#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/02/7220250.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_7220250
loop_
_publ_author_name
'Armaghan, Mahsa'
'Lu, Wei-Yu'
'Wu, Di'
'Wei, Yao'
'Yuan, Feng-Ling'
'Weng, Ng Seik'
'MOHHAMADPOUR AMINI, MOSTAFA'
'Zhang, Wen-Hua'
'Young, David James'
'Hor, Andy'
'Lang, Jian-Ping'
_publ_section_title
;
 Isolation of first row transition metal--carboxylate zwitterions
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA05564D
_journal_year                    2015
_chemical_formula_moiety         'C26 H24 Co N2 O8'
_chemical_formula_sum            'C26 H24 Co N2 O8'
_chemical_formula_weight         551.40
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-07-10 deposited with the CCDC.
2015-05-07 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.721(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.051(11)
_cell_length_b                   7.425(3)
_cell_length_c                   12.951(6)
_cell_measurement_reflns_used    525
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      20.27
_cell_measurement_theta_min      3.18
_cell_volume                     2294.6(17)
_computing_cell_refinement       'ApexII (Bruker, 2011)'
_computing_data_collection       'ApexII (Bruker, 2011)'
_computing_data_reduction        'ApexII (Bruker, 2011)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       'phi and omega scans'
_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  0.1697
_diffrn_reflns_av_sigmaI/netI    0.1228
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15227
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.87
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.806
_exptl_absorpt_correction_T_max  0.9841
_exptl_absorpt_correction_T_min  0.9841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, (Sheldrick 2008)'
_exptl_crystal_colour            light-orange
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2637
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.1329
_refine_ls_R_factor_gt           0.0575
_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)+(0.0412P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0934
_refine_ls_wR_factor_ref         0.1167
_reflns_number_gt                1495
_reflns_number_total             2637
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra05564d2.cif
_cod_data_source_block           15
_cod_original_cell_volume        2294.8(16)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7220250
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'
'-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 0.5000 0.18094(12) 0.2500 0.0170(2) Uani 1 2 d S
O1 O 0.51135(10) 0.1856(5) 0.4165(2) 0.0304(7) Uani 1 1 d D
H1O H 0.5410(12) 0.225(5) 0.460(3) 0.036 Uiso 1 1 d D
O2 O 0.10840(11) 0.2242(4) 0.0528(2) 0.0344(9) Uani 1 1 d .
O3 O 0.05586(9) 0.1787(4) 0.16064(19) 0.0222(6) Uani 1 1 d .
O1W O 0.5000 0.4549(7) 0.2500 0.0557(15) Uani 1 2 d SD
H1W1 H 0.516(2) 0.502(6) 0.209(4) 0.067 Uiso 1 1 d D
O2W O 0.5000 -0.0928(6) 0.2500 0.0454(14) Uani 1 2 d SD
H1W2 H 0.5223(16) -0.159(5) 0.234(4) 0.054 Uiso 1 1 d D
N1 N 0.41759(11) 0.1728(4) 0.2590(2) 0.0166(7) Uani 1 1 d .
C1 C 0.46376(14) 0.2324(5) 0.4494(3) 0.0220(10) Uani 1 1 d .
H1A H 0.4652 0.3619 0.4683 0.026 Uiso 1 1 calc R
H1B H 0.4638 0.1619 0.5143 0.026 Uiso 1 1 calc R
C2 C 0.41124(15) 0.1928(5) 0.3577(3) 0.0178(8) Uani 1 1 d .
C3 C 0.36011(14) 0.1832(6) 0.3761(3) 0.0201(8) Uani 1 1 d .
H3 H 0.3577 0.2025 0.4470 0.024 Uiso 1 1 calc R
C4 C 0.31187(15) 0.1454(5) 0.2912(3) 0.0173(9) Uani 1 1 d .
C5 C 0.31917(16) 0.1229(5) 0.1893(3) 0.0228(10) Uani 1 1 d .
H5 H 0.2876 0.0974 0.1285 0.027 Uiso 1 1 calc R
C6 C 0.37101(15) 0.1370(5) 0.1760(3) 0.0235(10) Uani 1 1 d .
