#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:38:02 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179539 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/08/4500844.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_4500844
loop_
_publ_author_name
'Karmakar, Anirban'
'Titi, Hatem M.'
'Goldberg, Israel'
_publ_section_title
;
 Coordination Polymers of
 5-(2-Amino/Acetamido-4-carboxyphenoxy)-benzene-1,3-dioic Acids with
 Transition Metal Ions: Synthesis, Structure, and Catalytic Activity
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2621
_journal_paper_doi               10.1021/cg200350j
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C25 H21 Co N3 O9'
_chemical_formula_sum            'C25 H21 Co N3 O9'
_chemical_formula_weight         566.38
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.9554(15)
_cell_angle_beta                 108.4746(10)
_cell_angle_gamma                105.0417(15)
_cell_formula_units_Z            2
_cell_length_a                   10.0171(3)
_cell_length_b                   12.4196(4)
_cell_length_c                   15.3363(5)
_cell_measurement_reflns_used    6185
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.81
_cell_measurement_theta_min      2.27
_cell_volume                     1687.66(10)
_computing_cell_refinement       Denzo
_computing_data_collection       'Collect, Nonius B.V.'
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. ω 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  0.0450
_diffrn_reflns_av_sigmaI/netI    0.0715
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18742
_diffrn_reflns_theta_full        27.81
_diffrn_reflns_theta_max         27.81
_diffrn_reflns_theta_min         2.27
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.552
_exptl_absorpt_correction_T_max  0.8975
_exptl_absorpt_correction_T_min  0.8093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_platon_squeeze_details
;
;
_refine_diff_density_max         1.069
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         7877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.944
_refine_ls_R_factor_all          0.1061
_refine_ls_R_factor_gt           0.0648
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0989P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1723
_refine_ls_wR_factor_ref         0.1895
_reflns_number_gt                4564
_reflns_number_total             7877
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200350j_si_001.cif
_cod_data_source_block           8
_cod_original_cell_volume        1687.65(9)
_cod_database_code               4500844
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.74150(4) 0.24068(3) 0.74387(2) 0.04337(17) Uani 1 1 d .
O2 O 0.5325(2) 0.11286(18) 0.68914(14) 0.0450(5) Uani 1 1 d .
C3 C 0.4190(4) 0.1083(3) 0.7088(2) 0.0490(8) Uani 1 1 d .
O4 O 0.4189(3) 0.1700(3) 0.78237(17) 0.0731(8) Uani 1 1 d .
C5 C 0.2723(3) 0.0204(3) 0.6400(2) 0.0469(7) Uani 1 1 d .
C6 C 0.2596(3) -0.0403(3) 0.5522(2) 0.0463(7) Uani 1 1 d .
H6 H 0.3445 -0.0267 0.5350 0.056 Uiso 1 1 calc R
C7 C 0.1248(3) -0.1206(3) 0.4892(2) 0.0482(7) Uani 1 1 d .
C8 C 0.1101(4) -0.1876(3) 0.3933(2) 0.0541(8) Uani 1 1 d .
O9 O 0.2156(2) -0.15467(18) 0.36609(14) 0.0470(5) Uani 1 1 d .
O10 O -0.0059(3) -0.2718(3) 0.34764(19) 0.0821(8) Uani 1 1 d .
C11 C 0.0000(3) -0.1405(3) 0.5146(2) 0.0497(8) Uani 1 1 d .
H11 H -0.0924 -0.1966 0.4728 0.060 Uiso 1 1 calc R
C12 C 0.0129(3) -0.0777(3) 0.6013(2) 0.0528(8) Uani 1 1 d .
C13 C 0.1473(3) 0.0032(3) 0.6645(2) 0.0523(8) Uani 1 1 d .
H13 H 0.1538 0.0461 0.7235 0.063 Uiso 1 1 calc R
O14 O -0.1159(2) -0.0932(2) 0.62178(16) 0.0588(6) Uani 1 1 d .
C15 C -0.1258(3) -0.1460(3) 0.6923(2) 0.0530(8) Uani 1 1 d .
