data_CO(P-GLU)(BIPY)

_publ_requested_journal           '?'
_audit_creation_method            SHELXL-97
_chemical_formula_moiety          'C20 H24 Co N4 O8, 2(H2 O)'
_chemical_formula_sum             'C20 H28 Co N4 O10'
_chemical_formula_weight          543.39
_chemical_melting_point           ?
_chemical_name_common             'Co(pyroglu)(bipy)'
_chemical_name_systematic         'Co(pyroglu)(bipy)'
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' -0.0030 0.0031 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Co' 'Co' 0.2048 0.9275 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'C' 'C' -0.0020 0.0015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' -0.0041 0.0057 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            'Monoclinic'
_symmetry_space_group_name_H-M    'P 1 21/n 1'
_symmetry_space_group_name_Hall   '-P 2yn'
loop_
  _symmetry_equiv_pos_as_xyz
 '-x, -y, -z'
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 'x-1/2, -y-1/2, z-1/2'

_cell_angle_alpha                 90.00
_cell_angle_beta                  98.9770(10)
_cell_angle_gamma                 90.00
_cell_formula_units_Z             2
_cell_length_a                    7.5041(8)
_cell_length_b                    11.4525(12)
_cell_length_c                    14.0448(15)
_cell_measurement_reflns_used     ?
_cell_measurement_temperature     150(2)
_cell_measurement_theta_max       ?
_cell_measurement_theta_min       ?
_cell_volume                      1192.2(2)
_exptl_absorpt_coefficient_mu     0.719
_exptl_absorpt_correction_T_max   0.9316
_exptl_absorpt_correction_T_min   0.9316
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details    'SADABS-2004/1 (Bruker-Nonius, 2004)'
_exptl_crystal_F_000              566
_exptl_crystal_colour             ?
_exptl_crystal_colour_lustre      clear
_exptl_crystal_colour_primary     violet
_exptl_crystal_density_diffrn     1.514
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_description        prism
_exptl_crystal_size_max           0.1
_exptl_crystal_size_mid           0.1
_exptl_crystal_size_min           0.1
_exptl_special_details            
;
 Beam decay, scaling and absorption correction undertaken
 using SADABS-2004/1 (Bruker-Nonius, 2004)
;
_diffrn_ambient_temperature       150.0
_diffrn_detector                  'CCD area detector'
_diffrn_detector_area_resol_mean  ?
_diffrn_detector_type             'Bruker-Nonius APEXII CCD area detector'
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device        
;
Bruker-Nonius APEXII CCD area detector and D8 diffractometer
;
_diffrn_measurement_device_type   'Bruker D8 diffractometer'
_diffrn_measurement_method        'omega rotation'
_diffrn_radiation_collimation     '0.2 mm double-pinhole'
_diffrn_radiation_monochromator   'Silicon 111'
_diffrn_radiation_probe           x-ray
_diffrn_radiation_type            'synchrotron'
_diffrn_radiation_wavelength      0.69040
_diffrn_reflns_av_R_equivalents   0.0552
_diffrn_reflns_av_sigmaI/netI     0.0726
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_h_min        -6
_diffrn_reflns_limit_k_max        15
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_number             6644
_diffrn_reflns_theta_full         27.39
_diffrn_reflns_theta_max          27.39
_diffrn_reflns_theta_min          3.31
_diffrn_source                    'synchrotron'
_diffrn_source_type               'Station 9.8, SRS, Daresbury'
_diffrn_standards_decay_%         ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_number          ?
_reflns_number_gt                 2450
_reflns_number_total              2871
_reflns_threshold_expression      >2sigma(I)
_computing_cell_refinement        'APEXII (Bruker, 2004)'
_computing_data_collection        'APEXII (Bruker, 2004)'
_computing_data_reduction         'SAINT (Bruker, 2006)'
_computing_molecular_graphics     
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_publication_material   
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max          3.098
_refine_diff_density_min          -0.873
_refine_diff_density_rms          0.187
_refine_ls_R_factor_all           0.0817
_refine_ls_R_factor_gt            0.0764
_refine_ls_extinction_coef        ?
