 
data_SG2
 
_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
 'C42 H38 Co2 N2 O12' 
_chemical_formula_weight          880.60

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'
 
_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                    21.550(2)
_cell_length_b                    10.5223(8)
_cell_length_c                    19.2508(16)
_cell_angle_alpha                 90
_cell_angle_beta                  116.538(9)
_cell_angle_gamma                 90
_cell_volume                      3905.3(6)
_cell_formula_units_Z             4
_cell_measurement_temperature     296(2)
_cell_measurement_reflns_used     150
_cell_measurement_theta_min       2.2
_cell_measurement_theta_max       29.4
 
_exptl_crystal_description        block
_exptl_crystal_colour             red
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.498          
_exptl_crystal_F_000              1816
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.23
_exptl_crystal_size_mid           0.18
_exptl_crystal_size_min           0.12
_exptl_absorpt_coefficient_mu     0.917
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.767
_exptl_absorpt_correction_T_max   0.894
_exptl_absorpt_process_details    'Bruker AXS SADABS program'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       296(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             31907
_diffrn_reflns_av_unetI/netI      0.0607
_diffrn_reflns_av_R_equivalents   0.0835
_diffrn_reflns_limit_h_min        -29
_diffrn_reflns_limit_h_max        29
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -26
_diffrn_reflns_limit_l_max        26
_diffrn_reflns_theta_min          2.205
_diffrn_reflns_theta_max          29.375
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.993
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.993
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.993
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              5344
_reflns_number_gt                 3043
_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 2014/4 (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)+(0.1180P)²+27.9819P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          5344
_refine_ls_number_parameters      269
_refine_ls_number_restraints      6
_refine_ls_R_factor_all           0.1624
_refine_ls_R_factor_gt            0.1031
_refine_ls_wR_factor_ref          0.2843
_refine_ls_wR_factor_gt           0.2480
_refine_ls_goodness_of_fit_ref    1.081
_refine_ls_restrained_S_all       1.081
_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 0.500000 0.75382(10) 0.250000 0.0315(3) Uani 1 2 d DS T P . .
Co2 Co 0.500000 0.25483(10) 0.250000 0.0372(3) Uani 1 2 d S T P . .
N1 N 0.4981(3) 0.7540(4) 0.1437(3) 0.0380(10) Uani 1 1 d . . . . .
O3 O 0.5566(3) 0.4050(5) 0.3280(2) 0.0620(13) Uani 1 1 d . . . . .
O2 O 0.5754(2) 0.6112(5) 0.2621(3) 0.0530(12) Uani 1 1 d D . . . .
O1 O 0.4247(2) 0.8943(5) 0.1893(3) 0.0550(12) Uani 1 1 d D . . . .
O6 O 0.4435(2) 0.1043(6) 0.2713(3) 0.0662(15) Uani 1 1 d . . . . .
O4 O 0.5872(4) 0.2237(5) 0.3859(4) 0.0859(19) Uani 1 1 d . . . . .
C6 C 0.3533(3) 0.1008(6) 0.3100(3) 0.0379(12) Uani 1 1 d . . . . .
C20 C 0.4566(3) 0.8366(6) 0.0891(3) 0.0428(13) Uani 1 1 d . . . . .
