_theta_max          25.999
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.998
_diffrn_measured_fraction_theta_full  0.998
_diffrn_reflns_Laue_measured_fraction_max    0.998
_diffrn_reflns_Laue_measured_fraction_full   0.998
_diffrn_reflns_point_group_measured_fraction_max   0.998
_diffrn_reflns_point_group_measured_fraction_full  0.998
_reflns_number_total              6293
_reflns_number_gt                 3988
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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.
;
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1186P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef        0.0011(3)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          6293
_refine_ls_number_parameters      423
_refine_ls_number_restraints      72
_refine_ls_R_factor_all           0.1025
_refine_ls_R_factor_gt            0.0627
_refine_ls_wR_factor_ref          0.2216
_refine_ls_wR_factor_gt           0.1835
_refine_ls_goodness_of_fit_ref    1.069
_refine_ls_restrained_S_all       1.071
_refine_ls_shift/su_max           0.000
_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_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 1.18094(2) 0.45230(3) 0.21307(3) 0.0483(3) Uani 1 1 d . . . . .
N1 N 0.93668(15) 0.03753(19) 0.39248(19) 0.0438(8) Uani 1 1 d . . . . .
N2 N 1.18818(13) 0.35860(19) 0.29617(17) 0.0415(8) Uani 1 1 d . . . . .
N3 N 0.72947(15) 0.1388(2) 0.66066(18) 0.0476(8) Uani 1 1 d . . . . .
N4 N 0.87025(17) -0.4462(2) 0.2482(2) 0.0598(11) Uani 1 1 d . . . . .
N5 N 1.27769(17) 0.5645(2) 0.2365(2) 0.0495(9) Uani 1 1 d . U . . .
N6 N 1.0871(6) 0.4165(8) 0.1065(8) 0.101(3) Uani 0.592(9) 1 d . U P A 1
N6' N 1.0694(9) 0.4487(12) 0.1263(11) 0.101(3) Uani 0.408(9) 1 d . . P A 2
O1 O 1.26688(15) 0.5101(2) 0.2797(2) 0.0695(9) Uani 1 1 d . U . . .
O2 O 1.24049(17) 0.5635(2) 0.1784(2) 0.0699(9) Uani 1 1 d . U . . .
O3 O 1.32303(15) 0.6144(2) 0.2511(2) 0.0740(10) Uani 1 1 d . U . . .
O4 O 1.1235(2) 0.4818(3) 0.1086(3) 0.1176(16) Uani 1 1 d . U . . .
O5 O 1.0898(2) 0.3858(3) 0.1656(3) 0.1088(15) Uani 1 1 d . U . . .
O6 O 1.0469(5) 0.3939(8) 0.0512(6) 0.145(3) Uani 0.592(9) 1 d . U P A 1
O6' O 1.0199(8) 0.4515(11) 0.0829(9) 0.145(3) Uani 0.408(9) 1 d . . P A 2
C1 C 0.98690(16) 0.0892(2) 0.3786(2) 0.0396(9) Uani 1 1 d . . . . .
C2 C 1.04627(19) 0.0536(2) 0.3904(2) 0.0481(10) Uani 1 1 d . . . . .
H2 H 1.052695 -0.004582 0.404653 0.058 Uiso 1 1 calc R U . . .
C3 C 1.09699(17) 0.1039(2) 0.3811(2) 0.0478(10) Uani 1 1 d . . . . .
H3 H 1.136882 0.078649 0.388290 0.057 Uiso 1 1 calc R U . . .
C4 C 1.08871(17) 0.1917(2) 0.3613(2) 0.0412(9) Uani 1 1 d . . . . .
C5 C 1.02783(17) 0.2265(3) 0.3474(2) 0.0463(10) Uani 1 1 d . . . . .
H5 H 1.021008 0.284528 0.332997 0.056 Uiso 1 1 calc R U . . .
C6 C 0.97748(17) 0.1751(3) 0.3551(2) 0.0468(10) Uani 1 1 d . . . . .
H6 H 0.936879 0.198367 0.344298 0.056 Uiso 1 1 calc R U . . .
C7 C 1.13904(17) 0.3106(2) 0.3050(2) 0.0406(9) Uani 1 1 d . . . . .
H7 H 1.099533 0.320888 0.276132 0.049 Uiso 1 1 calc R U . . .
C8 C 1.14464(16) 0.2457(2) 0.3559(2) 0.0398(9) Uani 1 1 d . . . . .
C9 C 1.2031(2) 0.2316(3) 0.3970(2) 0.0540(11) Uani 1 1 d . . . . .
H9 H 1.208720 0.189312 0.431674 0.065 Uiso 1 1 calc R U . . .
C10 C 1.25408(19) 0.2798(3) 0.3875(2) 0.0566(12) Uani 1 1 d . . . . .
H10 H 1.294238 0.269812 0.415075 0.068 Uiso 1 1 calc R U . . .
C11 C 1.24470(18) 0.3420(3) 0.3375(2) 0.0494(10) Uani 1 1 d . . . . .
H11 H 1.279193 0.374652 0.331606 0.059 Uiso 1 1 calc R U . . .
C12 C 0.90228(17) 0.0670(2) 0.4397(2) 0.0405(9) Uani 1 1 d . . . . .
C13 C 0.92175(18) 0.1403(3) 0.4809(2) 0.0473(10) Uani 1 1 d . . . . .
H13 H 0.958908 0.168866 0.478409 0.057 Uiso 1 1 calc R U . . .
C14 C 0.88679(18) 0.1712(3) 0.5254(2) 0.0481(10) Uani 1 1 d . . . . .
H14 H 0.900700 0.221177 0.551395 0.058 Uiso 1 1 calc R U . . .
C15 C 0.83218(17) 0.1311(2) 0.5330(2) 0.0436(9) Uani 1 1 d . . . . .
C16 C 0.81261(18) 0.0559(2) 0.4921(2) 0.0447(10) Uani 1 1 d . . . . .
H16 H 0.776264 0.026253 0.496064 0.054 Uiso 1 1 calc R U . . .
C17 C 0.84702(17) 0.0254(2) 0.4460(2) 0.0436(9) Uani 1 1 d . . . . .
H17 H 0.832784 -0.023583 0.418954 0.052 Uiso 1 1 calc R U . . .
C18 C 0.76458(19) 0.1112(2) 0.6171(2) 0.0475(10) Uani 1 1 d . . . . .
H18 H 0.768889 0.050952 0.611816 0.057 Uiso 1 1 calc R U . . .
C19 C 0.79448(17) 0.1664(2) 0.5800(2) 0.0430(9) Uani 1 1 d . . . . .
C20 C 0.7873(2) 0.2565(3) 0.5880(2) 0.0514(10) Uani 1 1 d . . . . .
H20 H 0.806841 0.296146 0.564069 0.062 Uiso 1 1 calc R U . . .
C21 C 0.7513(2) 0.2865(3) 0.6314(2) 0.0554(11) Uani 1 1 d . . . . .
H21 H 0.746100 0.346525 0.636968 0.066 Uiso 1 1 calc R U . . .
C22 C 0.7228(2) 0.2261(3) 0.6669(2) 0.0547(11) Uani 1 1 d . . . . .
H22 H 0.698281 0.246818 0.696008 0.066 Uiso 1 1 calc R U . . .
C23 C 0.92712(16) -0.0467(2) 0.3593(2) 0.0416(9) Uani 1 1 d . . . . .
C24 C 0.92410(17) -0.1234(2) 0.3953(2) 0.0474(10) Uani 1 1 d . . . . .
H24 H 0.926451 -0.121217 0.442498 0.057 Uiso 1 1 calc R U . . .
C25 C 0.91758(18) -0.2038(2) 0.3615(2) 0.0479(10) Uani 1 1 d . . . . .
H25 H 0.916115 -0.254915 0.386674 0.057 Uiso 1 1 calc R U . . .
C26 C 0.91324(16) -0.2098(2) 0.2917(2) 0.0452(10) Uani 1 1 d . . . . .
C27 C 0.91653(19) -0.1317(3) 0.2556(2) 0.0506(10) Uani 1 1 d . . . . .
H27 H 0.914486 -0.133606 0.208431 0.061 Uiso 1 1 calc R U . . .
C28 C 0.92283(19) -0.0514(2) 0.2895(2) 0.0488(10) Uani 1 1 d . . . . .
H28 H 0.924158 0.000029 0.264613 0.059 Uiso 1 1 calc R U . . .
C29 C 0.87704(18) -0.3668(3) 0.2782(2) 0.0537(11) Uani 1 1 d . . . . .
H29 H 0.861285 -0.358605 0.317327 0.064 Uiso 1 1 calc R U . . .
C30 C 0.90637(17) -0.2956(3) 0.2542(2) 0.0493(10) Uani 1 1 d . . . . .
C31 C 0.93108(19) -0.3109(3) 0.1971(3) 0.0548(11) Uani 1 1 d . . . . .
H31 H 0.952014 -0.265967 0.179876 0.066 Uiso 1 1 calc R U . . .
C32 C 0.9249(2) -0.3913(3) 0.1659(3) 0.0661(13) Uani 1 1 d . . . . .
H32 H 0.941022 -0.401260 0.127292 0.079 Uiso 1 1 calc R U . . .
C33 C 0.8949(3) -0.4565(3) 0.1922(3) 0.0706(15) Uani 1 1 d . . . . .
H33 H 0.891077 -0.511083 0.170561 0.085 Uiso 1 1 calc R U . . .
 
