#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/44/1514433.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_1514433
loop_
_publ_author_name
'Li, Tao'
'Chen, De-Li'
'Sullivan, Jeanne E.'
'Kozlowski, Mark T.'
'Johnson, J. Karl'
'Rosi, Nathaniel L.'
_publ_section_title
;
 Systematic modulation and enhancement of CO2 : N2
 selectivity and water stability in an isoreticular series of bio-MOF-11
 analogues
;
_journal_issue                   4
_journal_name_full               'Chemical Science'
_journal_page_first              1746
_journal_paper_doi               10.1039/c3sc22207a
_journal_volume                  4
_journal_year                    2013
_chemical_formula_sum            'C11 H16 Co N6 O3'
_chemical_formula_weight         339.23
_chemical_name_common            bio-MOF-12
_chemical_name_systematic
;
?
;
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   17.243(3)
_cell_length_b                   17.243(3)
_cell_length_c                   20.157(6)
_cell_measurement_reflns_used    2322
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      21.592
_cell_measurement_theta_min      2.622
_cell_volume                     5993(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       '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  0.0962
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30135
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    1.164
_exptl_absorpt_correction_T_max  0.8005
_exptl_absorpt_correction_T_min  0.8005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Sadabs'
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2800
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3750
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0474
_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)+(0.0377P)²+3.9774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0985
_reflns_number_gt                2453
_reflns_number_total             3750
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3sc22207a.txt
_cod_data_source_block           bm12s
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               1514433
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
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 0.03761(2) 0.46924(2) 0.060409(18) 0.02761(12) Uani 1 1 d .
C1 C 0.11616(16) 0.34439(16) 0.13443(14) 0.0322(6) Uani 1 1 d .
H1 H 0.1017 0.3131 0.0989 0.039 Uiso 1 1 calc R
C2 C 0.12675(16) 0.44150(15) 0.19877(13) 0.0287(6) Uani 1 1 d .
C3 C 0.12740(17) 0.51174(17) 0.23400(15) 0.0355(7) Uani 1 1 d .
C4 C 0.05496(17) 0.38656(17) -0.07007(16) 0.0356(7) Uani 1 1 d .
C5 C 0.0895(2) 0.32221(19) -0.11028(17) 0.0525(9) Uani 1 1 d .
H5A H 0.1325 0.3430 -0.1357 0.063 Uiso 1 1 calc R
H5B H 0.0508 0.3043 -0.1417 0.063 Uiso 1 1 calc R
C6 C 0.1182(2) 0.2534(2) -0.0712(2) 0.0712(12) Uani 1 1 d .
H3 H 0.1393 0.2155 -0.1010 0.107 Uiso 1 1 calc R
H4 H 0.0758 0.2309 -0.0470 0.107 Uiso 1 1 calc R
H5 H 0.1576 0.2699 -0.0407 0.107 Uiso 1 1 calc R
C7 C 0.16975(15) 0.38061(15) 0.22415(13) 0.0274(6) Uani 1 1 d .
C8 C 0.21001(19) 0.45287(17) 0.30908(16) 0.0427(8) Uani 1 1 d .
H6 H 0.2395 0.4586 0.3474 0.051 Uiso 1 1 calc R
N1 N 0.09196(13) 0.41756(13) 0.13986(11) 0.0292(5) Uani 1 1 d .
N2 N 0.08829(16) 0.57536(14) 0.21591(14) 0.0499(8) Uani 1 1 d .
H7 H 0.0911 0.6167 0.2396 0.060 Uiso 1 1 calc R
H8 H 0.0603 0.5749 0.1806 0.060 Uiso 1 1 calc R
N3 N 0.17077(16) 0.51505(14) 0.29003(13) 0.0444(7) Uani 1 1 d .
N4 N 0.16279(13) 0.31820(13) 0.18323(11) 0.0303(5) Uani 1 1 d .
N5 N 0.21280(14) 0.38340(13) 0.28063(12) 0.0321(5) Uani 1 1 d .
O1 O 0.07272(12) 0.39095(12) -0.01009(10) 0.0429(5) Uani 1 1 d .
O2 O 0.01097(12) 0.43375(12) -0.09970(11) 0.0437(6) Uani 1 1 d .
O3 O 0.1056(2) 0.72953(19) 0.2787(2) 0.1086(13) Uani 1 1 d .
N6 N 0.1342(2) 0.8549(2) 0.29902(17) 0.0706(10) Uani 1 1 d .
C11 C 0.0876(3) 0.7957(3) 0.2914(2) 0.0838(14) Uani 1 1 d .
H11A H 0.0349 0.8056 0.2964 0.101 Uiso 1 1 calc R
C10 C 0.2160(3) 0.8433(3) 0.2936(3) 0.129(2) Uani 1 1 d .
H10A H 0.2262 0.7903 0.2819 0.194 Uiso 1 1 calc R
H10B H 0.2402 0.8550 0.3352 0.194 Uiso 1 1 calc R
H10C H 0.2364 0.8768 0.2598 0.194 Uiso 1 1 calc R
C9 C 0.1078(4) 0.9314(3) 0.3149(3) 0.131(2) Uani 1 1 d .
