#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:45:29 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178962 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/91/4119176.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_4119176
loop_
_publ_author_name
'Liting Du'
'Zhiyong Lu'
'Kaiyuan Zheng'
'Junyi Wang'
'Xin Zheng'
'Yi Pan'
'Xiaozeng You'
'Junfeng Bai'
_publ_section_title
;
 Fine-Tuning Pore Size by Shifting Coordination Sites of Ligands and
 Surface Polarization of Metal-Organic Frameworks To Sharply Enhance the
 Selectivity for CO2
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              562
_journal_page_last               565
_journal_paper_doi               10.1021/ja309992a
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         'C13 H7 Cu N O4, C3 H7 N O'
_chemical_formula_sum            'C16 H14 Cu N2 O5'
_chemical_formula_weight         377.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 108.7200(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.5385(9)
_cell_length_b                   10.7768(9)
_cell_length_c                   14.7694(12)
_cell_measurement_reflns_used    4715
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.39
_cell_volume                     1588.6(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      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0683
_diffrn_reflns_av_sigmaI/netI    0.0558
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8734
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    1.404
_exptl_absorpt_correction_T_max  0.894
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2800
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0280
_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)+(0.0385P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0772
_reflns_number_gt                2443
_reflns_number_total             2800
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja309992a_si_002_1.cif
_cod_data_source_block           NJU-Bai7
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4119176
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Cu1 Cu 0.90651(2) -0.08595(2) -0.011142(19) 0.01140(11) Uani 1 1 d .
O1 O 0.80851(15) 0.03757(14) 0.03911(12) 0.0187(4) Uani 1 1 d .
O2 O 0.97432(15) 0.17798(14) 0.06773(12) 0.0194(4) Uani 1 1 d .
O3 O 0.80990(15) 0.52009(14) 0.36089(11) 0.0183(4) Uani 1 1 d .
O4 O 0.97199(15) 0.37819(15) 0.38077(12) 0.0197(4) Uani 1 1 d .
N1 N 0.21728(17) 0.24552(16) 0.01078(14) 0.0161(4) Uani 1 1 d .
C9 C 0.8618(2) 0.1402(2) 0.06992(16) 0.0147(5) Uani 1 1 d .
C13 C 0.4336(2) 0.3419(2) 0.06959(16) 0.0142(5) Uani 1 1 d .
C14 C 0.8620(2) 0.42723(19) 0.33384(17) 0.0145(5) Uani 1 1 d .
C17 C 0.5818(2) 0.32590(19) 0.11409(16) 0.0137(5) Uani 1 1 d .
C19 C 0.8552(2) 0.2876(2) 0.19783(17) 0.0148(5) Uani 1 1 d .
H19 H 0.9467 0.2747 0.2260 0.018 Uiso 1 1 calc R
C20 C 0.7871(2) 0.22576(19) 0.11445(16) 0.0140(5) Uani 1 1 d .
C21 C 0.3731(2) 0.4582(2) 0.05128(18) 0.0205(5) Uani 1 1 d .
H21 H 0.4244 0.5301 0.0671 0.025 Uiso 1 1 calc R
C23 C 0.6519(2) 0.39065(19) 0.19572(17) 0.0152(5) Uani 1 1 d .
H23 H 0.6077 0.4490 0.2211 0.018 Uiso 1 1 calc R
C24 C 0.6493(2) 0.24293(19) 0.07326(16) 0.0143(5) Uani 1 1 d .
H24 H 0.6025 0.1990 0.0185 0.017 Uiso 1 1 calc R
C29 C 0.7883(2) 0.3691(2) 0.24039(17) 0.0149(5) Uani 1 1 d .
C30 C 0.1618(2) 0.3581(2) -0.01011(19) 0.0225(6) Uani 1 1 d .
H30 H 0.0695 0.3639 -0.0388 0.027 Uiso 1 1 calc R
C33 C 0.3509(2) 0.2391(2) 0.04816(16) 0.0151(5) Uani 1 1 d .
H33 H 0.3903 0.1610 0.0604 0.018 Uiso 1 1 calc R
C35 C 0.2360(2) 0.4651(2) 0.0092(2) 0.0261(6) Uani 1 1 d .
H35 H 0.1942 0.5419 -0.0059 0.031 Uiso 1 1 calc R
O9 O 0.5112(3) 0.2108(2) 0.3321(2) 0.0788(9) Uani 1 1 d .
N4 N 0.3478(2) 0.3592(2) 0.29215(18) 0.0382(6) Uani 1 1 d .
C37 C 0.3954(5) 0.2435(3) 0.2928(3) 0.0579(10) Uani 1 1 d .
H37 H 0.3349 0.1829 0.2605 0.070 Uiso 1 1 calc R
C38 C 0.2098(3) 0.3900(4) 0.2464(3) 0.0736(13) Uani 1 1 d .