H6 H 0.3745 0.1209 0.1055 0.028 Uiso 1 1 calc R
C7 C 0.25586(15) 0.1292(5) 0.3067(3) 0.0173(9) Uani 1 1 d .
C8 C 0.25057(15) 0.0736(5) 0.4060(3) 0.0235(10) Uani 1 1 d .
H8 H 0.2833 0.0471 0.4642 0.028 Uiso 1 1 calc R
C9 C 0.19843(15) 0.0564(6) 0.4213(3) 0.0253(10) Uani 1 1 d .
H9 H 0.1957 0.0196 0.4897 0.030 Uiso 1 1 calc R
C10 C 0.15041(16) 0.0929(6) 0.3371(3) 0.0223(9) Uani 1 1 d .
H10 H 0.1146 0.0810 0.3475 0.027 Uiso 1 1 calc R
C11 C 0.15470(15) 0.1474(5) 0.2367(3) 0.0196(9) Uani 1 1 d .
C12 C 0.20726(14) 0.1656(5) 0.2227(3) 0.0178(8) Uani 1 1 d .
H12 H 0.2100 0.2036 0.1545 0.021 Uiso 1 1 calc R
C13 C 0.10262(15) 0.1870(6) 0.1428(3) 0.0202(8) 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
O2W Co1 O1W 180.000(1) . .
O2W Co1 O1 90.95(10) . .
O1W Co1 O1 89.05(10) . .
O2W Co1 O1 90.95(10) . 2_655
O1W Co1 O1 89.05(10) . 2_655
O1 Co1 O1 178.1(2) . 2_655
O2W Co1 N1 88.35(9) . .
O1W Co1 N1 91.65(9) . .
O1 Co1 N1 76.75(10) . .
O1 Co1 N1 103.31(10) 2_655 .
O2W Co1 N1 88.35(9) . 2_655
O1W Co1 N1 91.65(9) . 2_655
O1 Co1 N1 103.31(10) . 2_655
O1 Co1 N1 76.75(10) 2_655 2_655
N1 Co1 N1 176.70(19) . 2_655
C1 O1 Co1 116.7(2) . .
C1 O1 H1O 111(3) . .
Co1 O1 H1O 121(3) . .
Co1 O1W H1W1 115(4) . .
Co1 O2W H1W2 127(3) . .
C2 N1 C6 117.1(3) . .
C2 N1 Co1 116.9(2) . .
C6 N1 Co1 125.9(2) . .
O1 C1 C2 109.0(3) . .
O1 C1 H1A 109.9 . .
C2 C1 H1A 109.9 . .
O1 C1 H1B 109.9 . .
C2 C1 H1B 109.9 . .
H1A C1 H1B 108.3 . .
N1 C2 C3 123.1(3) . .
N1 C2 C1 116.3(3) . .
C3 C2 C1 120.6(3) . .
C2 C3 C4 120.3(3) . .
C2 C3 H3 119.9 . .
C4 C3 H3 119.9 . .
C3 C4 C5 116.0(3) . .
C3 C4 C7 122.7(3) . .
C5 C4 C7 121.3(3) . .
C6 C5 C4 120.9(4) . .
C6 C5 H5 119.5 . .
C4 C5 H5 119.5 . .
N1 C6 C5 122.6(4) . .
N1 C6 H6 118.7 . .
C5 C6 H6 118.7 . .
C12 C7 C8 118.2(3) . .
C12 C7 C4 121.2(3) . .
C8 C7 C4 120.6(3) . .
C9 C8 C7 121.2(4) . .
C9 C8 H8 119.4 . .
C7 C8 H8 119.4 . .
C10 C9 C8 120.1(4) . .
C10 C9 H9 120.0 . .
C8 C9 H9 120.0 . .
C9 C10 C11 119.7(3) . .
C9 C10 H10 120.1 . .
C11 C10 H10 120.1 . .
C12 C11 C10 119.6(3) . .
C12 C11 C13 119.7(3) . .
C10 C11 C13 120.7(3) . .
C11 C12 C7 121.2(3) . .
C11 C12 H12 119.4 . .
C7 C12 H12 119.4 . .
O2 C13 O3 124.0(3) . .
O2 C13 C11 118.4(3) . .