C16 C -0.0267(4) -0.1998(3) 0.7359(2) 0.0560(8) Uani 1 1 d .
H16 H 0.0557 -0.1998 0.7179 0.067 Uiso 1 1 calc R
C17 C -0.0483(4) -0.2532(3) 0.8053(2) 0.0572(8) Uani 1 1 d .
H17 H 0.0203 -0.2885 0.8362 0.069 Uiso 1 1 calc R
C18 C -0.1717(4) -0.2548(3) 0.8297(2) 0.0603(9) Uani 1 1 d .
C19 C -0.1893(6) -0.3154(4) 0.9050(4) 0.0875(13) Uani 1 1 d .
O20 O -0.1036(4) -0.3600(3) 0.9448(3) 0.0990(10) Uani 1 1 d .
O21 O -0.3080(4) -0.3130(4) 0.9230(3) 0.1186(13) Uani 1 1 d .
H21 H -0.3025 -0.3453 0.9764 0.178 Uiso 1 1 d .
C22 C -0.2700(4) -0.2013(3) 0.7852(3) 0.0616(9) Uani 1 1 d .
H22 H -0.3538 -0.2034 0.8023 0.074 Uiso 1 1 calc R
C23 C -0.2502(3) -0.1453(3) 0.7173(2) 0.0520(8) Uani 1 1 d .
N24 N -0.3484(3) -0.0940(3) 0.6694(2) 0.0625(8) Uani 1 1 d .
H24A H -0.4281 -0.0969 0.6820 0.075 Uiso 1 1 d .
H24B H -0.3111 -0.0244 0.6587 0.075 Uiso 1 1 d .
N25 N 0.6502(3) 0.3368(2) 0.65122(16) 0.0464(6) Uani 1 1 d .
C26 C 0.5490(4) 0.2862(3) 0.5632(2) 0.0574(9) Uani 1 1 d .
H26 H 0.5173 0.2045 0.5413 0.069 Uiso 1 1 calc R
C27 C 0.4882(4) 0.3473(3) 0.5026(2) 0.0624(10) Uani 1 1 d .
H27 H 0.4157 0.3071 0.4409 0.075 Uiso 1 1 calc R
C28 C 0.5321(4) 0.4663(3) 0.5312(2) 0.0571(9) Uani 1 1 d .
C29 C 0.6388(5) 0.5184(3) 0.6213(2) 0.0908(16) Uani 1 1 d .
H29 H 0.6753 0.6001 0.6441 0.109 Uiso 1 1 calc R
C30 C 0.6934(5) 0.4507(3) 0.6795(2) 0.0792(14) Uani 1 1 d .
H30 H 0.7647 0.4884 0.7420 0.095 Uiso 1 1 calc R
N31 N 0.8378(3) 0.1497(2) 0.83923(15) 0.0411(6) Uani 1 1 d .
C32 C 0.9679(4) 0.1344(3) 0.8469(2) 0.0489(8) Uani 1 1 d .
H32 H 1.0167 0.1645 0.8077 0.059 Uiso 1 1 calc R
C33 C 1.0354(3) 0.0774(3) 0.90853(19) 0.0482(7) Uani 1 1 d .
H33 H 1.1284 0.0696 0.9113 0.058 Uiso 1 1 calc R
C34 C 0.9672(3) 0.0317(2) 0.96610(17) 0.0388(6) Uani 1 1 d .
C35 C 0.8302(3) 0.0472(3) 0.9579(2) 0.0447(7) Uani 1 1 d .
H35 H 0.7781 0.0169 0.9955 0.054 Uiso 1 1 calc R
C36 C 0.7719(3) 0.1063(3) 0.8955(2) 0.0470(7) Uani 1 1 d .
H36 H 0.6800 0.1170 0.8921 0.056 Uiso 1 1 calc R
O37 O 0.9502(3) 0.3754(2) 0.79000(16) 0.0640(6) Uani 1 1 d .
H37A H 0.9853 0.3698 0.8494 0.077 Uiso 1 1 d .
