#------------------------------------------------------------------------------
#$Date: 2019-11-25 00:29:33 +0200 (Mon, 25 Nov 2019) $
#$Revision: 239768 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/35/01/4350168.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4350168
loop_
_publ_author_name
'Takaoka, Kanji'
'Kawano, Masaki'
'Hozumi, Toshiya'
'Ohkoshi, Shin-Ichi'
'Fujita, Makoto'
_publ_contact_author             'Masaki Kawano'
_publ_section_title
;
 2D hydrogen-bonded square-grid coordination networks with a
 substitution-active metal site.
;
_journal_issue                   10
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3976
_journal_page_last               3982
_journal_paper_doi               10.1021/ic052138u
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C35 H24 Co N6 O13'
_chemical_formula_weight         795.53
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.062(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.8603(19)
_cell_length_b                   15.6965(18)
_cell_length_c                   15.2546(17)
_cell_measurement_temperature    80(2)
_cell_volume                     3741.5(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker XSHELL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      80(2)
_diffrn_measured_fraction_theta_full 0.890
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_device_type  'Bruker SMART CCD area detector system'
_diffrn_measurement_method       omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0519
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10741
_diffrn_reflns_theta_full        28.82
_diffrn_reflns_theta_max         28.82
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.531
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1628
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.485
_refine_diff_density_min         -0.972
_refine_diff_density_rms         0.154
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.16(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         6797
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0722
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0822P)²+48.0830P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2029
_refine_ls_wR_factor_ref         0.2056
_reflns_number_gt                6341
_reflns_number_total             6797
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic052138usi20060318_034756.cif
_cod_data_source_block           cc
_cod_original_sg_symbol_H-M      Cc
_cod_database_code               4350168
loop_
_symmetry_equiv_pos_as_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'
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
Co1 Co 0.79826(6) 0.47923(4) 0.46936(7) 0.00869(18) Uani 1 1 d .
O1 O 0.8160(4) 0.4882(3) 0.3398(4) 0.0138(11) Uani 1 1 d .
O2 O 0.7815(4) 0.4784(3) 0.5992(4) 0.0173(12) Uani 1 1 d .
N1 N 0.8050(5) 0.3420(3) 0.4674(5) 0.0130(10) Uani 1 1 d .
N2 N 0.7960(5) 0.6163(3) 0.4724(5) 0.0120(9) Uani 1 1 d .
N3 N 0.6616(4) 0.4742(3) 0.3949(5) 0.0102(13) Uani 1 1 d .
N4 N 0.9350(5) 0.4832(4) 0.5464(5) 0.0147(14) Uani 1 1 d .
C10 C 0.7571(4) 0.2972(4) 0.3903(5) 0.0110(13) Uani 1 1 d .
H10 H 0.7229 0.3279 0.3354 0.013 Uiso 1 1 calc R
C11 C 0.8559(5) 0.2978(4) 0.5430(5) 0.0143(14) Uani 1 1 d .
H11 H 0.8927 0.3280 0.5969 0.017 Uiso 1 1 calc R
C12 C 0.7548(5) 1.2090(5) 0.3864(6) 0.0172(15) Uani 1 1 d .
H12 H 0.7189 1.1804 0.3307 0.021 Uiso 1 1 calc R
C13 C 0.8055(5) 1.1632(3) 0.4647(6) 0.0120(12) Uani 1 1 d .
C14 C 0.8564(5) 1.2097(4) 0.5448(5) 0.0130(14) Uani 1 1 d .
H14 H 0.8912 1.1804 0.6004 0.016 Uiso 1 1 calc R
C15 C 0.8046(6) 1.0680(3) 0.4654(7) 0.0139(13) Uani 1 1 d .
C20 C 0.8591(5) 0.6607(5) 0.4606(5) 0.0154(14) Uani 1 1 d .
H20 H 0.9038 0.6297 0.4515 0.019 Uiso 1 1 calc R
C21 C 0.7322(5) 0.6622(4) 0.4823(6) 0.0172(15) Uani 1 1 d .