 
_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 N4 2.150(3) 2_765 ?
Co1 N3 2.155(3) 8 ?
Co1 N2 2.162(3) . ?
Co1 O1 2.208(3) . ?
Co1 O4 2.209(5) . ?
Co1 O5 2.232(4) . ?
Co1 O2 2.333(3) . ?
N1 C12 1.405(5) . ?
N1 C1 1.425(4) . ?
N1 C23 1.435(5) . ?
N2 C11 1.335(5) . ?
N2 C7 1.341(4) . ?
N3 C22 1.345(5) . ?
N3 C18 1.350(5) . ?
N4 C29 1.340(5) . ?
N4 C33 1.357(6) . ?
N5 O3 1.225(4) . ?
N5 O2 1.249(5) . ?
N5 O1 1.255(5) . ?
N6 O5 1.255(14) . ?
N6 O4 1.266(13) . ?
N6 O6 1.285(15) . ?
N6' O6' 1.21(2) . ?
N6' O5 1.251(19) . ?
N6' O4 1.400(19) . ?
C1 C2 1.371(5) . ?
C1 C6 1.387(5) . ?
C2 C3 1.391(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(5) . ?
C4 C8 1.493(5) . ?
C5 C6 1.384(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.400(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.360(6) . ?
C9 C10 1.381(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.355(6) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.390(5) . ?
C12 C17 1.391(5) . ?
C13 C14 1.379(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.410(5) . ?
C15 C19 1.483(5) . ?
C16 C17 1.394(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.379(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.393(5) . ?
C20 C21 1.374(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.392(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C28 1.373(6) . ?
C23 C24 1.379(5) . ?
C24 C25 1.388(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.375(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.399(6) . ?
C26 C30 1.494(5) . ?
C27 C28 1.387(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.397(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.387(6) . ?
C31 C32 1.363(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.358(6) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
 
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
N4 Co1 N3 171.76(14) 2_765 8 ?
N4 Co1 N2 98.65(12) 2_765 . ?
N3 Co1 N2 89.45(12) 8 . ?
N4 Co1 O1 86.36(15) 2_765 . ?
N3 Co1 O1 95.98(13) 8 . ?
N2 Co1 O1 84.40(12) . . ?
N4 Co1 O4 88.0(2) 2_765 . ?
N3 Co1 O4 84.76(19) 8 . ?
N2 Co1 O4 141.19(15) . . ?
O1 Co1 O4 134.34(15) . . ?
N4 Co1 O5 89.61(18) 2_765 . ?
N3 Co1 O5 89.51(17) 8 . ?
N2 Co1 O5 85.64(14) . . ?
O1 Co1 O5 168.56(16) . . ?
O4 Co1 O5 56.04(16) . . ?
N4 Co1 O2 87.47(13) 2_765 . ?
N3 Co1 O2 87.34(12) 8 . ?
N2 Co1 O2 139.36(14) . . ?
O1 Co1 O2 55.76(14) . . ?
O4 Co1 O2 78.76(16) . . ?
O5 Co1 O2 134.79(16) . . ?
C12 N1 C1 120.4(3) . . ?
C12 N1 C23 123.4(3) . . ?
C1 N1 C23 116.0(3) . . ?
C11 N2 C7 117.7(3) . . ?
C11 N2 Co1 119.2(2) . . ?
C7 N2 Co1 122.8(3) . . ?
C22 N3 C18 117.1(3) . . ?
C22 N3 Co1 121.0(3) . 8_456 ?
C18 N3 Co1 121.8(3) . 8_456 ?
C29 N4 C33 116.5(4) . . ?
C29 N4 Co1 120.0(3) . 2_745 ?
C33 N4 Co1 123.4(3) . 2_745 ?
O3 N5 O2 122.7(4) . . ?
O3 N5 O1 121.1(4) . . ?
O2 N5 O1 116.2(4) . . ?
O5 N6 O4 111.7(11) . . ?
O5 N6 O6 125.3(11) . . ?
O4 N6 O6 122.3(12) . . ?
O6' N6' O5 126.8(17) . . ?
O6' N6' O4 117.9(17) . . ?
O5 N6' O4 103.7(14) . . ?
N5 O1 Co1 96.9(3) . . ?
N5 O2 Co1 91.1(2) . . ?
N6 O4 Co1 94.8(7) . . ?
N6' O4 Co1 90.8(9) . . ?
N6' O5 Co1 93.9(9) . . ?
N6 O5 Co1 94.1(6) . . ?
C2 C1 C6 119.3(3) . . ?
C2 C1 N1 119.0(3) . . ?
C6 C1 N1 121.7(3) . . ?
C1 C2 C3 120.4(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C2 C3 C4 120.7(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 118.3(3) . . ?
C3 C4 C8 119.6(3) . . ?
C5 C4 C8 122.1(3) . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.7(3) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N2 C7 C8 122.8(4) . . ?
N2 C7 H7 118.6 . . ?
C8 C7 H7 118.6 . . ?
C9 C8 C7 117.3(3) . . ?
C9 C8 C4 122.3(3) . . ?
C7 C8 C4 120.3(3) . . ?
C8 C9 C10 120.2(4) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 119.0(4) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
N2 C11 C10 123.0(3) . . ?
N2 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
C13 C12 C17 117.5(3) . . ?
C13 C12 N1 120.9(3) . . ?
C17 C12 N1 121.5(3) . . ?
C14 C13 C12 121.0(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 122.7(4) . . ?
C15 C14 H14 118.7 . . ?
C13 C14 H14 118.7 . . ?
C14 C15 C16 116.7(3) . . ?
C14 C15 C19 121.9(3) . . ?
C16 C15 C19 121.4(3) . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C12 C17 C16 121.2(4) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
N3 C18 C19 124.4(4) . . ?
N3 C18 H18 117.8 . . ?
C19 C18 H18 117.8 . . ?
C18 C19 C20 117.3(3) . . ?
C18 C19 C15 121.2(3) . . ?
C20 C19 C15 121.5(4) . . ?
C21 C20 C19 119.6(4) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 119.3(4) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
N3 C22 C21 122.3(4) . . ?
N3 C22 H22 118.8 . . ?
C21 C22 H22 118.8 . . ?
C28 C23 C24 118.8(4) . . ?
C28 C23 N1 118.7(3) . . ?
C24 C23 N1 122.4(4) . . ?
C23 C24 C25 120.3(4) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C26 C25 C24 121.6(4) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C25 C26 C27 117.6(4) . . ?
C25 C26 C30 122.5(4) . . ?
C27 C26 C30 119.8(4) . . ?
C28 C27 C26 120.6(4) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C23 C28 C27 120.9(4) . . ?
C23 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
N4 C29 C30 123.9(4) . . ?
N4 C29 H29 118.0 . . ?
C30 C29 H29 118.0 . . ?
C31 C30 C29 116.5(4) . . ?
C31 C30 C26 122.9(4) . . ?
C29 C30 C26 120.5(4) . . ?
C32 C31 C30 120.5(4) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C33 C32 C31 119.1(4) . . ?
C33 C32 H32 120.5 . . ?
C31 C32 H32 120.5 . . ?
N4 C33 C32 123.4(4) . . ?
N4 C33 H33 118.3 . . ?
C32 C33 H33 118.3 . . ?
 
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
O3 N5 O1 Co1 179.7(3) . . . . ?
O2 N5 O1 Co1 -1.5(4) . . . . ?
O3 N5 O2 Co1 -179.8(3) . . . . ?
O1 N5 O2 Co1 1.4(3) . . . . ?
O5 N6 O4 Co1 17.6(11) . . . . ?
O6 N6 O4 Co1 -171.0(12) . . . . ?
O6' N6' O4 Co1 178.6(17) . . . . ?
O5 N6' O4 Co1 -35.7(13) . . . . ?
O6' N6' O5 Co1 177(2) . . . . ?
O4 N6' O5 Co1 35.4(12) . . . . ?
O4 N6 O5 Co1 -17.4(11) . . . . ?
O6 N6 O5 Co1 171.5(13) . . . . ?
C12 N1 C1 C2 121.6(4) . . . . ?
C23 N1 C1 C2 -54.4(5) . . . . ?
C12 N1 C1 C6 -56.9(6) . . . . ?
C23 N1 C1 C6 127.1(4) . . . . ?
C6 C1 C2 C3 2.2(7) . . . . ?
N1 C1 C2 C3 -176.4(4) . . . . ?
C1 C2 C3 C4 1.4(7) . . . . ?
C2 C3 C4 C5 -3.3(7) . . . . ?
C2 C3 C4 C8 176.3(4) . . . . ?
C3 C4 C5 C6 1.6(6) . . . . ?
C8 C4 C5 C6 -178.0(4) . . . . ?
C4 C5 C6 C1 2.0(7) . . . . ?
C2 C1 C6 C5 -4.0(7) . . . . ?
N1 C1 C6 C5 174.6(4) . . . . ?
C11 N2 C7 C8 1.0(5) . . . . ?
Co1 N2 C7 C8 175.5(3) . . . . ?
N2 C7 C8 C9 -0.5(6) . . . . ?
N2 C7 C8 C4 -177.4(3) . . . . ?
C3 C4 C8 C9 -31.4(6) . . . . ?
C5 C4 C8 C9 148.1(4) . . . . ?
C3 C4 C8 C7 145.2(4) . . . . ?
C5 C4 C8 C7 -35.2(6) . . . . ?
C7 C8 C9 C10 -0.5(6) . . . . ?
C4 C8 C9 C10 176.3(4) . . . . ?
C8 C9 C10 C11 1.0(7) . . . . ?
C7 N2 C11 C10 -0.4(6) . . . . ?
Co1 N2 C11 C10 -175.1(3) . . . . ?
C9 C10 C11 N2 -0.5(7) . . . . ?
C1 N1 C12 C13 -9.2(6) . . . . ?
C23 N1 C12 C13 166.5(4) . . . . ?
C1 N1 C12 C17 169.6(4) . . . . ?
C23 N1 C12 C17 -14.7(6) . . . . ?
C17 C12 C13 C14 -1.1(6) . . . . ?
N1 C12 C13 C14 177.6(4) . . . . ?
C12 C13 C14 C15 1.5(7) . . . . ?
C13 C14 C15 C16 -0.5(6) . . . . ?
C13 C14 C15 C19 -178.6(4) . . . . ?
C14 C15 C16 C17 -0.9(6) . . . . ?
C19 C15 C16 C17 177.3(4) . . . . ?
C13 C12 C17 C16 -0.2(6) . . . . ?
N1 C12 C17 C16 -179.0(4) . . . . ?
C15 C16 C17 C12 1.3(6) . . . . ?
C22 N3 C18 C19 1.1(6) . . . . ?
Co1 N3 C18 C19 177.2(3) 8_456 . . . ?
N3 C18 C19 C20 -0.4(6) . . . . ?
N3 C18 C19 C15 -179.9(4) . . . . ?
C14 C15 C19 C18 -143.5(4) . . . . ?
C16 C15 C19 C18 38.5(6) . . . . ?
C14 C15 C19 C20 37.1(6) . . . . ?
C16 C15 C19 C20 -141.0(4) . . . . ?
C18 C19 C20 C21 -0.3(6) . . . . ?
C15 C19 C20 C21 179.2(4) . . . . ?
C19 C20 C21 C22 0.3(7) . . . . ?
C18 N3 C22 C21 -1.0(7) . . . . ?
Co1 N3 C22 C21 -177.2(3) 8_456 . . . ?
C20 C21 C22 N3 0.4(7) . . . . ?
C12 N1 C23 C28 133.9(4) . . . . ?
C1 N1 C23 C28 -50.2(5) . . . . ?
C12 N1 C23 C24 -48.2(6) . . . . ?
C1 N1 C23 C24 127.7(4) . . . . ?
C28 C23 C24 C25 0.7(6) . . . . ?
N1 C23 C24 C25 -177.1(3) . . . . ?
C23 C24 C25 C26 -0.7(6) . . . . ?
C24 C25 C26 C27 0.9(6) . . . . ?
C24 C25 C26 C30 179.8(3) . . . . ?
C25 C26 C27 C28 -1.1(6) . . . . ?
C30 C26 C27 C28 179.9(4) . . . . ?
C24 C23 C28 C27 -1.0(6) . . . . ?
N1 C23 C28 C27 177.0(4) . . . . ?
C26 C27 C28 C23 1.2(6) . . . . ?
C33 N4 C29 C30 1.3(7) . . . . ?
Co1 N4 C29 C30 -176.2(3) 2_745 . . . ?
N4 C29 C30 C31 -2.0(7) . . . . ?
N4 C29 C30 C26 -178.6(4) . . . . ?
C25 C26 C30 C31 -148.0(4) . . . . ?
C27 C26 C30 C31 30.9(6) . . . . ?
C25 C26 C30 C29 28.4(6) . . . . ?
C27 C26 C30 C29 -152.7(4) . . . . ?
C29 C30 C31 C32 1.6(6) . . . . ?
C26 C30 C31 C32 178.2(4) . . . . ?
C30 C31 C32 C33 -0.8(8) . . . . ?
C29 N4 C33 C32 -0.4(8) . . . . ?
Co1 N4 C33 C32 177.1(4) 2_745 . . . ?
C31 C32 C33 N4 0.1(9) . . . . ?
 