H37B H 0.9696 0.3393 0.7392 0.077 Uiso 1 1 d .
O38 O 0.6861(2) 0.33137(19) 0.84842(14) 0.0530(6) Uani 1 1 d .
H38A H 0.5988 0.2749 0.8232 0.064 Uiso 1 1 d .
H38B H 0.6897 0.4030 0.8617 0.064 Uiso 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'
O O 0.0106 0.0060 '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'
Co Co 0.3393 1.1124 '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
O9 Co1 O2 86.73(9) 2_656 .
O9 Co1 O38 175.86(7) 2_656 .
O2 Co1 O38 91.68(9) . .
O9 Co1 N31 92.43(8) 2_656 .
O2 Co1 N31 92.96(9) . .
O38 Co1 N31 91.47(8) . .
O9 Co1 O37 91.43(9) 2_656 .
O2 Co1 O37 175.62(8) . .
O38 Co1 O37 89.88(10) . .
N31 Co1 O37 91.09(9) . .
O9 Co1 N25 88.41(9) 2_656 .
O2 Co1 N25 88.69(9) . .
O38 Co1 N25 87.73(9) . .
N31 Co1 N25 178.19(10) . .
O37 Co1 N25 87.29(10) . .
C3 O2 Co1 130.0(2) . .
O2 C3 O4 124.8(3) . .
O2 C3 C5 117.4(3) . .
O4 C3 C5 117.8(3) . .
C6 C5 C13 119.7(3) . .
C6 C5 C3 121.1(3) . .
C13 C5 C3 119.2(3) . .
C5 C6 C7 121.0(3) . .
C5 C6 H6 119.5 . .
C7 C6 H6 119.5 . .
C6 C7 C11 119.5(3) . .
C6 C7 C8 121.4(3) . .
C11 C7 C8 119.1(3) . .
O10 C8 O9 124.9(3) . .
O10 C8 C7 117.7(3) . .
O9 C8 C7 117.4(3) . .
C8 O9 Co1 128.8(2) . 2_656
C12 C11 C7 119.1(3) . .
C12 C11 H11 120.4 . .
C7 C11 H11 120.4 . .
C11 C12 C13 121.7(3) . .
C11 C12 O14 117.9(3) . .
C13 C12 O14 120.3(3) . .
C12 C13 C5 119.0(3) . .
C12 C13 H13 120.5 . .
C5 C13 H13 120.5 . .
C15 O14 C12 117.7(2) . .
O14 C15 C16 124.5(3) . .
O14 C15 C23 114.4(3) . .
C16 C15 C23 121.1(3) . .
C17 C16 C15 120.1(3) . .
C17 C16 H16 120.0 . .
C15 C16 H16 120.0 . .
C16 C17 C18 119.4(3) . .
C16 C17 H17 120.3 . .
C18 C17 H17 120.3 . .
C22 C18 C17 119.8(3) . .
C22 C18 C19 123.5(4) . .
C17 C18 C19 116.7(4) . .
O20 C19 O21 123.6(5) . .
O20 C19 C18 123.9(4) . .
O21 C19 C18 112.5(5) . .
C19 O21 H21 105.8 . .
C23 C22 C18 122.2(3) . .
C23 C22 H22 118.9 . .
C18 C22 H22 118.9 . .
C22 C23 N24 123.8(3) . .
C22 C23 C15 117.3(3) . .
N24 C23 C15 118.9(3) . .
C23 N24 H24A 119.4 . .
C23 N24 H24B 119.0 . .
H24A N24 H24B 109.9 . .
C30 N25 C26 117.1(2) . .
C30 N25 Co1 120.51(19) . .
C26 N25 Co1 122.3(2) . .
N25 C26 C27 123.0(3) . .
N25 C26 H26 118.5 . .
C27 C26 H26 118.5 . .
C26 C27 C28 120.5(3) . .
C26 C27 H27 119.7 . .
C28 C27 H27 119.7 . .
C29 C28 C27 116.3(3) . .