H21 H 0.6856 0.6325 0.4887 0.021 Uiso 1 1 calc R
C22 C 0.7312(5) 0.7511(4) 0.4835(6) 0.0186(16) Uani 1 1 d .
H22 H 0.6853 0.7809 0.4915 0.022 Uiso 1 1 calc R
C23 C 0.7988(6) 0.7956(3) 0.4727(7) 0.0136(10) Uani 1 1 d .
C24 C 0.8636(5) 0.7480(5) 0.4609(5) 0.0162(15) Uani 1 1 d .
H24 H 0.9106 0.7757 0.4531 0.019 Uiso 1 1 calc R
C25 C 0.8012(7) 0.8902(3) 0.4729(7) 0.0152(11) Uani 1 1 d .
C26 C 0.7269(6) 0.9368(4) 0.4264(6) 0.0174(16) Uani 1 1 d .
H26 H 0.6742 0.9075 0.3969 0.021 Uiso 1 1 calc R
C27 C 0.7284(6) 1.0244(4) 0.4224(7) 0.0179(17) Uani 1 1 d .
H27 H 0.6770 1.0550 0.3901 0.022 Uiso 1 1 calc R
C28 C 0.8797(6) 1.0225(4) 0.5122(6) 0.0149(16) Uani 1 1 d .
H28 H 0.9320 1.0519 0.5431 0.018 Uiso 1 1 calc R
C29 C 0.8777(5) 0.9325(4) 0.5135(5) 0.0132(14) Uani 1 1 d .
H29 H 0.9293 0.9013 0.5425 0.016 Uiso 1 1 calc R
C30 C 0.6233(6) 0.5243(4) 0.3183(6) 0.0170(16) Uani 1 1 d .
H30 H 0.6582 0.5578 0.2951 0.020 Uiso 1 1 calc R
C31 C 1.5349(5) 0.4713(4) 0.7721(6) 0.0154(15) Uani 1 1 d .
H31 H 1.5100 0.4341 0.7198 0.018 Uiso 1 1 calc R
C32 C 1.4822(5) 0.5232(4) 0.8044(6) 0.0134(15) Uani 1 1 d .
C33 C 1.5235(5) 0.5758(5) 0.8811(6) 0.0173(15) Uani 1 1 d .
H33 H 1.4907 0.6129 0.9036 0.021 Uiso 1 1 calc R
C34 C 1.6115(5) 0.5752(5) 0.9252(6) 0.0157(15) Uani 1 1 d .
H34 H 1.6377 0.6107 0.9788 0.019 Uiso 1 1 calc R
C40 C 0.9723(5) 0.5319(5) 0.6220(6) 0.0173(16) Uani 1 1 d .
H40 H 0.9371 0.5613 0.6482 0.021 Uiso 1 1 calc R
C41 C 1.0597(5) 0.5416(5) 0.6640(6) 0.0200(17) Uani 1 1 d .
H41 H 1.0828 0.5782 0.7172 0.024 Uiso 1 1 calc R
C42 C 1.1142(5) 0.4995(4) 0.6309(5) 0.0119(13) Uani 1 1 d .
C43 C 1.0758(4) 0.4473(4) 0.5523(5) 0.0110(13) Uani 1 1 d .
H43 H 1.1100 0.4160 0.5263 0.013 Uiso 1 1 calc R
C44 C 0.9876(5) 0.4416(4) 0.5127(5) 0.0141(14) Uani 1 1 d .
H44 H 0.9626 0.4063 0.4587 0.017 Uiso 1 1 calc R
C45 C 1.2098(4) 0.5055(5) 0.6747(5) 0.0133(13) Uani 1 1 d .
C46 C 1.2481(5) 0.5838(4) 0.7109(6) 0.0159(14) Uani 1 1 d .
H46 H 1.2137 0.6327 0.7064 0.019 Uiso 1 1 calc R
C47 C 1.3378(4) 0.5894(4) 0.7539(5) 0.0129(14) Uani 1 1 d .
H47 H 1.3639 0.6421 0.7796 0.016 Uiso 1 1 calc R
C48 C 1.3891(5) 0.5175(5) 0.7592(6) 0.0162(15) Uani 1 1 d .