_refine_diff_density_max    0.625
_refine_diff_density_min   -0.707
_refine_diff_density_rms    0.127







data_2-Ni
_audit_creation_date               2019-12-14
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common              ?
_chemical_name_systematic
;
 ? 
;
_chemical_formula_moiety           'C33 H24 N6 Ni O6'
_chemical_formula_sum              'C33 H24 N6 Ni O6'
_chemical_formula_weight           659.29
_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'
 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Ni' 'Ni' 0.3393 1.1124 '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'

_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_id
  _space_group_symop_operation_xyz
 1 'x, y, z'
 2 '-x, y, -z+1/2'
 3 'x+1/2, y+1/2, z'
 4 '-x+1/2, y+1/2, -z+1/2'
 5 '-x, -y, -z'
 6 'x, -y, z-1/2'
 7 '-x+1/2, -y+1/2, -z'
 8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                     21.683(3)
_cell_length_b                     15.164(3)
_cell_length_c                     19.852(3)
_cell_angle_alpha                  90.00
_cell_angle_beta                   102.807(4)
_cell_angle_gamma                  90.00
_cell_volume                       6365.2(18)
_cell_formula_units_Z              8
_cell_measurement_reflns_used      5605
_cell_measurement_temperature      293(2)
_cell_measurement_theta_max        25
_cell_measurement_theta_min        1.6
_exptl_absorpt_coefficient_mu      0.663
_exptl_absorpt_correction_T_max    0.8010
_exptl_absorpt_correction_T_min    0.7773
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details     sadabs
_exptl_crystal_colour              ?
_exptl_crystal_density_diffrn      1.376
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      'not measured'
_exptl_crystal_description         block
_exptl_crystal_F_000               2720
_exptl_crystal_size_max            0.4
_exptl_crystal_size_mid            0.38
_exptl_crystal_size_min            0.35
_exptl_special_details
;
 ? 
;
_diffrn_reflns_av_R_equivalents    0.0000
_diffrn_reflns_av_unetI/netI       0.0495
_diffrn_reflns_limit_h_max         25
_diffrn_reflns_limit_h_min         -25
_diffrn_reflns_limit_k_max         18
_diffrn_reflns_limit_k_min         0
_diffrn_reflns_limit_l_max         23
_diffrn_reflns_limit_l_min         0
_diffrn_reflns_number              5605
_diffrn_reflns_theta_full          25.02
_diffrn_reflns_theta_max           25.02
_diffrn_reflns_theta_min           1.65
_diffrn_ambient_temperature        293(2)
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.998
_diffrn_measured_fraction_theta_max  0.998
_diffrn_measurement_device_type    'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'fine-focus sealed tube'
_diffrn_standards_decay_%          ?
_diffrn_standards_interval_count   ?
_diffrn_standards_interval_time    ?
_diffrn_standards_number           ?
_reflns_number_gt                  4291
_reflns_number_total               5605
_reflns_threshold_expression       >2sigma(I)
_computing_cell_refinement         ?
_computing_data_collection         ?
_computing_data_reduction          ?
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'XL (Sheldrick, 2008)'
_computing_structure_solution      'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max           0.639
_refine_diff_density_min           -0.640
_refine_diff_density_rms           0.118
_refine_ls_extinction_coef         ?
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.014
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       428
_refine_ls_number_reflns           5605
_refine_ls_number_restraints       55
_refine_ls_R_factor_all            0.0727
_refine_ls_R_factor_gt             0.0513
_refine_ls_restrained_S_all        1.028
_refine_ls_shift/su_max            0.000
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'calc w=1/[σ²(Fo²)+(0.0957P)²+8.4026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1501
_refine_ls_wR_factor_ref           0.1619
_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. 
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 O5, N6
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Ni1 \\sim N5 \\sim O1 \\sim O2 \\sim O3: within 3.8A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(O3) = Uanis(O3')
Uanis(O2) = Uanis(O2')
Uanis(O1) = Uanis(O1')
Uanis(N5) = Uanis(N5')
4. Others
 Sof(N5')=Sof(O1')=Sof(O2')=Sof(O3')=1-FVAR(1)
 Sof(N5)=Sof(O1)=Sof(O2)=Sof(O3)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C16(H16), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C24(H24),
  C25(H25), C27(H27), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       direct
_atom_sites_solution_secondary     difmap
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_calc_flag
  _atom_site_disorder_assembly
  _atom_site_disorder_group
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
 Ni1 Ni 0.67611(2) 0.05357(3) 0.21314(2) 0.04769(19) Uani 1 d . . . U
 N1 N 0.43495(13) 0.46635(16) 0.39302(14) 0.0399(6) Uani 1 d . . . .
 N2 N 0.68487(12) 0.13838(16) 0.29555(14) 0.0374(6) Uani 1 d A . . .
 N3 N 0.72440(14) 0.14102(18) 0.16090(15) 0.0459(7) Uani 1 d A . . .
 N4 N 0.62766(17) -0.04860(19) 0.2525(2) 0.0625(9) Uani 1 d A . . .
 N5 N 0.5892(4) 0.0775(6) 0.1007(5) 0.083(2) Uani 0.618(7) d A 1 . U
 N5' N 0.5718(7) 0.0466(9) 0.1265(8) 0.083(2) Uani 0.382(7) d A 2 . .
 N6 N 0.77679(14) -0.06573(17) 0.22865(17) 0.0456(7) Uani 1 d . . . U
 O1 O 0.5908(7) 0.1199(7) 0.1557(7) 0.078(2) Uani 0.618(7) d A 1 . U
 O2 O 0.6320(5) 0.0174(8) 0.1037(7) 0.082(2) Uani 0.618(7) d A 1 . U
 O3 O 0.5528(4) 0.0968(7) 0.0454(5) 0.144(3) Uani 0.618(7) d A 1 . U
 O1' O 0.5854(13) 0.0970(13) 0.1679(13) 0.078(2) Uani 0.382(7) d A 2 . .
 O2' O 0.6187(10) -0.0014(14) 0.1156(12) 0.082(2) Uani 0.382(7) d A 2 . .
 O3' O 0.5251(7) 0.0417(11) 0.0816(8) 0.144(3) Uani 0.382(7) d A 2 . .
 O4 O 0.75827(14) -0.00783(17) 0.26102(17) 0.0687(8) Uani 1 d A . . .
 O5 O 0.74779(16) -0.0819(2) 0.16818(18) 0.0767(8) Uani 1 d A . . U
 O6 O 0.82471(14) -0.10971(17) 0.25384(17) 0.0695(8) Uani 1 d A . . .
 C1 C 0.48526(14) 0.41340(19) 0.37848(16) 0.0352(7) Uani 1 d . . . .
 C2 C 0.54568(16) 0.44793(19) 0.39005(18) 0.0418(8) Uani 1 d . . . .
 H2 H 0.5527 0.5062 0.4042 0.050 Uiso 1 calc . . R .
 C3 C 0.59573(15) 0.3963(2) 0.38074(18) 0.0407(7) Uani 1 d . . . .
 H3 H 0.6361 0.4204 0.3882 0.049 Uiso 1 calc . . R .
 C4 C 0.58640(14) 0.30863(18) 0.36037(16) 0.0339(6) Uani 1 d . . . .
 C5 C 0.52511(15) 0.2762(2) 0.34670(17) 0.0400(7) Uani 1 d . . . .
 H5 H 0.5177 0.2182 0.3319 0.048 Uiso 1 calc . . R .
 C6 C 0.47488(15) 0.3277(2) 0.35449(18) 0.0422(7) Uani 1 d . . . .
 H6 H 0.4340 0.3050 0.3437 0.051 Uiso 1 calc . . R .
 C7 C 0.63633(14) 0.18888(18) 0.30466(16) 0.0332(6) Uani 1 d . . . .
 H7 H 0.5971 0.1804 0.2751 0.040 Uiso 1 calc A . R .
 C8 C 0.64136(14) 0.25274(19) 0.35538(16) 0.0340(6) Uani 1 d A . . .
 C9 C 0.69994(16) 0.2631(2) 0.39916(18) 0.0465(8) Uani 1 d . . . .
 H9 H 0.7054 0.3043 0.4346 0.056 Uiso 1 calc A . R .
 C10 C 0.75040(16) 0.2122(2) 0.39041(19) 0.0518(9) Uani 1 d A . . .
 H10 H 0.7899 0.2189 0.4199 0.062 Uiso 1 calc . . R .
 C11 C 0.74155(15) 0.1519(2) 0.33781(18) 0.0450(8) Uani 1 d . . . .
 H11 H 0.7760 0.1192 0.3312 0.054 Uiso 1 calc A . R .
 C12 C 0.90011(15) 0.06381(19) -0.06024(16) 0.0365(7) Uani 1 d . . . .
 C13 C 0.92030(16) 0.1369(2) -0.01785(17) 0.0437(8) Uani 1 d . . . .
 H13 H 0.9582 0.1646 -0.0198 0.052 Uiso 1 calc . . R .
 C14 C 0.88503(17) 0.1683(2) 0.02646(17) 0.0454(8) Uani 1 d . . . .
 H14 H 0.8992 0.2180 0.0528 0.054 Uiso 1 calc . . R .
 C15 C 0.82942(16) 0.1290(2) 0.03344(16) 0.0392(7) Uani 1 d . . . .
 C16 C 0.80956(16) 0.0551(2) -0.00766(17) 0.0409(7) Uani 1 d . . . .
 H16 H 0.7726 0.0262 -0.0039 0.049 Uiso 1 calc . . R .
 C17 C 0.84363(15) 0.0241(2) -0.05373(17) 0.0399(7) Uani 1 d . . . .
 H17 H 0.8286 -0.0244 -0.0811 0.048 Uiso 1 calc . . R .
 C18 C 0.75946(17) 0.1121(2) 0.11732(17) 0.0456(8) Uani 1 d . . . .
 H18 H 0.7625 0.0515 0.1117 0.055 Uiso 1 calc A . R .
 C19 C 0.79125(15) 0.1659(2) 0.08037(16) 0.0396(7) Uani 1 d A . . .
 C20 C 0.78619(18) 0.2565(2) 0.09015(18) 0.0498(8) Uani 1 d . . . .
 H20 H 0.8072 0.2959 0.0671 0.060 Uiso 1 calc A . R .
 C21 C 0.75034(19) 0.2872(2) 0.13363(19) 0.0527(9) Uani 1 d A . . .
 H21 H 0.7462 0.3475 0.1398 0.063 Uiso 1 calc . . R .
 C22 C 0.72025(18) 0.2283(2) 0.16842(19) 0.0489(8) Uani 1 d . . . .
 H22 H 0.6962 0.2500 0.1981 0.059 Uiso 1 calc A . R .
 C23 C 0.57483(14) -0.44945(19) 0.14023(17) 0.0374(7) Uani 1 d . . . .
 C24 C 0.57843(15) -0.3725(2) 0.10444(18) 0.0421(7) Uani 1 d . . . .
 H24 H 0.5764 -0.3745 0.0572 0.050 Uiso 1 calc . . R .
 C25 C 0.58506(15) -0.2924(2) 0.13824(19) 0.0445(8) Uani 1 d . . . .
 H25 H 0.5873 -0.2412 0.1132 0.053 Uiso 1 calc . . R .
 C26 C 0.58850(14) -0.2865(2) 0.20902(18) 0.0417(8) Uani 1 d . . . .
 C27 C 0.58506(17) -0.3649(2) 0.24425(18) 0.0461(8) Uani 1 d . . . .
 H27 H 0.5873 -0.3631 0.2916 0.055 Uiso 1 calc . . R .
 C28 C 0.57842(17) -0.4447(2) 0.21127(18) 0.0467(8) Uani 1 d . . . .
 H28 H 0.5763 -0.4961 0.2363 0.056 Uiso 1 calc . . R .
 C29 C 0.62314(17) -0.1283(2) 0.2227(2) 0.0522(9) Uani 1 d . . . .
 H29 H 0.6406 -0.1359 0.1843 0.063 Uiso 1 calc A . R .
 C30 C 0.59374(15) -0.2005(2) 0.2459(2) 0.0456(8) Uani 1 d A . . .
 C31 C 0.56824(17) -0.1874(2) 0.3036(2) 0.0542(9) Uani 1 d . . . .
 H31 H 0.5480 -0.2334 0.3208 0.065 Uiso 1 calc A . R .
 C32 C 0.5730(2) -0.1061(3) 0.3348(3) 0.0704(12) Uani 1 d A . . .
 H32 H 0.5564 -0.0967 0.3736 0.085 Uiso 1 calc . . R .
 C33 C 0.6027(2) -0.0389(3) 0.3080(3) 0.0779(15) Uani 1 d . . . .
 H33 H 0.6057 0.0159 0.3295 0.094 Uiso 1 calc A . 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
 Ni1 N2 2.056(3) . ?
 Ni1 N3 2.100(3) . ?
 Ni1 N4 2.116(3) . ?
 Ni1 O1 2.190(15) . ?
 Ni1 O2 2.239(13) . ?
 Ni1 O1' 2.08(3) . ?
 Ni1 O2' 2.22(2) . ?
 Ni1 O4 2.048(3) . ?
 N1 C1 1.435(4) . ?
 N1 C12 1.397(4) 8_456 ?
 N1 C23 1.431(4) 2_665 ?
 N2 C7 1.346(4) . ?
 N2 C11 1.341(4) . ?
 N3 C18 1.345(4) . ?
 N3 C22 1.337(4) . ?
 N4 C29 1.339(4) . ?
 N4 C33 1.340(5) . ?
 N5 O1 1.260(16) . ?
 N5 O2 1.292(14) . ?
 N5 O3 1.237(10) . ?
 N5' O1' 1.11(2) . ?
 N5' O2' 1.31(2) . ?
 N5' O3' 1.194(17) . ?
 N6 O4 1.208(4) . ?
 N6 O5 1.250(4) . ?
 N6 O6 1.243(4) . ?
 C1 C2 1.382(5) . ?
 C1 C6 1.385(4) . ?
 C2 H2 0.9300 . ?
 C2 C3 1.384(4) . ?
 C3 H3 0.9300 . ?
 C3 C4 1.391(4) . ?
 C4 C5 1.386(4) . ?
 C4 C8 1.484(4) . ?
 C5 H5 0.9300 . ?
 C5 C6 1.376(4) . ?
 C6 H6 0.9300 . ?
 C7 H7 0.9300 . ?
 C7 C8 1.384(4) . ?
 C8 C9 1.380(5) . ?
 C9 H9 0.9300 . ?
 C9 C10 1.381(5) . ?
 C10 H10 0.9300 . ?
 C10 C11 1.370(5) . ?
 C11 H11 0.9300 . ?
 C12 N1 1.397(4) 8 ?
 C12 C13 1.402(4) . ?
 C12 C17 1.396(4) . ?
 C13 H13 0.9300 . ?
 C13 C14 1.372(5) . ?
 C14 H14 0.9300 . ?
 C14 C15 1.379(5) . ?
 C15 C16 1.397(4) . ?
 C15 C19 1.486(4) . ?
 C16 H16 0.9300 . ?
 C16 C17 1.380(5) . ?
 C17 H17 0.9300 . ?
 C18 H18 0.9300 . ?
 C18 C19 1.379(5) . ?
 C19 C20 1.395(5) . ?
 C20 H20 0.9300 . ?
 C20 C21 1.365(5) . ?
 C21 H21 0.9300 . ?
 C21 C22 1.378(5) . ?
 C22 H22 0.9300 . ?
 C23 N1 1.431(4) 2_645 ?
 C23 C24 1.378(4) . ?
 C23 C28 1.397(5) . ?
 C24 H24 0.9300 . ?
 C24 C25 1.379(5) . ?
 C25 H25 0.9300 . ?
 C25 C26 1.393(5) . ?
 C26 C27 1.389(5) . ?
 C26 C30 1.489(4) . ?
 C27 H27 0.9300 . ?
 C27 C28 1.368(5) . ?
 C28 H28 0.9300 . ?
 C29 H29 0.9300 . ?
 C29 C30 1.396(5) . ?
 C30 C31 1.391(5) . ?
 C31 H31 0.9300 . ?
 C31 C32 1.373(5) . ?
 C32 H32 0.9300 . ?
 C32 C33 1.374(6) . ?
 C33 H33 0.9300 . ?