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.013
_refine_ls_hydrogen_treatment     noref
_refine_ls_matrix_type            full
_refine_ls_number_parameters      172
_refine_ls_number_reflns          2871
_refine_ls_number_restraints      7
_refine_ls_restrained_S_all       1.012
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_wR_factor_gt           0.2166
_refine_ls_wR_factor_ref          0.2263
_refine_ls_weighting_details      
;
calc w=1/[σ²(Fo²)+(0.1784P)²+0.0000P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme       calc
_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.
;
_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_symmetry_multiplicity
  _atom_site_calc_flag
  _atom_site_refinement_flags
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 Co1 Co 0.0000 0.5000 0.5000 0.0055(2) Uani 1 2 d SD . .
 O1W O 0.2521(3) 0.51636(17) 0.58495(17) 0.0119(5) Uani 1 1 d D . .
 O2 O 0.1202(3) 0.51430(16) 0.37419(16) 0.0116(5) Uani 1 1 d . . .
 C4 C 0.0051(3) 0.0645(3) 0.49900(13) 0.0083(6) Uani 1 1 d . . .
 N5 N 0.0214(3) 0.3111(2) 0.49643(14) 0.0102(5) Uani 1 1 d . . .
 C6 C 0.1004(4) 0.1281(2) 0.5759(2) 0.0157(6) Uani 1 1 d . . .
 H6 H 0.1631 0.0885 0.6305 0.019 Uiso 1 1 calc R . .
 C7 C -0.0776(4) 0.1291(2) 0.4201(2) 0.0146(6) Uani 1 1 d . . .
 H7 H -0.1426 0.0905 0.3655 0.018 Uiso 1 1 calc R . .
 C10 C 0.1026(4) 0.2491(2) 0.5717(2) 0.0161(6) Uani 1 1 d . . .
 H10 H 0.1654 0.2903 0.6254 0.019 Uiso 1 1 calc R . .
 C8 C 0.0480(4) 0.5262(3) 0.2865(2) 0.0134(5) Uani 1 1 d . . .
 C16 C -0.0646(4) 0.2498(2) 0.4216(2) 0.0141(6) Uani 1 1 d . . .
 H16 H -0.1198 0.2917 0.3664 0.017 Uiso 1 1 calc R . .
 O3 O -0.1147(3) 0.50973(17) 0.25354(18) 0.0186(6) Uani 1 1 d . . .
 C5 C 0.1758(4) 0.5701(2) 0.21870(19) 0.0179(6) Uani 1 1 d . . .
 H5 H 0.2945 0.5291 0.2334 0.022 Uiso 1 1 calc R . .
 N3 N 0.1030(3) 0.5565(2) 0.11719(16) 0.0193(5) Uani 1 1 d . . .
 H3 H 0.0962 0.4881 0.0884 0.023 Uiso 1 1 calc R . .
 C1 C 0.2047(4) 0.7047(3) 0.2283(2) 0.0227(6) Uani 1 1 d . . .
 H1B H 0.1656 0.7341 0.2880 0.027 Uiso 1 1 calc R . .
 H1A H 0.3333 0.7249 0.2296 0.027 Uiso 1 1 calc R . .
 O4 O -0.0259(3) 0.6607(2) -0.01467(16) 0.0211(5) Uani 1 1 d . . .
 C3 C 0.0877(4) 0.7567(2) 0.1387(2) 0.0227(6) Uani 1 1 d . . .
 H3A H -0.0249 0.7903 0.1554 0.027 Uiso 1 1 calc R . .
 H3B H 0.1541 0.8185 0.1095 0.027 Uiso 1 1 calc R . .
 C9 C 0.0470(4) 0.6545(2) 0.0705(2) 0.0179(6) Uani 1 1 d . . .
 O5W O 0.5351(3) 0.38326(17) 0.58624(16) 0.0230(5) Uani 1 1 d D . .
 H1WA H 0.318(4) 0.459(2) 0.578(3) 0.034 Uiso 1 1 d D . .
 H1WB H 0.297(4) 0.5809(19) 0.577(3) 0.034 Uiso 1 1 d D . .
 H5WB H 0.644(3) 0.408(3) 0.594(3) 0.034 Uiso 1 1 d D . .
 H5WA H 0.528(5) 0.3119(19) 0.564(3) 0.034 Uiso 1 1 d 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
 Co1 O1W 2.082(2) . ?