C49 C 1.3475(5) 0.4406(5) 0.7212(5) 0.0164(14) Uani 1 1 d .
H49 H 1.3810 0.3913 0.7236 0.020 Uiso 1 1 calc R
C50 C 1.2607(5) 0.4349(4) 0.6812(5) 0.0157(15) Uani 1 1 d .
H50 H 1.2347 0.3817 0.6575 0.019 Uiso 1 1 calc R
N10 N 0.5975(4) 0.6995(4) 0.1785(5) 0.0254(14) Uani 1 1 d .
O10 O 0.6641(4) 0.7263(4) 0.2383(4) 0.0329(13) Uani 1 1 d .
O11 O 0.5957(5) 0.6457(4) 0.1167(4) 0.0371(15) Uani 1 1 d .
O12 O 0.5255(4) 0.7228(4) 0.1795(6) 0.0471(19) Uani 1 1 d .
N11 N 0.5888(4) 0.2668(4) 0.1758(4) 0.0223(13) Uani 1 1 d .
O13 O 0.6469(5) 0.2580(4) 0.1441(6) 0.0437(19) Uani 1 1 d .
O14 O 0.5570(4) 0.2026(3) 0.2002(4) 0.0289(12) Uani 1 1 d .
O15 O 0.5642(4) 0.3410(3) 0.1860(4) 0.0298(12) Uani 1 1 d .
O1W O 0.3099(3) 0.1354(3) 0.2384(3) 0.0153(10) Uani 1 1 d .
O2W O 0.6305(4) 0.4616(4) 0.1003(5) 0.0366(14) Uani 1 1 d .
C3M C 0.5386(7) 0.1828(8) 0.4006(9) 0.054(3) Uani 1 1 d .
O3M O 0.4700(4) 0.2150(4) 0.3166(5) 0.0315(14) Uani 1 1 d .
C4M C 0.3317(10) 0.8274(13) 0.2133(9) 0.110(8) Uani 1 1 d .
O4M O 0.3913(8) 0.8718(5) 0.2746(7) 0.076(3) Uani 1 1 d .
C5M C 0.5052(7) 0.7192(7) 0.4065(9) 0.051(3) Uani 1 1 d .
O5M O 0.5227(10) 0.7858(5) 0.3521(10) 0.109(5) Uani 1 1 d .
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'
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
O2 Co1 O1 176.52(16) . .
O2 Co1 N2 88.7(2) . .
O1 Co1 N2 87.9(2) . .
O2 Co1 N4 88.9(3) . .
O1 Co1 N4 90.5(3) . .
N2 Co1 N4 89.1(3) . .
O2 Co1 N3 90.1(2) . .
O1 Co1 N3 90.5(2) . .
N2 Co1 N3 91.4(3) . .
N4 Co1 N3 178.9(3) . .
O2 Co1 N1 91.9(2) . .
O1 Co1 N1 91.5(2) . .
N2 Co1 N1 178.1(3) . .
N4 Co1 N1 89.1(3) . .
N3 Co1 N1 90.4(2) . .
C11 N1 C10 117.5(5) . .
C11 N1 Co1 121.5(5) . .
C10 N1 Co1 121.0(5) . .
C20 N2 C21 116.4(5) . .
C20 N2 Co1 119.7(5) . .
C21 N2 Co1 123.8(5) . .
C30 N3 C34 118.2(7) . 2_464
C30 N3 Co1 120.2(6) . .
C34 N3 Co1 121.6(5) 2_464 .
C40 N4 C44 116.4(7) . .
C40 N4 Co1 123.3(5) . .
C44 N4 Co1 120.0(6) . .
N1 C10 C12 123.8(7) . 1_545
N1 C11 C14 121.9(7) . 1_545
C13 C12 C10 119.0(7) . 1_565
C12 C13 C14 117.4(5) . .
C12 C13 C15 121.4(8) . .
C14 C13 C15 121.1(8) . .
C11 C14 C13 120.3(7) 1_565 .
C27 C15 C28 119.5(5) . .
C27 C15 C13 120.1(8) . .
C28 C15 C13 120.4(8) . .
N2 C20 C24 124.3(7) . .