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 Ni1 N3 91.70(10) . . ?
 N2 Ni1 N4 97.48(11) . . ?
 N2 Ni1 O1 92.6(4) . . ?
 N2 Ni1 O2 150.4(3) . . ?
 N2 Ni1 O1' 93.3(7) . . ?
 N2 Ni1 O2' 149.8(6) . . ?
 N3 Ni1 N4 170.78(12) . . ?
 N3 Ni1 O1 84.8(3) . . ?
 N3 Ni1 O2 80.1(2) . . ?
 N3 Ni1 O2' 92.9(5) . . ?
 N4 Ni1 O1 95.6(3) . . ?
 N4 Ni1 O2 92.2(3) . . ?
 N4 Ni1 O2' 79.6(5) . . ?
 O1 Ni1 O2 58.5(5) . . ?
 O1 Ni1 O2' 58.2(7) . . ?
 O1' Ni1 N3 96.6(6) . . ?
 O1' Ni1 N4 83.8(5) . . ?
 O1' Ni1 O1 11.8(8) . . ?
 O1' Ni1 O2 59.9(8) . . ?
 O1' Ni1 O2' 56.6(9) . . ?
 O2' Ni1 O2 12.9(6) . . ?
 O4 Ni1 N2 89.86(11) . . ?
 O4 Ni1 N3 92.21(11) . . ?
 O4 Ni1 N4 87.00(13) . . ?
 O4 Ni1 O1 176.1(4) . . ?
 O4 Ni1 O2 118.7(3) . . ?
 O4 Ni1 O1' 170.6(5) . . ?
 O4 Ni1 O2' 119.7(6) . . ?
 C12 N1 C1 119.8(2) 8_456 . ?
 C12 N1 C23 123.5(2) 8_456 2_665 ?
 C23 N1 C1 116.6(2) 2_665 . ?
 C7 N2 Ni1 121.7(2) . . ?
 C11 N2 Ni1 120.2(2) . . ?
 C11 N2 C7 117.7(3) . . ?
 C18 N3 Ni1 121.8(2) . . ?
 C22 N3 Ni1 121.1(2) . . ?
 C22 N3 C18 117.1(3) . . ?
 C29 N4 Ni1 119.4(3) . . ?
 C29 N4 C33 117.3(3) . . ?
 C33 N4 Ni1 123.2(2) . . ?
 O1 N5 O2 115.9(11) . . ?
 O3 N5 O1 122.6(10) . . ?
 O3 N5 O2 121.3(10) . . ?
 O1' N5' O2' 114.6(19) . . ?
 O1' N5' O3' 129.5(19) . . ?
 O3' N5' O2' 113.8(16) . . ?
 O4 N6 O5 119.8(3) . . ?
 O4 N6 O6 121.5(4) . . ?
 O6 N6 O5 118.6(3) . . ?
 N5 O1 Ni1 94.4(9) . . ?
 N5 O2 Ni1 91.2(8) . . ?
 N5' O1' Ni1 99.8(17) . . ?
 N5' O2' Ni1 87.3(13) . . ?
 N6 O4 Ni1 116.2(3) . . ?
 C2 C1 N1 119.3(3) . . ?
 C6 C1 N1 121.4(3) . . ?
 C6 C1 C2 119.2(3) . . ?
 C1 C2 H2 119.8 . . ?
 C3 C2 C1 120.4(3) . . ?
 C3 C2 H2 119.8 . . ?
 C2 C3 H3 119.6 . . ?
 C2 C3 C4 120.8(3) . . ?
 C4 C3 H3 119.6 . . ?
 C3 C4 C8 119.9(3) . . ?
 C5 C4 C3 117.9(3) . . ?
 C5 C4 C8 122.3(3) . . ?
 C4 C5 H5 119.2 . . ?
 C6 C5 C4 121.7(3) . . ?
 C6 C5 H5 119.2 . . ?
 C1 C6 H6 120.0 . . ?
 C5 C6 C1 119.9(3) . . ?
 C5 C6 H6 120.0 . . ?
 N2 C7 H7 118.0 . . ?
 N2 C7 C8 123.9(3) . . ?
 C8 C7 H7 118.0 . . ?
 C7 C8 C4 120.9(3) . . ?
 C9 C8 C4 122.3(3) . . ?
 C9 C8 C7 116.8(3) . . ?
 C8 C9 H9 119.9 . . ?
 C8 C9 C10 120.1(3) . . ?
 C10 C9 H9 119.9 . . ?
 C9 C10 H10 120.4 . . ?
 C11 C10 C9 119.2(3) . . ?
 C11 C10 H10 120.4 . . ?
 N2 C11 C10 122.2(3) . . ?
 N2 C11 H11 118.9 . . ?
 C10 C11 H11 118.9 . . ?
 N1 C12 C13 121.0(3) 8 . ?
 C17 C12 N1 122.3(3) . 8 ?
 C17 C12 C13 116.7(3) . . ?
 C12 C13 H13 119.5 . . ?
 C14 C13 C12 121.0(3) . . ?
 C14 C13 H13 119.5 . . ?
 C13 C14 H14 118.7 . . ?
 C13 C14 C15 122.6(3) . . ?
 C15 C14 H14 118.7 . . ?
 C14 C15 C16 116.8(3) . . ?
 C14 C15 C19 121.4(3) . . ?
 C16 C15 C19 121.7(3) . . ?
 C15 C16 H16 119.4 . . ?
 C17 C16 C15 121.3(3) . . ?
 C17 C16 H16 119.4 . . ?
 C12 C17 H17 119.2 . . ?
 C16 C17 C12 121.6(3) . . ?
 C16 C17 H17 119.2 . . ?
 N3 C18 H18 117.6 . . ?
 N3 C18 C19 124.7(3) . . ?
 C19 C18 H18 117.6 . . ?
 C18 C19 C15 121.6(3) . . ?
 C18 C19 C20 116.4(3) . . ?
 C20 C19 C15 122.0(3) . . ?
 C19 C20 H20 120.1 . . ?
 C21 C20 C19 119.8(3) . . ?
 C21 C20 H20 120.1 . . ?
 C20 C21 H21 120.1 . . ?
 C20 C21 C22 119.7(3) . . ?
 C22 C21 H21 120.1 . . ?
 N3 C22 C21 122.3(3) . . ?
 N3 C22 H22 118.9 . . ?
 C21 C22 H22 118.9 . . ?
 C24 C23 N1 122.5(3) . 2_645 ?
 C24 C23 C28 118.7(3) . . ?
 C28 C23 N1 118.7(3) . 2_645 ?
 C23 C24 H24 119.8 . . ?
 C25 C24 C23 120.4(3) . . ?
 C25 C24 H24 119.8 . . ?
 C24 C25 H25 119.2 . . ?
 C24 C25 C26 121.6(3) . . ?
 C26 C25 H25 119.2 . . ?
 C25 C26 C30 122.3(3) . . ?
 C27 C26 C25 117.1(3) . . ?
 C27 C26 C30 120.6(3) . . ?
 C26 C27 H27 119.1 . . ?
 C28 C27 C26 121.8(3) . . ?
 C28 C27 H27 119.1 . . ?
 C23 C28 H28 119.8 . . ?
 C27 C28 C23 120.3(3) . . ?
 C27 C28 H28 119.8 . . ?
 N4 C29 H29 118.1 . . ?
 N4 C29 C30 123.8(3) . . ?
 C30 C29 H29 118.1 . . ?
 C29 C30 C26 121.0(3) . . ?
 C31 C30 C26 122.0(3) . . ?
 C31 C30 C29 117.0(3) . . ?
 C30 C31 H31 120.1 . . ?
 C32 C31 C30 119.8(3) . . ?
 C32 C31 H31 120.1 . . ?
 C31 C32 H32 120.5 . . ?
 C31 C32 C33 119.0(4) . . ?
 C33 C32 H32 120.5 . . ?
 N4 C33 C32 123.2(4) . . ?
 N4 C33 H33 118.4 . . ?
 C32 C33 H33 118.4 . . ?