 Co1 O1W 2.082(2) 3_566 ?
 Co1 O2 2.112(2) . ?
 Co1 O2 2.112(2) 3_566 ?
 Co1 N5 2.170(3) 3_566 ?
 Co1 N5 2.170(3) . ?
 O1W H1WA 0.841(18) . ?
 O1W H1WB 0.826(17) . ?
 O2 C8 1.273(4) . ?
 C4 C4 1.479(7) 3_556 ?
 C4 C6 1.402(4) . ?
 C4 C7 1.396(3) . ?
 N5 C10 1.339(3) . ?
 N5 C16 1.343(3) . ?
 C6 H6 0.9500 . ?
 C6 C10 1.387(4) . ?
 C7 H7 0.9500 . ?
 C7 C16 1.386(4) . ?
 C10 H10 0.9500 . ?
 C8 O3 1.251(4) . ?
 C8 C5 1.538(4) . ?
 C16 H16 0.9500 . ?
 C5 H5 1.0000 . ?
 C5 N3 1.453(3) . ?
 C5 C1 1.559(4) . ?
 N3 H3 0.8800 . ?
 N3 C9 1.333(4) . ?
 C1 H1B 0.9900 . ?
 C1 H1A 0.9900 . ?
 C1 C3 1.538(4) . ?
 O4 C9 1.237(3) . ?
 C3 H3A 0.9900 . ?
 C3 H3B 0.9900 . ?
 C3 C9 1.513(4) . ?
 O5W H5WB 0.854(18) . ?
 O5W H5WA 0.872(18) . ?

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
 Co1 O1W H1WA 111(3) . . ?
 Co1 O1W H1WB 111(2) . . ?
 O1W Co1 O1W 180.0 . 3_566 ?
 O1W Co1 O2 90.23(9) . . ?
 O1W Co1 O2 90.23(9) 3_566 3_566 ?
 O1W Co1 O2 89.77(9) . 3_566 ?
 O1W Co1 O2 89.77(9) 3_566 . ?
 O1W Co1 N5 87.76(8) . 3_566 ?
 O1W Co1 N5 92.24(8) . . ?
 O1W Co1 N5 92.23(8) 3_566 3_566 ?
 O1W Co1 N5 87.77(8) 3_566 . ?
 O2 Co1 O2 180.00(5) . 3_566 ?
 O2 Co1 N5 90.86(7) . . ?
 O2 Co1 N5 89.14(7) 3_566 . ?
 O2 Co1 N5 89.14(7) . 3_566 ?
 O2 Co1 N5 90.86(7) 3_566 3_566 ?
 O2 C8 C5 115.0(3) . . ?
 C4 C6 H6 120.2 . . ?
 C4 C7 H7 120.2 . . ?
 N5 Co1 N5 179.999(1) . 3_566 ?
 N5 C10 C6 123.8(3) . . ?
 N5 C10 H10 118.1 . . ?
 N5 C16 C7 123.9(3) . . ?
 N5 C16 H16 118.0 . . ?
 C6 C4 C4 121.7(2) . 3_556 ?
 C6 C10 H10 118.1 . . ?
 C7 C4 C4 121.8(2) . 3_556 ?
 C7 C4 C6 116.5(3) . . ?
 C7 C16 H16 118.0 . . ?
 C10 N5 Co1 122.48(18) . . ?
 C10 N5 C16 116.4(3) . . ?
 C10 C6 C4 119.6(3) . . ?
 C10 C6 H6 120.2 . . ?
 C8 O2 Co1 130.2(2) . . ?
 C8 C5 H5 109.8 . . ?
 C8 C5 C1 111.2(2) . . ?
 C16 N5 Co1 120.74(18) . . ?
 C16 C7 C4 119.7(3) . . ?
 C16 C7 H7 120.2 . . ?
 O3 C8 O2 125.8(3) . . ?
 O3 C8 C5 119.1(3) . . ?
 C5 N3 H3 122.1 . . ?
 C5 C1 H1B 110.8 . . ?
 C5 C1 H1A 110.8 . . ?
 N3 C5 C8 113.4(2) . . ?