N2 C21 C22 123.3(7) . .
C23 C22 C21 118.9(7) . .
C22 C23 C24 117.5(5) . .
C22 C23 C25 121.5(8) . .
C24 C23 C25 121.0(8) . .
C20 C24 C23 119.5(7) . .
C29 C25 C26 119.2(5) . .
C29 C25 C23 120.3(8) . .
C26 C25 C23 120.3(9) . .
C27 C26 C25 121.3(8) . .
C26 C27 C15 120.1(8) . .
C15 C28 C29 119.9(7) . .
C25 C29 C28 120.0(7) . .
N3 C30 C31 122.6(7) . 2_464
C30 C31 C32 119.1(7) 2_665 .
C33 C32 C31 116.9(7) . .
C33 C32 C48 123.0(7) . .
C31 C32 C48 120.1(7) . .
C34 C33 C32 120.9(7) . .
N3 C34 C33 122.2(7) 2_665 .
N4 C40 C41 122.8(7) . .
C42 C41 C40 121.5(7) . .
C41 C42 C43 116.1(7) . .
C41 C42 C45 124.2(6) . .
C43 C42 C45 119.6(7) . .
C42 C43 C44 119.3(7) . .
N4 C44 C43 123.7(7) . .
C50 C45 C46 119.5(7) . .
C50 C45 C42 121.1(7) . .
C46 C45 C42 119.3(7) . .
C47 C46 C45 119.6(6) . .
C46 C47 C48 120.4(6) . .
C49 C48 C47 117.7(7) . .
C49 C48 C32 121.9(7) . .
C47 C48 C32 120.4(6) . .
C50 C49 C48 121.8(7) . .
C49 C50 C45 120.9(7) . .
O10 N10 O11 123.0(7) . .
O10 N10 O12 120.3(7) . .
O11 N10 O12 116.6(7) . .
O13 N11 O14 120.4(6) . .
O13 N11 O15 119.3(7) . .
O14 N11 O15 120.3(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O2 2.102(6) .
Co1 O1 2.112(5) .
Co1 N2 2.153(4) .
Co1 N4 2.160(7) .
Co1 N3 2.154(7) .
Co1 N1 2.158(5) .
N1 C11 1.343(10) .
N1 C10 1.348(10) .
N2 C20 1.339(11) .
N2 C21 1.349(10) .
N3 C30 1.355(10) .
N3 C34 1.350(10) 2_464
N4 C40 1.329(11) .
N4 C44 1.348(10) .
C10 C12 1.386(10) 1_545
C11 C14 1.384(10) 1_545
C12 C13 1.381(12) .
C12 C10 1.386(10) 1_565
C13 C14 1.404(11) .
C13 C15 1.495(7) .
C14 C11 1.384(10) 1_565
C15 C27 1.384(13) .
C15 C28 1.394(12) .
C20 C24 1.373(10) .
C21 C22 1.396(10) .
C22 C23 1.397(11) .
C23 C24 1.390(11) .
C23 C25 1.485(7) .
C25 C29 1.375(12) .
C25 C26 1.393(12) .
C26 C27 1.378(10) .
C28 C29 1.413(10) .
C30 C31 1.391(13) 2_464
C31 C30 1.391(13) 2_665
C31 C32 1.422(10) .
C32 C33 1.388(11) .
C32 C48 1.461(11) .
C33 C34 1.380(11) .
C34 N3 1.350(10) 2_665
C40 C41 1.377(11) .
C41 C42 1.372(11) .
C42 C43 1.394(9) .
C42 C45 1.498(10) .
C43 C44 1.382(10) .
C45 C50 1.382(10) .
C45 C46 1.401(10) .
C46 C47 1.408(10) .
C47 C48 1.406(10) .
C48 C49 1.406(11) .
C49 C50 1.362(11) .
N10 O10 1.226(9) .
N10 O11 1.257(9) .
N10 O12 1.272(9) .
N11 O13 1.252(9) .
N11 O14 1.262(8) .
N11 O15 1.266(8) .
C3M O3M 1.457(14) .
C4M O4M 1.289(16) .
C5M O5M 1.432(15) .