_olex2_submission_special_instructions  'No special instructions were received'



 
data_3-Zn
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C33 H24 N6 O6 Zn' 
_chemical_formula_weight          665.95

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'
 'Zn'  'Zn'   0.2839   1.4301
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 2/c'
_space_group_name_Hall            '-C 2yc'
 
_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.
;
 
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                    21.622(2)
_cell_length_b                    15.2587(17)
_cell_length_c                    19.882(2)
_cell_angle_alpha                 90
_cell_angle_beta                  104.271(2)
_cell_angle_gamma                 90
_cell_volume                      6357.3(12)
_cell_formula_units_Z             8
_cell_measurement_temperature     296(2)
_cell_measurement_reflns_used     7442
_cell_measurement_theta_min       1.7
_cell_measurement_theta_max       27.9
 
_exptl_crystal_description        BLOCK
_exptl_crystal_colour             ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.392          
_exptl_crystal_F_000              2736
_exptl_transmission_factor_min    0.820
_exptl_transmission_factor_max    0.913
_exptl_crystal_size_max           0.330
_exptl_crystal_size_mid           0.200
_exptl_crystal_size_min           0.110
_exptl_absorpt_coefficient_mu     0.826
_shelx_estimated_absorpt_T_min    0.772
_shelx_estimated_absorpt_T_max    0.915
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       296(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             28047
_diffrn_reflns_av_unetI/netI      0.0608
_diffrn_reflns_av_R_equivalents   0.0674
_diffrn_reflns_limit_h_min        -22
_diffrn_reflns_limit_h_max        28
_diffrn_reflns_limit_k_min        -20
_diffrn_reflns_limit_k_max        18
_diffrn_reflns_limit_l_min        -25
_diffrn_reflns_limit_l_max        25
_diffrn_reflns_theta_min          1.651
_diffrn_reflns_theta_max          27.896
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.979
_diffrn_measured_fraction_theta_full  0.995
_diffrn_reflns_Laue_measured_fraction_max    0.979
_diffrn_reflns_Laue_measured_fraction_full   0.995
_diffrn_reflns_point_group_measured_fraction_max   0.979
_diffrn_reflns_point_group_measured_fraction_full  0.995
_reflns_number_total              7442
_reflns_number_gt                 5295
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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.
;
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1817P)²+36.6003P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          7442
_refine_ls_number_parameters      422
_refine_ls_number_restraints      84
_refine_ls_R_factor_all           0.0923
_refine_ls_R_factor_gt            0.0685
_refine_ls_wR_factor_ref          0.2403
_refine_ls_wR_factor_gt           0.2126
_refine_ls_goodness_of_fit_ref    0.833
_refine_ls_restrained_S_all       0.886
_refine_ls_shift/su_max           0.000
_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_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
Zn1 Zn 0.31790(2) -0.04776(3) 0.28210(3) 0.02960(18) Uani 1 1 d . U . . .
O1 O 0.25674(18) 0.0699(2) 0.3215(2) 0.0469(8) Uani 1 1 d . . . . .
O2 O 0.22869(16) 0.0099(2) 0.22076(19) 0.0423(8) Uani 1 1 d . . . . .
O3 O 0.17339(16) 0.1176(2) 0.2455(2) 0.0446(8) Uani 1 1 d . . . . .
O4 O 0.4140(3) -0.1088(4) 0.3346(3) 0.0949(16) Uani 1 1 d D U . . .
O5 O 0.3826(3) -0.0178(4) 0.3910(4) 0.1133(19) Uani 1 1 d D U . . .
O6 O 0.4432(7) -0.1136(8) 0.4507(5) 0.163(4) Uani 0.609(9) 1 d D U P A 1
N1 N 0.43621(17) 0.5366(2) 0.39534(19) 0.0277(7) Uani 1 1 d . . . . .
N2 N 0.68804(15) 0.8592(2) 0.29904(17) 0.0253(7) Uani 1 1 d . . . . .
N3 N 0.22581(17) 0.6348(2) 0.66006(18) 0.0315(7) Uani 1 1 d . . . . .
N4 N 0.36558(19) 0.0572(2) 0.2451(2) 0.0373(9) Uani 1 1 d . . . . .
N5 N 0.21888(17) 0.0667(2) 0.2627(2) 0.0297(7) Uani 1 1 d . . . . .
N6' N 0.4297(5) -0.0511(6) 0.3750(5) 0.099(3) Uani 0.391(9) 1 d D . P A 2
C1 C 0.3871(3) 0.0473(3) 0.1881(3) 0.0494(13) Uani 1 1 d . . . . .
H1 H 0.380340 -0.005833 0.164497 0.059 Uiso 1 1 calc R U . . .
C2 C 0.4192(3) 0.1134(3) 0.1631(3) 0.0459(12) Uani 1 1 d . . . . .
H2 H 0.434313 0.104483 0.123715 0.055 Uiso 1 1 calc R U . . .
C3 C 0.4284(2) 0.1918(3) 0.1970(2) 0.0350(9) Uani 1 1 d . . . . .
H3 H 0.450227 0.236539 0.180826 0.042 Uiso 1 1 calc R U . . .
C4 C 0.40522(18) 0.2053(3) 0.2559(2) 0.0313(9) Uani 1 1 d . . . . .
C5 C 0.3742(2) 0.1347(3) 0.2778(2) 0.0337(9) Uani 1 1 d . . . . .
H5 H 0.358799 0.141688 0.317184 0.040 Uiso 1 1 calc R U . . .
C6 C 0.41255(18) 0.2904(2) 0.2931(2) 0.0274(8) Uani 1 1 d . . . . .
C7 C 0.4161(2) 0.3685(3) 0.2575(2) 0.0310(8) Uani 1 1 d . . . . .
H7A H 0.413692 0.366527 0.210159 0.037 Uiso 1 1 calc R U . . .
C8 C 0.4233(2) 0.4487(2) 0.2910(2) 0.0299(8) Uani 1 1 d . . . . .
H8 H 0.425698 0.499755 0.266321 0.036 Uiso 1 1 calc R U . . .
C9 C 0.42686(18) 0.4528(2) 0.3625(2) 0.0254(8) Uani 1 1 d . . . . .
C10 C 0.42351(19) 0.3762(3) 0.3986(2) 0.0293(8) Uani 1 1 d . . . . .
H10 H 0.425717 0.378377 0.445899 0.035 Uiso 1 1 calc R U . . .
C11 C 0.41684(19) 0.2958(3) 0.3643(2) 0.0295(8) Uani 1 1 d . . . . .
H11 H 0.415212 0.244681 0.389262 0.035 Uiso 1 1 calc R U . . .
C12 C 0.48644(19) 0.5891(2) 0.3812(2) 0.0263(8) Uani 1 1 d . . . . .
C13 C 0.5474(2) 0.5527(2) 0.3921(2) 0.0279(8) Uani 1 1 d . . . . .
H13 H 0.554333 0.494607 0.406044 0.033 Uiso 1 1 calc R U . . .
C14 C 0.59739(19) 0.6034(3) 0.3821(2) 0.0298(8) Uani 1 1 d . . . . .
H14 H 0.637636 0.578322 0.388447 0.036 Uiso 1 1 calc R U . . .
C15 C 0.58870(17) 0.6913(2) 0.36279(19) 0.0230(7) Uani 1 1 d . . . . .
C16 C 0.52736(19) 0.7259(3) 0.3502(2) 0.0297(8) Uani 1 1 d . . . . .
H16 H 0.520398 0.783960 0.336073 0.036 Uiso 1 1 calc R U . . .
C17 C 0.47639(19) 0.6752(3) 0.3584(2) 0.0311(9) Uani 1 1 d . . . . .
H17 H 0.435509 0.698919 0.348571 0.037 Uiso 1 1 calc R U . . .
C18 C 0.64444(18) 0.7452(2) 0.35746(19) 0.0243(7) Uani 1 1 d . . . . .
C19 C 0.7050(2) 0.7299(3) 0.3999(2) 0.0331(9) Uani 1 1 d . . . . .
H19 H 0.710994 0.687315 0.434324 0.040 Uiso 1 1 calc R U . . .
C20 C 0.75650(19) 0.7786(3) 0.3905(2) 0.0349(9) Uani 1 1 d . . . . .
H20 H 0.797263 0.768800 0.418289 0.042 Uiso 1 1 calc R U . . .
C21 C 0.74632(19) 0.8415(3) 0.3394(2) 0.0300(8) Uani 1 1 d . . . . .
H21 H 0.781073 0.873001 0.332524 0.036 Uiso 1 1 calc R U . . .
C22 C 0.63861(18) 0.8118(2) 0.3078(2) 0.0242(7) Uani 1 1 d . . . . .
H22 H 0.598364 0.823616 0.279520 0.029 Uiso 1 1 calc R U . . .
C23 C 0.40068(19) 0.5662(2) 0.4411(2) 0.0253(7) Uani 1 1 d . . . . .
C24 C 0.4202(2) 0.6393(3) 0.4833(2) 0.0303(8) Uani 1 1 d . . . . .
H24 H 0.457929 0.667748 0.481811 0.036 Uiso 1 1 calc R U . . .
C25 C 0.3845(2) 0.6701(3) 0.5272(2) 0.0318(9) Uani 1 1 d . . . . .
H25 H 0.397869 0.720243 0.553262 0.038 Uiso 1 1 calc R U . . .
C26 C 0.32923(19) 0.6283(3) 0.5334(2) 0.0277(8) Uani 1 1 d . . . . .
C27 C 0.30961(19) 0.5548(3) 0.4916(2) 0.0285(8) Uani 1 1 d . . . . .
H27 H 0.272467 0.525801 0.494258 0.034 Uiso 1 1 calc R U . . .
C28 C 0.34435(19) 0.5241(3) 0.4462(2) 0.0270(8) Uani 1 1 d . . . . .
H28 H 0.330099 0.475133 0.418996 0.032 Uiso 1 1 calc R U . . .
C29 C 0.29077(19) 0.6634(3) 0.5798(2) 0.0274(8) Uani 1 1 d . . . . .
C30 C 0.2829(2) 0.7534(3) 0.5881(2) 0.0340(9) Uani 1 1 d . . . . .
H30 H 0.302245 0.793370 0.564530 0.041 Uiso 1 1 calc R U . . .
C31 C 0.2464(2) 0.7826(3) 0.6314(2) 0.0353(9) Uani 1 1 d . . . . .
H31 H 0.240440 0.842273 0.636861 0.042 Uiso 1 1 calc R U . . .
C32 C 0.2187(2) 0.7218(3) 0.6666(2) 0.0352(9) Uani 1 1 d . . . . .
H32 H 0.194236 0.741782 0.695851 0.042 Uiso 1 1 calc R U . . .
C33 C 0.2607(2) 0.6072(3) 0.6162(2) 0.0297(8) Uani 1 1 d . . . . .
H33 H 0.264606 0.547158 0.610206 0.036 Uiso 1 1 calc R U . . .
O6' O 0.4835(6) -0.0277(13) 0.3997(10) 0.163(4) Uani 0.391(9) 1 d D . P A 2
N6 N 0.4154(4) -0.0843(5) 0.3932(5) 0.099(3) Uani 0.609(9) 1 d D U P A 1
 