H9A H 0.0522 0.9319 0.3167 0.196 Uiso 1 1 calc R
H9B H 0.1252 0.9671 0.2815 0.196 Uiso 1 1 calc R
H9C H 0.1284 0.9466 0.3572 0.196 Uiso 1 1 calc R
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 159.01(9) 9_565 .
O2 Co1 N1 103.93(9) 9_565 .
O1 Co1 N1 96.87(9) . .
O2 Co1 N4 89.98(9) 9_565 12_666
O1 Co1 N4 89.63(9) . 12_666
N1 Co1 N4 98.59(9) . 12_666
O2 Co1 N5 88.65(9) 9_565 4_454
O1 Co1 N5 86.42(9) . 4_454
N1 Co1 N5 96.04(9) . 4_454
N4 Co1 N5 165.20(9) 12_666 4_454
O2 Co1 Co1 81.07(6) 9_565 9_565
O1 Co1 Co1 78.17(6) . 9_565
N1 Co1 Co1 174.92(7) . 9_565
N4 Co1 Co1 80.40(6) 12_666 9_565
N5 Co1 Co1 84.83(6) 4_454 9_565
N1 C1 N4 116.3(3) . .
N1 C1 H1 121.8 . .
N4 C1 H1 121.8 . .
C7 C2 N1 108.7(2) . .
C7 C2 C3 117.6(3) . .
N1 C2 C3 133.6(3) . .
N2 C3 N3 118.1(3) . .
N2 C3 C2 124.4(3) . .
N3 C3 C2 117.5(3) . .
O1 C4 O2 124.5(3) . .
O1 C4 C5 118.1(3) . .
O2 C4 C5 117.4(3) . .
C4 C5 C6 115.5(3) . .
C4 C5 H5A 108.4 . .
C6 C5 H5A 108.4 . .
C4 C5 H5B 108.4 . .
C6 C5 H5B 108.4 . .
H5A C5 H5B 107.5 . .
C5 C6 H3 109.5 . .
C5 C6 H4 109.5 . .
H3 C6 H4 109.5 . .
C5 C6 H5 109.5 . .
H3 C6 H5 109.5 . .
H4 C6 H5 109.5 . .
N5 C7 N4 125.7(2) . .
N5 C7 C2 125.1(3) . .
N4 C7 C2 109.2(2) . .
N3 C8 N5 128.5(3) . .
N3 C8 H6 115.7 . .
N5 C8 H6 115.7 . .
C1 N1 C2 102.4(2) . .
C1 N1 Co1 119.22(19) . .
C2 N1 Co1 136.98(18) . .
C3 N2 H7 120.0 . .
C3 N2 H8 120.0 . .
H7 N2 H8 120.0 . .
C8 N3 C3 119.3(3) . .
C1 N4 C7 103.3(2) . .
C1 N4 Co1 128.33(19) . 15
C7 N4 Co1 128.12(18) . 15
C8 N5 C7 111.9(2) . .
C8 N5 Co1 127.0(2) . 3
C7 N5 Co1 120.87(18) . 3
C4 O1 Co1 129.6(2) . .
C4 O2 Co1 126.4(2) . 9_565
C11 N6 C10 119.2(4) . .
C11 N6 C9 123.4(5) . .
C10 N6 C9 117.4(4) . .
O3 C11 N6 127.1(5) . .
O3 C11 H11A 116.4 . .
N6 C11 H11A 116.4 . .
N6 C10 H10A 109.5 . .
N6 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
N6 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N6 C9 H9A 109.5 . .
N6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
N6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O2 2.031(2) 9_565
Co1 O1 2.051(2) .
Co1 N1 2.058(2) .
Co1 N4 2.072(2) 12_666
Co1 N5 2.112(2) 4_454
Co1 Co1 2.9560(9) 9_565
C1 N1 1.334(3) .
C1 N4 1.348(3) .
C1 H1 0.9300 .
C2 C7 1.383(4) .
C2 N1 1.393(3) .
C2 C3 1.404(4) .
C3 N2 1.338(4) .
C3 N3 1.356(4) .
C4 O1 1.249(3) .
C4 O2 1.263(3) .
C4 C5 1.497(4) .
C5 C6 1.508(5) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 H3 0.9600 .
C6 H4 0.9600 .
C6 H5 0.9600 .
C7 N5 1.360(3) .
C7 N4 1.361(3) .
C8 N3 1.325(4) .
C8 N5 1.329(4) .
C8 H6 0.9300 .
N2 H7 0.8600 .
N2 H8 0.8600 .
N4 Co1 2.072(2) 15
N5 Co1 2.112(2) 3
O2 Co1 2.031(2) 9_565
O3 C11 1.210(5) .
N6 C11 1.307(5) .
N6 C10 1.429(6) .
N6 C9 1.432(5) .
C11 H11A 0.9300 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