C9 C 0.6454(3) 0.4058(6) 0.4582(3) 0.0368(12) Uani 1 1 d . . . . .
O5 O 0.4077(4) 0.2843(6) 0.2921(4) 0.092(2) Uani 1 1 d . . . . .
C16 C 0.5383(3) 0.6726(6) 0.1288(4) 0.0425(13) Uani 1 1 d . . . . .
C14 C 0.6472(4) 0.5346(8) 0.4646(4) 0.0591(18) Uani 1 1 d . . . . .
H14 H 0.616020 0.582939 0.423320 0.071 Uiso 1 1 calc R U . . .
C8 C 0.5938(3) 0.3415(7) 0.3865(3) 0.0456(14) Uani 1 1 d . . . . .
C5 C 0.3541(4) -0.0290(7) 0.3193(4) 0.0545(17) Uani 1 1 d . . . . .
H5 H 0.386600 -0.077554 0.311745 0.065 Uiso 1 1 calc R U . . .
C21 C 0.4136(4) 0.9208(7) 0.1127(4) 0.0543(17) Uani 1 1 d D . . . .
H21A H 0.425195 1.008906 0.109229 0.065 Uiso 1 1 calc R U . . .
H21B H 0.364948 0.908633 0.077359 0.065 Uiso 1 1 calc R U . . .
C7 C 0.4041(3) 0.1663(7) 0.2899(3) 0.0506(16) Uani 1 1 d . . . . .
C15 C 0.5824(4) 0.5851(7) 0.1933(4) 0.0525(16) Uani 1 1 d D . . . .
H15A H 0.568871 0.497847 0.177467 0.063 Uiso 1 1 calc R U . . .
H15B H 0.630539 0.594897 0.203834 0.063 Uiso 1 1 calc R U . . .
C1 C 0.3041(4) 0.1703(8) 0.3215(4) 0.0609(19) Uani 1 1 d . . . . .
H1 H 0.302851 0.258192 0.315754 0.073 Uiso 1 1 calc R U . . .
C19 C 0.4550(4) 0.8403(9) 0.0170(4) 0.071(2) Uani 1 1 d . . . . .
H19 H 0.427003 0.898496 -0.020132 0.085 Uiso 1 1 calc R U . . .
C10 C 0.6915(4) 0.3349(8) 0.5197(4) 0.0631(19) Uani 1 1 d . . . . .
H10 H 0.690767 0.246714 0.516315 0.076 Uiso 1 1 calc R U . . .
C17 C 0.5378(4) 0.6713(9) 0.0567(4) 0.070(2) Uani 1 1 d . . . . .
H17 H 0.565511 0.614035 0.046378 0.084 Uiso 1 1 calc R U . . .
C12 C 0.7401(5) 0.5243(11) 0.5913(5) 0.082(3) Uani 1 1 d . . . . .
H12 H 0.772184 0.564551 0.635985 0.099 Uiso 1 1 calc R U . . .
C11 C 0.7393(4) 0.3946(11) 0.5869(5) 0.077(3) Uani 1 1 d . . . . .
H11 H 0.770427 0.346582 0.628373 0.093 Uiso 1 1 calc R U . . .
C3 C 0.2601(5) -0.0173(12) 0.3511(6) 0.089(3) Uani 1 1 d . . . . .
H3 H 0.229447 -0.057528 0.365847 0.107 Uiso 1 1 calc R U . . .
C13 C 0.6940(5) 0.5955(9) 0.5307(5) 0.089(3) Uani 1 1 d . . . . .
H13 H 0.694340 0.683670 0.534094 0.107 Uiso 1 1 calc R U . . .
C2 C 0.2574(4) 0.1122(11) 0.3412(6) 0.083(3) Uani 1 1 d . . . . .
H2 H 0.224099 0.159919 0.347875 0.099 Uiso 1 1 calc R U . . .
C18 C 0.4963(5) 0.7548(11) 0.0006(4) 0.087(4) Uani 1 1 d . . . . .
H18 H 0.495546 0.754516 -0.048044 0.105 Uiso 1 1 calc R U . . .
C4 C 0.3085(5) -0.0872(9) 0.3392(5) 0.081(3) Uani 1 1 d . . . . .
H4 H 0.309739 -0.175059 0.344848 0.097 Uiso 1 1 calc R U . . .
H2A H 0.589(3) 0.545(4) 0.291(3) 0.121 Uiso 1 1 d D U . . .
H1A H 0.406(4) 0.953(6) 0.2044(19) 0.121 Uiso 1 1 d D 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 N1 2.028(4) 2_655 ?
Co1 N1 2.029(4) . ?
Co1 O1 2.119(5) 2_655 ?
Co1 O1 2.119(5) . ?
Co1 O2 2.147(4) . ?
Co1 O2 2.147(4) 2_655 ?
Co2 O3 2.145(5) . ?
Co2 O3 2.145(5) 2_655 ?
Co2 O6 2.146(5) . ?
Co2 O6 2.146(5) 2_655 ?
N1 C16 1.337(8) . ?
N1 C20 1.349(7) . ?
O3 C8 1.245(8) . ?
O2 C15 1.425(8) . ?
O2 H2A 0.861(10) . ?
O1 C21 1.412(8) . ?
O1 H1A 0.855(9) . ?
O6 C7 1.243(8) . ?
O4 C8 1.246(8) . ?
C6 C5 1.377(9) . ?
C6 C1 1.384(9) . ?
C6 C7 1.484(9) . ?
C20 C19 1.373(9) . ?
C20 C21 1.493(9) . ?
C9 C14 1.361(9) . ?
C9 C10 1.375(9) . ?
C9 C8 1.493(8) . ?
O5 C7 1.244(9) . ?
C16 C17 1.384(9) . ?
C16 C15 1.495(9) . ?
C14 C13 1.379(10) . ?