 
_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
Zn1 N3 2.125(4) 7_556 ?
Zn1 N2 2.129(3) 2_645 ?
Zn1 N4 2.132(4) . ?
Zn1 O2 2.196(4) . ?
Zn1 O4 2.282(6) . ?
Zn1 O5 2.315(7) . ?
Zn1 O1 2.468(4) . ?
O1 N5 1.251(5) . ?
O2 N5 1.257(5) . ?
O3 N5 1.234(5) . ?
O4 N6' 1.184(9) . ?
O4 N6 1.217(8) . ?
O5 N6 1.233(8) . ?
O5 N6' 1.246(9) . ?
O6 N6 1.236(8) . ?
N1 C23 1.402(5) . ?
N1 C9 1.428(5) . ?
N1 C12 1.432(5) . ?
N2 C22 1.337(5) . ?
N2 C21 1.344(5) . ?
N3 C32 1.346(5) . ?
N3 C33 1.352(5) . ?
N4 C1 1.334(6) . ?
N4 C5 1.340(5) . ?
N6' O6' 1.201(9) . ?
C1 C2 1.386(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.363(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(6) . ?
C4 C6 1.485(5) . ?
C5 H5 0.9300 . ?
C6 C11 1.397(6) . ?
C6 C7 1.398(6) . ?
C7 C8 1.383(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.404(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(5) . ?
C10 C11 1.394(6) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C17 1.390(5) . ?
C12 C13 1.397(6) . ?
C13 C14 1.382(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.396(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(5) . ?
C15 C18 1.484(5) . ?
C16 C17 1.388(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.391(6) . ?
C18 C22 1.401(5) . ?
C19 C20 1.389(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.375(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.397(5) . ?
C23 C28 1.403(5) . ?
C24 C25 1.383(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.386(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.397(6) . ?
C26 C29 1.487(5) . ?
C27 C28 1.390(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C33 1.385(6) . ?
C29 C30 1.398(6) . ?
C30 C31 1.376(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.384(6) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
 
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
N3 Zn1 N2 92.40(13) 7_556 2_645 ?
N3 Zn1 N4 166.89(14) 7_556 . ?
N2 Zn1 N4 100.56(13) 2_645 . ?
N3 Zn1 O2 95.96(13) 7_556 . ?
N2 Zn1 O2 88.03(12) 2_645 . ?
N4 Zn1 O2 86.58(15) . . ?
N3 Zn1 O4 88.53(19) 7_556 . ?
N2 Zn1 O4 87.26(16) 2_645 . ?
N4 Zn1 O4 90.1(2) . . ?
O2 Zn1 O4 173.62(17) . . ?
N3 Zn1 O5 82.2(2) 7_556 . ?
N2 Zn1 O5 138.58(17) 2_645 . ?
N4 Zn1 O5 86.7(2) . . ?
O2 Zn1 O5 133.32(16) . . ?
O4 Zn1 O5 51.73(18) . . ?
N3 Zn1 O1 86.45(12) 7_556 . ?
N2 Zn1 O1 142.01(13) 2_645 . ?
N4 Zn1 O1 84.58(13) . . ?
O2 Zn1 O1 54.47(12) . . ?
O4 Zn1 O1 130.60(16) . . ?
O5 Zn1 O1 78.91(17) . . ?
N5 O1 Zn1 87.4(2) . . ?
N5 O2 Zn1 100.2(3) . . ?
N6' O4 Zn1 94.7(6) . . ?
N6 O4 Zn1 96.7(5) . . ?
N6 O5 Zn1 94.6(5) . . ?
N6' O5 Zn1 91.4(6) . . ?
C23 N1 C9 123.2(3) . . ?
C23 N1 C12 120.6(3) . . ?
C9 N1 C12 116.1(3) . . ?
C22 N2 C21 118.4(3) . . ?
C22 N2 Zn1 124.0(3) . 2_665 ?
C21 N2 Zn1 117.3(2) . 2_665 ?
C32 N3 C33 117.6(4) . . ?
C32 N3 Zn1 119.2(3) . 7_556 ?
C33 N3 Zn1 123.2(3) . 7_556 ?
C1 N4 C5 118.5(4) . . ?
C1 N4 Zn1 120.4(3) . . ?
C5 N4 Zn1 121.1(3) . . ?
O3 N5 O1 121.9(4) . . ?
O3 N5 O2 120.2(4) . . ?
O1 N5 O2 117.9(4) . . ?
O4 N6' O6' 125.8(11) . . ?
O4 N6' O5 111.2(9) . . ?
O6' N6' O5 123.0(11) . . ?
N4 C1 C2 122.1(4) . . ?
N4 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 119.2(4) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 120.2(4) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 116.6(4) . . ?
C5 C4 C6 121.4(4) . . ?
C3 C4 C6 122.0(4) . . ?
N4 C5 C4 123.4(4) . . ?
N4 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C11 C6 C7 117.7(4) . . ?
C11 C6 C4 121.9(4) . . ?
C7 C6 C4 120.4(4) . . ?
C8 C7 C6 121.5(4) . . ?
C8 C7 H7A 119.3 . . ?
C6 C7 H7A 119.3 . . ?
C7 C8 C9 119.9(4) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 N1 122.6(4) . . ?
C8 C9 N1 118.0(3) . . ?
C9 C10 C11 120.1(4) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C6 121.4(4) . . ?
C10 C11 H11 119.3 . . ?
C6 C11 H11 119.3 . . ?
C17 C12 C13 119.5(3) . . ?
C17 C12 N1 121.9(3) . . ?
C13 C12 N1 118.7(3) . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 121.3(4) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 118.2(3) . . ?
C16 C15 C18 122.1(3) . . ?
C14 C15 C18 119.7(3) . . ?
C17 C16 C15 121.1(4) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C12 120.0(4) . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
C19 C18 C22 117.1(3) . . ?
C19 C18 C15 121.6(3) . . ?
C22 C18 C15 121.2(3) . . ?
C20 C19 C18 119.7(4) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C21 C20 C19 119.0(4) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
N2 C21 C20 122.5(4) . . ?
N2 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
N2 C22 C18 123.3(4) . . ?
N2 C22 H22 118.4 . . ?
C18 C22 H22 118.4 . . ?
C24 C23 N1 120.9(3) . . ?
C24 C23 C28 117.5(3) . . ?
N1 C23 C28 121.6(3) . . ?
C25 C24 C23 121.1(4) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 121.9(4) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C25 C26 C27 117.3(4) . . ?
C25 C26 C29 121.1(4) . . ?
C27 C26 C29 121.6(4) . . ?
C28 C27 C26 121.5(4) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C23 120.7(4) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C33 C29 C30 117.4(4) . . ?
C33 C29 C26 120.6(4) . . ?
C30 C29 C26 122.0(4) . . ?
C31 C30 C29 119.8(4) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C30 C31 C32 119.0(4) . . ?
C30 C31 H31 120.5 . . ?
C32 C31 H31 120.5 . . ?
N3 C32 C31 122.6(4) . . ?
N3 C32 H32 118.7 . . ?
C31 C32 H32 118.7 . . ?
N3 C33 C29 123.5(4) . . ?
N3 C33 H33 118.2 . . ?
C29 C33 H33 118.2 . . ?
O4 N6 O5 109.9(8) . . ?
O4 N6 O6 131.8(9) . . ?
O5 N6 O6 118.3(9) . . ?
 