C29 C28 C28 121.9(4) . 2_666
C27 C28 C28 121.8(3) . 2_666
C28 C29 C30 120.0(3) . .
C28 C29 H29 120.0 . .
C30 C29 H29 120.0 . .
N25 C30 C29 123.0(3) . .
N25 C30 H30 118.5 . .
C29 C30 H30 118.5 . .
C32 N31 C36 116.7(2) . .
C32 N31 Co1 121.8(2) . .
C36 N31 Co1 121.56(19) . .
N31 C32 C33 123.8(3) . .
N31 C32 H32 118.1 . .
C33 C32 H32 118.1 . .
C32 C33 C34 119.7(3) . .
C32 C33 H33 120.1 . .
C34 C33 H33 120.1 . .
C33 C34 C35 116.7(2) . .
C33 C34 C34 122.8(3) . 2_757
C35 C34 C34 120.6(3) . 2_757
C36 C35 C34 119.8(3) . .
C36 C35 H35 120.1 . .
C34 C35 H35 120.1 . .
N31 C36 C35 123.4(3) . .
N31 C36 H36 118.3 . .
C35 C36 H36 118.3 . .
Co1 O37 H37A 97.2 . .
Co1 O37 H37B 89.7 . .
H37A O37 H37B 125.3 . .
Co1 O38 H38A 85.4 . .
Co1 O38 H38B 130.1 . .
H38A O38 H38B 120.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O9 2.075(2) 2_656
Co1 O2 2.087(2) .
Co1 O38 2.115(2) .
Co1 N31 2.129(2) .
Co1 O37 2.133(3) .
Co1 N25 2.133(2) .
O2 C3 1.256(4) .
C3 O4 1.262(4) .
C3 C5 1.513(4) .
C5 C6 1.386(4) .
C5 C13 1.392(4) .
C6 C7 1.388(4) .
C6 H6 0.9500 .
C7 C11 1.398(4) .
C7 C8 1.514(5) .
C8 O10 1.248(4) .
C8 O9 1.252(4) .
O9 Co1 2.075(2) 2_656
C11 C12 1.382(5) .
C11 H11 0.9500 .
C12 C13 1.389(4) .
C12 O14 1.396(4) .
C13 H13 0.9500 .
O14 C15 1.366(4) .
C15 C16 1.394(5) .
C15 C23 1.417(5) .
C16 C17 1.382(5) .
C16 H16 0.9500 .
C17 C18 1.397(5) .
C17 H17 0.9500 .
C18 C22 1.390(5) .
C18 C19 1.503(6) .
C19 O20 1.199(6) .
C19 O21 1.310(6) .
O21 H21 0.9591 .
C22 C23 1.375(5) .
C22 H22 0.9500 .
C23 N24 1.389(4) .
N24 H24A 0.8721 .
N24 H24B 0.9104 .
N25 C30 1.322(4) .
N25 C26 1.335(4) .
C26 C27 1.382(4) .
C26 H26 0.9500 .
C27 C28 1.382(4) .
C27 H27 0.9500 .
C28 C29 1.378(4) .
C28 C28 1.471(5) 2_666
C29 C30 1.401(4) .
C29 H29 0.9500 .
C30 H30 0.9500 .
N31 C32 1.337(4) .
N31 C36 1.340(4) .
C32 C33 1.379(4) .
C32 H32 0.9500 .
C33 C34 1.380(4) .
C33 H33 0.9500 .
C34 C35 1.404(4) .
C34 C34 1.492(5) 2_757
C35 C36 1.371(4) .
C35 H35 0.9500 .
C36 H36 0.9500 .
O37 H37A 0.8875 .
O37 H37B 0.9366 .
O38 H38A 0.8887 .
O38 H38B 0.8698 .
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
N24 H24B O9 0.91 2.32 3.233(4) 179 2_556
O37 H37B O10 0.94 1.65 2.587(4) 177 2_656
O38 H38A O4 0.89 1.77 2.659(4) 174 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.070 0.450 0.430 587 120 ' '