O3 C13 C11 117.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O2W 2.033(5) .
Co1 O1W 2.034(5) .
Co1 O1 2.088(3) .
Co1 O1 2.088(3) 2_655
Co1 N1 2.104(3) .
Co1 N1 2.104(3) 2_655
O1 C1 1.426(4) .
O1 H1O 0.836(18) .
O2 C13 1.249(4) .
O3 C13 1.262(4) .
O1W H1W1 0.839(19) .
O2W H1W2 0.821(18) .
N1 C2 1.344(4) .
N1 C6 1.351(4) .
C1 C2 1.509(5) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C3 1.374(5) .
C3 C4 1.392(5) .
C3 H3 0.9500 .
C4 C5 1.396(5) .
C4 C7 1.481(5) .
C5 C6 1.365(5) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C12 1.390(5) .
C7 C8 1.395(5) .
C8 C9 1.385(5) .
C8 H8 0.9500 .
C9 C10 1.383(5) .
C9 H9 0.9500 .
C10 C11 1.397(5) .
C10 H10 0.9500 .
C11 C12 1.389(5) .
C11 C13 1.517(5) .
C12 H12 0.9500 .
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
O1 H1O O2 0.836(18) 1.79(2) 2.620(4) 171(4) 8_556
O1 H1O O3 0.836(18) 2.61(4) 3.180(4) 126(4) 8_556
O1W H1W1 O3 0.839(19) 1.86(3) 2.654(4) 157(5) 3
O2W H1W2 O3 0.821(18) 1.88(2) 2.676(4) 164(5) 3_545
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
O2W Co1 O1 C1 -105.3(3) .
O1W Co1 O1 C1 74.7(3) .
O1 Co1 O1 C1 74.7(3) 2_655
N1 Co1 O1 C1 -17.3(3) .
N1 Co1 O1 C1 166.1(3) 2_655
O2W Co1 N1 C2 98.0(3) .
O1W Co1 N1 C2 -82.0(3) .
O1 Co1 N1 C2 6.6(3) .
O1 Co1 N1 C2 -171.5(3) 2_655
N1 Co1 N1 C2 98.0(3) 2_655
O2W Co1 N1 C6 -77.1(3) .
O1W Co1 N1 C6 102.9(3) .
O1 Co1 N1 C6 -168.5(3) .
O1 Co1 N1 C6 13.4(3) 2_655
N1 Co1 N1 C6 -77.1(3) 2_655
Co1 O1 C1 C2 23.6(4) .
C6 N1 C2 C3 -1.8(6) .
Co1 N1 C2 C3 -177.4(3) .
C6 N1 C2 C1 179.9(3) .
Co1 N1 C2 C1 4.4(5) .
O1 C1 C2 N1 -17.8(5) .
O1 C1 C2 C3 163.9(4) .
N1 C2 C3 C4 2.2(7) .
C1 C2 C3 C4 -179.6(4) .
C2 C3 C4 C5 -1.3(6) .
C2 C3 C4 C7 178.5(4) .
C3 C4 C5 C6 0.3(6) .
C7 C4 C5 C6 -179.6(4) .
C2 N1 C6 C5 0.7(6) .
Co1 N1 C6 C5 175.8(3) .
C4 C5 C6 N1 0.0(6) .
C3 C4 C7 C12 153.1(4) .
C5 C4 C7 C12 -27.1(6) .
C3 C4 C7 C8 -28.1(6) .
C5 C4 C7 C8 151.8(4) .
C12 C7 C8 C9 -0.6(6) .
C4 C7 C8 C9 -179.4(4) .
C7 C8 C9 C10 0.6(6) .
C8 C9 C10 C11 -0.1(6) .
C9 C10 C11 C12 -0.5(6) .
C9 C10 C11 C13 179.6(4) .
C10 C11 C12 C7 0.5(6) .
C13 C11 C12 C7 -179.6(3) .
C8 C7 C12 C11 0.0(6) .
C4 C7 C12 C11 178.8(4) .
C12 C11 C13 O2 4.6(6) .
C10 C11 C13 O2 -175.5(4) .
C12 C11 C13 O3 -176.1(4) .
C10 C11 C13 O3 3.8(6) .