_refine_diff_density_max    2.050
_refine_diff_density_min   -0.994
_refine_diff_density_rms    0.116







 
data_4-Co-TPA
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C38 H30 Cl Co N4 O3' 
_chemical_formula_weight          685.04

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0137   0.0067
 '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'   0.3281   0.5435
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Co'  'Co'  -0.6628   2.9049
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0241   0.0134
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0389   0.0241
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 2/c'
_space_group_name_Hall            '-C 2yc'
 
_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.
;
 
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                    22.2681(9)
_cell_length_b                    14.5955(6)
_cell_length_c                    20.1069(8)
_cell_angle_alpha                 90
_cell_angle_beta                  101.719(2)
_cell_angle_gamma                 90
_cell_volume                      6398.8(5)
_cell_formula_units_Z             8
_cell_measurement_temperature     193(2)
_cell_measurement_reflns_used     4573
_cell_measurement_theta_min       3.2
_cell_measurement_theta_max       48.1
 
_exptl_crystal_description        block
_exptl_crystal_colour             ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.422          
_exptl_crystal_F_000              2832
_exptl_transmission_factor_min    0.435
_exptl_transmission_factor_max    0.964
_exptl_crystal_size_max           0.350
_exptl_crystal_size_mid           0.220
_exptl_crystal_size_min           0.010
_exptl_absorpt_coefficient_mu     3.686
_shelx_estimated_absorpt_T_min    0.359
_shelx_estimated_absorpt_T_max    0.964
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    sadabs
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       193(2)
_diffrn_radiation_wavelength      1.34139
_diffrn_radiation_type            GaK\a
_diffrn_source                    ?
_diffrn_measurement_device_type   'Bruker D8 VENTURE PHOTON II'
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             28912
_diffrn_reflns_av_unetI/netI      0.0472
_diffrn_reflns_av_R_equivalents   0.0757
_diffrn_reflns_limit_h_min        -24
_diffrn_reflns_limit_h_max        20
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_limit_l_max        22
_diffrn_reflns_theta_min          3.170
_diffrn_reflns_theta_max          48.142
_diffrn_reflns_theta_full         48.142
_diffrn_measured_fraction_theta_max   0.997
_diffrn_measured_fraction_theta_full  0.997
_diffrn_reflns_Laue_measured_fraction_max    0.997
_diffrn_reflns_Laue_measured_fraction_full   0.997
_diffrn_reflns_point_group_measured_fraction_max   0.997
_diffrn_reflns_point_group_measured_fraction_full  0.997
_reflns_number_total              4573
_reflns_number_gt                 3884
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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.
;
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0611P)²+11.6137P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          4573
_refine_ls_number_parameters      426
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0541
_refine_ls_R_factor_gt            0.0438
_refine_ls_wR_factor_ref          0.1216
_refine_ls_wR_factor_gt           0.1144
_refine_ls_goodness_of_fit_ref    1.046
_refine_ls_restrained_S_all       1.046
_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_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 0.30839(2) 0.04192(3) 0.78954(2) 0.02607(17) Uani 1 1 d . . . . .
Cl1 Cl 0.22194(4) -0.04988(6) 0.76257(5) 0.0419(3) Uani 1 1 d . . . . .
O1 O 0.35118(12) -0.01709(19) 0.88254(13) 0.0478(7) Uani 1 1 d . . . . .
O2 O 0.40236(10) 0.09445(16) 0.84760(13) 0.0386(6) Uani 1 1 d . . . . .
N1 N 0.55649(13) 0.45076(17) 0.60930(15) 0.0317(7) Uani 1 1 d . . . . .
N2 N 0.30117(12) 0.13576(17) 0.70967(13) 0.0264(6) Uani 1 1 d . . . . .
N3 N 0.76500(12) 0.35685(18) 0.34313(13) 0.0285(6) Uani 1 1 d . . . . .
N4 N 0.63699(13) 0.94403(18) 0.75739(14) 0.0310(7) Uani 1 1 d . . . . .
C1 C 0.56732(15) 0.5366(2) 0.64324(17) 0.0283(8) Uani 1 1 d . . . . .
C1AA C 0.45120(17) 0.0167(3) 0.94609(18) 0.0419(9) Uani 1 1 d . . . . .
C2 C 0.57017(15) 0.6180(2) 0.60863(17) 0.0323(8) Uani 1 1 d . . . . .
H2 H 0.565489 0.617565 0.560604 0.039 Uiso 1 1 calc R U . . .
C3 C 0.57977(15) 0.7000(2) 0.64363(17) 0.0309(8) Uani 1 1 d . . . . .
H3 H 0.582099 0.755239 0.619272 0.037 Uiso 1 1 calc R U . . .
C4 C 0.58611(14) 0.7031(2) 0.71409(16) 0.0278(8) Uani 1 1 d . . . . .
C5 C 0.58210(16) 0.6211(2) 0.74832(17) 0.0345(8) Uani 1 1 d . . . . .
H5 H 0.585356 0.621594 0.796162 0.041 Uiso 1 1 calc R U . . .
C6 C 0.57343(16) 0.5388(2) 0.71348(18) 0.0338(8) Uani 1 1 d . . . . .
H6 H 0.571624 0.483324 0.737728 0.041 Uiso 1 1 calc R U . . .
C7 C 0.59453(15) 0.7917(2) 0.75022(16) 0.0304(8) Uani 1 1 d . . . . .
C8 C 0.63077(15) 0.8596(2) 0.73065(17) 0.0325(8) Uani 1 1 d . . . . .
H8 H 0.652639 0.845441 0.696025 0.039 Uiso 1 1 calc R U . . .
C9 C 0.60663(17) 0.9620(2) 0.80712(18) 0.0371(9) Uani 1 1 d . . . . .
H9 H 0.609454 1.021907 0.825932 0.045 Uiso 1 1 calc R U . . .
C10 C 0.57160(17) 0.8981(2) 0.83230(18) 0.0392(9) Uani 1 1 d . . . . .
H10 H 0.552304 0.912929 0.868929 0.047 Uiso 1 1 calc R U . . .
C11 C 0.56510(15) 0.8124(2) 0.80343(17) 0.0338(8) Uani 1 1 d . . . . .
H11 H 0.540706 0.767476 0.819577 0.041 Uiso 1 1 calc R U . . .
C12 C 0.50497(15) 0.4000(2) 0.62123(16) 0.0280(8) Uani 1 1 d . . . . .
C13 C 0.44753(16) 0.4412(2) 0.60920(18) 0.0337(8) Uani 1 1 d . . . . .
H13 H 0.443238 0.502820 0.593637 0.040 Uiso 1 1 calc R U . . .
C14 C 0.39672(16) 0.3938(2) 0.61962(17) 0.0344(8) Uani 1 1 d . . . . .
H14 H 0.357893 0.423255 0.611761 0.041 Uiso 1 1 calc R U . . .
C15 C 0.40167(15) 0.3029(2) 0.64157(16) 0.0271(7) Uani 1 1 d . . . . .
C16 C 0.45959(15) 0.2623(2) 0.65410(16) 0.0303(8) Uani 1 1 d . . . . .
H16 H 0.464004 0.200761 0.669616 0.036 Uiso 1 1 calc R U . . .
C17 C 0.51066(16) 0.3101(2) 0.64437(17) 0.0325(8) Uani 1 1 d . . . . .
H17 H 0.549767 0.281417 0.653520 0.039 Uiso 1 1 calc R U . . .
C18 C 0.34643(15) 0.2511(2) 0.64995(15) 0.0272(7) Uani 1 1 d . . . . .
C19 C 0.28945(16) 0.2658(2) 0.60777(17) 0.0364(8) Uani 1 1 d . . . . .
H19 H 0.285083 0.310041 0.572433 0.044 Uiso 1 1 calc R U . . .
C20 C 0.23939(16) 0.2159(3) 0.61760(18) 0.0398(9) Uani 1 1 d . . . . .
H20 H 0.200253 0.225616 0.589258 0.048 Uiso 1 1 calc R U . . .
C21 C 0.24675(15) 0.1519(2) 0.66895(16) 0.0317(8) Uani 1 1 d . . . . .
H21 H 0.212021 0.118137 0.675692 0.038 Uiso 1 1 calc R U . . .
C22 C 0.34947(15) 0.1860(2) 0.70042(15) 0.0260(7) Uani 1 1 d . . . . .
H22 H 0.387832 0.176198 0.730290 0.031 Uiso 1 1 calc R U . . .
C23 C 0.64430(15) 0.4656(2) 0.55467(17) 0.0318(8) Uani 1 1 d . . . . .
H23 H 0.658583 0.516544 0.582883 0.038 Uiso 1 1 calc R U . . .
C24 C 0.67721(16) 0.4368(2) 0.50774(17) 0.0323(8) Uani 1 1 d . . . . .
H24 H 0.712600 0.470175 0.502614 0.039 Uiso 1 1 calc R U . . .
C25 C 0.66006(15) 0.3599(2) 0.46756(16) 0.0293(8) Uani 1 1 d . . . . .
C26 C 0.60665(15) 0.3160(2) 0.47486(16) 0.0321(8) Uani 1 1 d . . . . .
H26 H 0.593557 0.263422 0.447947 0.039 Uiso 1 1 calc R U . . .
C27 C 0.57204(16) 0.3460(2) 0.51972(17) 0.0339(8) Uani 1 1 d . . . . .
H27 H 0.535062 0.315079 0.522396 0.041 Uiso 1 1 calc R U . . .
C28 C 0.59069(15) 0.4220(2) 0.56172(16) 0.0294(8) Uani 1 1 d . . . . .
C29 C 0.72844(15) 0.3840(2) 0.38468(16) 0.0306(8) Uani 1 1 d . . . . .
H29 H 0.722576 0.447912 0.389526 0.037 Uiso 1 1 calc R U . . .
C30 C 0.69867(15) 0.3248(2) 0.42101(16) 0.0288(8) Uani 1 1 d . . . . .
C31 C 0.70714(16) 0.2313(2) 0.41248(16) 0.0339(8) Uani 1 1 d . . . . .
H31 H 0.687699 0.187960 0.436364 0.041 Uiso 1 1 calc R U . . .
C32 C 0.74379(16) 0.2021(2) 0.36931(17) 0.0360(9) Uani 1 1 d . . . . .
H32 H 0.749308 0.138540 0.362234 0.043 Uiso 1 1 calc R U . . .
C33 C 0.77230(16) 0.2664(2) 0.33657(16) 0.0340(8) Uani 1 1 d . . . . .
H33 H 0.798499 0.245652 0.307841 0.041 Uiso 1 1 calc R U . . .
C34 C 0.39919(18) 0.0369(3) 0.88701(19) 0.0438(10) Uani 1 1 d . . . . .
C35 C 0.49510(18) 0.0834(3) 0.9665(2) 0.0476(10) Uani 1 1 d . . . . .
H35 H 0.492111 0.140480 0.943392 0.057 Uiso 1 1 calc R U . . .
C36 C 0.45668(19) -0.0674(3) 0.9796(2) 0.0504(11) Uani 1 1 d . . . . .
H36 H 0.427086 -0.113992 0.965295 0.061 Uiso 1 1 calc R U . . .
O3 O 0.29628(17) 0.9134(3) -0.01853(16) 0.0776(10) Uani 1 1 d . . . . .
H3A H 0.313075 0.926354 -0.051156 0.116 Uiso 1 1 calc R U . . .
C37 C 0.3285(2) 0.9554(3) 0.0407(2) 0.0692(14) Uani 1 1 d . . . . .
H37A H 0.342363 1.016227 0.029618 0.104 Uiso 1 1 calc R U . . .
H37B H 0.364114 0.917846 0.060556 0.104 Uiso 1 1 calc R U . . .
H37C H 0.301571 0.961619 0.073420 0.104 Uiso 1 1 calc R U . . .
 