C14 H14 0.9300 . ?
C5 C4 1.350(10) . ?
C5 H5 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C1 C2 1.370(12) . ?
C1 H1 0.9300 . ?
C19 C18 1.397(12) . ?
C19 H19 0.9300 . ?
C10 C11 1.392(11) . ?
C10 H10 0.9300 . ?
C17 C18 1.369(12) . ?
C17 H17 0.9300 . ?
C12 C11 1.368(13) . ?
C12 C13 1.368(13) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C3 C2 1.373(13) . ?
C3 C4 1.376(13) . ?
C3 H3 0.9300 . ?
C13 H13 0.9300 . ?
C2 H2 0.9300 . ?
C18 H18 0.9300 . ?
C4 H4 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
N1 Co1 N1 179.9(3) 2_655 . ?
N1 Co1 O1 77.15(18) 2_655 2_655 ?
N1 Co1 O1 102.75(18) . 2_655 ?
N1 Co1 O1 102.75(18) 2_655 . ?
N1 Co1 O1 77.15(18) . . ?
O1 Co1 O1 91.5(3) 2_655 . ?
N1 Co1 O2 102.61(18) 2_655 . ?
N1 Co1 O2 77.48(18) . . ?
O1 Co1 O2 94.1(2) 2_655 . ?
O1 Co1 O2 154.64(17) . . ?
N1 Co1 O2 77.48(19) 2_655 2_655 ?
N1 Co1 O2 102.62(18) . 2_655 ?
O1 Co1 O2 154.64(17) 2_655 2_655 ?
O1 Co1 O2 94.1(2) . 2_655 ?
O2 Co1 O2 91.3(3) . 2_655 ?
O3 Co2 O3 85.1(3) . 2_655 ?
O3 Co2 O6 127.14(17) . . ?
O3 Co2 O6 118.9(2) 2_655 . ?
O3 Co2 O6 118.9(2) . 2_655 ?
O3 Co2 O6 127.14(17) 2_655 2_655 ?
O6 Co2 O6 84.9(3) . 2_655 ?
C16 N1 C20 120.9(5) . . ?
C16 N1 Co1 119.5(4) . . ?
C20 N1 Co1 119.6(4) . . ?
C8 O3 Co2 99.9(5) . . ?
C15 O2 Co1 115.0(4) . . ?
C15 O2 H2A 107.4(19) . . ?
Co1 O2 H2A 131(2) . . ?
C21 O1 Co1 116.4(4) . . ?
C21 O1 H1A 109.1(18) . . ?
Co1 O1 H1A 133(2) . . ?
C7 O6 Co2 100.7(5) . . ?
C5 C6 C1 118.0(6) . . ?
C5 C6 C7 121.8(6) . . ?
C1 C6 C7 120.2(6) . . ?
N1 C20 C19 121.0(6) . . ?
N1 C20 C21 115.5(5) . . ?
C19 C20 C21 123.5(6) . . ?
C14 C9 C10 118.8(6) . . ?
C14 C9 C8 121.0(6) . . ?
C10 C9 C8 120.2(6) . . ?
N1 C16 C17 120.4(6) . . ?
N1 C16 C15 116.7(5) . . ?
C17 C16 C15 122.9(6) . . ?
C9 C14 C13 121.7(7) . . ?
C9 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
O3 C8 O4 120.0(6) . . ?
O3 C8 C9 120.4(6) . . ?
O4 C8 C9 119.6(6) . . ?
C4 C5 C6 121.3(7) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
O1 C21 C20 111.2(5) . . ?
O1 C21 H21A 109.4 . . ?
C20 C21 H21A 109.4 . . ?
O1 C21 H21B 109.4 . . ?
C20 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
O6 C7 O5 119.6(7) . . ?
O6 C7 C6 120.6(7) . . ?
O5 C7 C6 119.8(7) . . ?
O2 C15 C16 111.2(5) . . ?
O2 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
O2 C15 H15B 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C2 C1 C6 121.2(8) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C20 C19 C18 118.6(7) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C9 C10 C11 120.3(8) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C18 C17 C16 119.6(7) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C11 C12 C13 120.6(8) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C12 C11 C10 119.5(8) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C2 C3 C4 119.8(8) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C12 C13 C14 119.1(9) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C1 C2 C3 119.3(8) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C17 C18 C19 119.5(6) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C5 C4 C3 120.4(9) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
 
_refine_diff_density_max    1.472
_refine_diff_density_min   -0.649
_refine_diff_density_rms    0.151