 N3 C5 H5 109.8 . . ?
 N3 C5 C1 102.5(2) . . ?
 N3 C9 C3 108.8(3) . . ?
 C1 C5 H5 109.8 . . ?
 C1 C3 H3A 110.8 . . ?
 C1 C3 H3B 110.8 . . ?
 H1B C1 H1A 108.8 . . ?
 O4 C9 N3 125.6(3) . . ?
 O4 C9 C3 125.6(3) . . ?
 C3 C1 C5 104.9(2) . . ?
 C3 C1 H1B 110.8 . . ?
 C3 C1 H1A 110.8 . . ?
 H3A C3 H3B 108.9 . . ?
 C9 N3 C5 115.7(2) . . ?
 C9 N3 H3 122.1 . . ?
 C9 C3 C1 104.6(2) . . ?
 C9 C3 H3A 110.8 . . ?
 C9 C3 H3B 110.8 . . ?
 H1WA O1W H1WB 115(3) . . ?
 H5WB O5W H5WA 111(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
 Co1 O2 C8 O3 -14.7(4) . . . . ?
 Co1 O2 C8 C5 162.41(17) . . . . ?
 Co1 N5 C10 C6 172.2(2) . . . . ?
 Co1 N5 C16 C7 -170.8(2) . . . . ?
 O1W Co1 O2 C8 9.5(2) 3_566 . . . ?
 O1W Co1 O2 C8 -170.5(2) . . . . ?
 O1W Co1 N5 C10 -144.5(2) 3_566 . . . ?
 O1W Co1 N5 C10 35.5(2) . . . . ?
 O1W Co1 N5 C16 -152.0(2) . . . . ?
 O1W Co1 N5 C16 28.0(2) 3_566 . . . ?
 O2 Co1 O2 C8 -61(7) 3_566 . . . ?
 O2 Co1 N5 C10 125.7(2) . . . . ?
 O2 Co1 N5 C10 -54.3(2) 3_566 . . . ?
 O2 Co1 N5 C16 118.2(2) 3_566 . . . ?
 O2 Co1 N5 C16 -61.8(2) . . . . ?
 O2 C8 C5 N3 166.2(2) . . . . ?
 O2 C8 C5 C1 -78.9(3) . . . . ?
 C4 C4 C6 C10 -178.5(3) 3_556 . . . ?
 C4 C4 C7 C16 179.9(3) 3_556 . . . ?
 C4 C6 C10 N5 -1.6(5) . . . . ?
 C4 C7 C16 N5 -1.4(5) . . . . ?
 N5 Co1 O2 C8 -82.7(2) 3_566 . . . ?
 N5 Co1 O2 C8 97.3(2) . . . . ?
 N5 Co1 N5 C10 -67(3) 3_566 . . . ?
 N5 Co1 N5 C16 106(3) 3_566 . . . ?
 C6 C4 C7 C16 -0.9(3) . . . . ?
 C7 C4 C6 C10 2.3(3) . . . . ?
 C10 N5 C16 C7 2.1(4) . . . . ?
 C8 C5 N3 C9 106.1(3) . . . . ?
 C8 C5 C1 C3 -103.4(3) . . . . ?
 C16 N5 C10 C6 -0.6(4) . . . . ?
 O3 C8 C5 N3 -16.4(4) . . . . ?
 O3 C8 C5 C1 98.5(3) . . . . ?
 C5 N3 C9 O4 -176.7(3) . . . . ?
 C5 N3 C9 C3 3.4(3) . . . . ?
 C5 C1 C3 C9 -16.6(3) . . . . ?
 N3 C5 C1 C3 18.1(3) . . . . ?
 C1 C5 N3 C9 -13.9(3) . . . . ?
 C1 C3 C9 N3 8.9(3) . . . . ?
 C1 C3 C9 O4 -171.0(3) . . . . ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
 O1W H1WA O5W 0.841(18) 1.83(2) 2.612(3) 153(3) .
 N3 H3 O4 0.88 2.02 2.888(3) 168.1 3_565
 O5W H5WB O2 0.854(18) 1.970(19) 2.816(3) 170(3) 3_666
 O5W H5WA O4 0.872(18) 1.866(19) 2.737(3) 176(3) 2_545