 
_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 N2 2.092(3) . ?
Co1 O1 2.103(3) . ?
Co1 N3 2.168(3) 8_456 ?
Co1 N4 2.208(3) 2_646 ?
Co1 O2 2.310(2) . ?
Co1 Cl1 2.3176(10) . ?
Co1 C34 2.515(4) . ?
O1 C34 1.317(5) . ?
O2 C34 1.166(4) . ?
N1 C28 1.403(4) . ?
N1 C1 1.424(4) . ?
N1 C12 1.427(4) . ?
N2 C21 1.339(4) . ?
N2 C22 1.346(4) . ?
N3 C29 1.339(4) . ?
N3 C33 1.341(4) . ?
N4 C8 1.340(4) . ?
N4 C9 1.342(4) . ?
C1 C2 1.385(5) . ?
C1 C6 1.391(5) . ?
C1AA C35 1.382(5) . ?
C1AA C36 1.393(5) . ?
C1AA C34 1.510(5) . ?
C2 C3 1.382(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.396(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(5) . ?
C4 C7 1.477(5) . ?
C5 C6 1.384(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.385(5) . ?
C7 C11 1.397(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(5) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C17 1.389(5) . ?
C12 C13 1.390(5) . ?
C13 C14 1.379(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.395(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(5) . ?
C15 C18 1.483(4) . ?
C16 C17 1.381(5) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C22 1.381(4) . ?
C18 C19 1.392(5) . ?
C19 C20 1.379(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.377(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.373(5) . ?
C23 C28 1.386(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.390(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(5) . ?
C25 C30 1.484(4) . ?
C26 C27 1.372(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.404(5) . ?
C27 H27 0.9500 . ?
C29 C30 1.384(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.394(5) . ?
C31 C32 1.374(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.373(5) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C35 C36 1.382(5) 5_657 ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
O3 C37 1.401(5) . ?
O3 H3A 0.8400 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
 
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 O1 154.29(11) . . ?
N2 Co1 N3 87.87(10) . 8_456 ?
O1 Co1 N3 90.25(10) . 8_456 ?
N2 Co1 N4 93.36(10) . 2_646 ?
O1 Co1 N4 85.74(10) . 2_646 ?
N3 Co1 N4 173.19(10) 8_456 2_646 ?
N2 Co1 O2 95.22(10) . . ?
O1 Co1 O2 59.09(10) . . ?
N3 Co1 O2 88.39(9) 8_456 . ?
N4 Co1 O2 84.82(10) 2_646 . ?
N2 Co1 Cl1 105.56(8) . . ?
O1 Co1 Cl1 100.14(8) . . ?
N3 Co1 Cl1 94.44(7) 8_456 . ?
N4 Co1 Cl1 91.69(8) 2_646 . ?
O2 Co1 Cl1 159.10(7) . . ?
N2 Co1 C34 122.78(13) . . ?
O1 Co1 C34 31.55(12) . . ?
N3 Co1 C34 90.08(11) 8_456 . ?
N4 Co1 C34 83.62(11) 2_646 . ?
O2 Co1 C34 27.56(11) . . ?
Cl1 Co1 C34 131.59(11) . . ?
C34 O1 Co1 91.7(2) . . ?
C34 O2 Co1 86.0(2) . . ?
C28 N1 C1 121.9(3) . . ?
C28 N1 C12 121.7(3) . . ?
C1 N1 C12 116.1(2) . . ?
C21 N2 C22 118.0(3) . . ?
C21 N2 Co1 120.3(2) . . ?
C22 N2 Co1 121.6(2) . . ?
C29 N3 C33 117.0(3) . . ?
C29 N3 Co1 119.8(2) . 8 ?
C33 N3 Co1 123.2(2) . 8 ?
C8 N4 C9 116.9(3) . . ?
C8 N4 Co1 116.4(2) . 2_666 ?
C9 N4 Co1 126.6(2) . 2_666 ?
C2 C1 C6 119.0(3) . . ?
C2 C1 N1 122.3(3) . . ?
C6 C1 N1 118.6(3) . . ?
C35 C1AA C36 119.3(4) . . ?
C35 C1AA C34 118.6(4) . . ?
C36 C1AA C34 122.1(4) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 121.2(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 118.1(3) . . ?
C5 C4 C7 121.6(3) . . ?
C3 C4 C7 120.3(3) . . ?
C6 C5 C4 120.8(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C8 C7 C11 117.0(3) . . ?
C8 C7 C4 120.7(3) . . ?
C11 C7 C4 122.3(3) . . ?
N4 C8 C7 124.3(3) . . ?
N4 C8 H8 117.9 . . ?
C7 C8 H8 117.9 . . ?
N4 C9 C10 123.4(3) . . ?
N4 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C10 C11 C7 119.7(3) . . ?
C10 C11 H11 120.2 . . ?
C7 C11 H11 120.2 . . ?
C17 C12 C13 119.1(3) . . ?
C17 C12 N1 121.7(3) . . ?
C13 C12 N1 119.3(3) . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.8(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C16 118.1(3) . . ?
C14 C15 C18 120.5(3) . . ?
C16 C15 C18 121.4(3) . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C12 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?
C22 C18 C19 117.2(3) . . ?
C22 C18 C15 121.1(3) . . ?
C19 C18 C15 121.8(3) . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C21 C20 C19 119.3(3) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
N2 C21 C20 122.2(3) . . ?
N2 C21 H21 118.9 . . ?
C20 C21 H21 118.9 . . ?
N2 C22 C18 123.7(3) . . ?
N2 C22 H22 118.1 . . ?
C18 C22 H22 118.1 . . ?
C24 C23 C28 121.4(3) . . ?
C24 C23 H23 119.3 . . ?
C28 C23 H23 119.3 . . ?
C23 C24 C25 121.7(3) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C26 C25 C24 116.9(3) . . ?
C26 C25 C30 121.8(3) . . ?
C24 C25 C30 121.2(3) . . ?
C27 C26 C25 122.1(3) . . ?
C27 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C26 C27 C28 120.7(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C23 C28 N1 122.0(3) . . ?
C23 C28 C27 117.2(3) . . ?
N1 C28 C27 120.8(3) . . ?
N3 C29 C30 124.2(3) . . ?
N3 C29 H29 117.9 . . ?
C30 C29 H29 117.9 . . ?
C29 C30 C31 117.0(3) . . ?
C29 C30 C25 121.3(3) . . ?
C31 C30 C25 121.7(3) . . ?
C32 C31 C30 119.6(3) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C33 C32 C31 118.8(3) . . ?
C33 C32 H32 120.6 . . ?
C31 C32 H32 120.6 . . ?
N3 C33 C32 123.3(3) . . ?
N3 C33 H33 118.4 . . ?
C32 C33 H33 118.4 . . ?
O2 C34 O1 123.0(4) . . ?
O2 C34 C1AA 122.2(4) . . ?
O1 C34 C1AA 114.7(4) . . ?
O2 C34 Co1 66.4(2) . . ?
O1 C34 Co1 56.70(18) . . ?
C1AA C34 Co1 170.2(3) . . ?
C36 C35 C1AA 120.3(4) 5_657 . ?
C36 C35 H35 119.9 5_657 . ?
C1AA C35 H35 119.9 . . ?
C35 C36 C1AA 120.4(4) 5_657 . ?
C35 C36 H36 119.8 5_657 . ?
C1AA C36 H36 119.8 . . ?
C37 O3 H3A 109.5 . . ?
O3 C37 H37A 109.5 . . ?
O3 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O3 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
 
_refine_diff_density_max    0.803
_refine_diff_density_min   -0.525
_refine_diff_density_rms    0.070