H38A H 0.1656 0.3224 0.2063 0.110 Uiso 1 1 calc R
H38B H 0.2038 0.4632 0.2081 0.110 Uiso 1 1 calc R
H38C H 0.1675 0.4051 0.2940 0.110 Uiso 1 1 calc R
C40 C 0.4349(3) 0.4570(2) 0.3442(2) 0.0350(7) Uani 1 1 d .
H40A H 0.4073 0.4822 0.3974 0.053 Uiso 1 1 calc R
H40B H 0.4299 0.5266 0.3026 0.053 Uiso 1 1 calc R
H40C H 0.5255 0.4271 0.3673 0.053 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'
Cu Cu 0.3201 1.2651 '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'
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
O3 Cu1 O1 86.90(7) 4_565 .
O3 Cu1 O4 168.06(6) 4_565 2_745
O1 Cu1 O4 91.10(7) . 2_745
O3 Cu1 O2 88.74(7) 4_565 3_755
O1 Cu1 O2 167.44(6) . 3_755
O4 Cu1 O2 90.74(7) 2_745 3_755
O3 Cu1 N1 99.37(7) 4_565 3_655
O1 Cu1 N1 98.45(6) . 3_655
O4 Cu1 N1 92.57(7) 2_745 3_655
O2 Cu1 N1 93.88(6) 3_755 3_655
O3 Cu1 Cu1 90.12(4) 4_565 3_755
O1 Cu1 Cu1 86.54(4) . 3_755
O4 Cu1 Cu1 78.01(4) 2_745 3_755
O2 Cu1 Cu1 81.69(4) 3_755 3_755
N1 Cu1 Cu1 169.47(5) 3_655 3_755
C9 O1 Cu1 120.21(13) . .
C9 O2 Cu1 125.15(14) . 3_755
C14 O3 Cu1 116.41(15) . 4_566
C14 O4 Cu1 130.33(14) . 2_755
C30 N1 C33 117.74(18) . .
C30 N1 Cu1 120.17(14) . 3_655
C33 N1 Cu1 120.93(14) . 3_655
O2 C9 O1 126.02(19) . .
O2 C9 C20 116.30(19) . .
O1 C9 C20 117.67(18) . .
C33 C13 C21 117.5(2) . .
C33 C13 C17 120.02(19) . .
C21 C13 C17 122.44(19) . .
O4 C14 O3 125.0(2) . .
O4 C14 C29 116.62(19) . .
O3 C14 C29 118.4(2) . .
C23 C17 C24 119.7(2) . .
C23 C17 C13 120.96(18) . .
C24 C17 C13 119.3(2) . .
C20 C19 C29 120.8(2) . .
C20 C19 H19 119.6 . .
C29 C19 H19 119.6 . .
C19 C20 C24 119.67(19) . .
C19 C20 C9 119.57(19) . .
C24 C20 C9 120.8(2) . .
C35 C21 C13 118.9(2) . .
C35 C21 H21 120.5 . .
C13 C21 H21 120.5 . .
C17 C23 C29 120.60(19) . .
C17 C23 H23 119.7 . .
C29 C23 H23 119.7 . .
C20 C24 C17 120.1(2) . .
C20 C24 H24 120.0 . .
C17 C24 H24 120.0 . .
C19 C29 C23 119.0(2) . .
C19 C29 C14 119.6(2) . .
C23 C29 C14 121.37(19) . .
N1 C30 C35 122.4(2) . .
N1 C30 H30 118.8 . .
C35 C30 H30 118.8 . .
N1 C33 C13 123.7(2) . .
N1 C33 H33 118.1 . .
C13 C33 H33 118.1 . .
C30 C35 C21 119.6(2) . .
C30 C35 H35 120.2 . .
C21 C35 H35 120.2 . .
C37 N4 C38 122.6(3) . .
C37 N4 C40 120.0(3) . .
C38 N4 C40 117.2(3) . .
O9 C37 N4 125.8(3) . .
O9 C37 H37 117.1 . .
N4 C37 H37 117.1 . .
N4 C38 H38A 109.5 . .
N4 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
N4 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
N4 C40 H40A 109.5 . .
N4 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
N4 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3 1.9690(16) 4_565
Cu1 O1 1.9701(14) .
Cu1 O4 1.9784(17) 2_745
Cu1 O2 1.9832(14) 3_755
Cu1 N1 2.1595(17) 3_655
Cu1 Cu1 2.6471(5) 3_755
O1 C9 1.257(3) .
O2 C9 1.264(2) .
O2 Cu1 1.9832(14) 3_755
O3 C14 1.266(2) .
O3 Cu1 1.9690(16) 4_566
O4 C14 1.260(3) .
O4 Cu1 1.9784(17) 2_755
N1 C30 1.339(3) .
N1 C33 1.339(3) .
N1 Cu1 2.1595(17) 3_655
C9 C20 1.495(3) .
C13 C33 1.382(3) .
C13 C21 1.393(3) .
C13 C17 1.497(3) .
C14 C29 1.487(3) .
C17 C23 1.384(3) .
C17 C24 1.395(3) .
C19 C20 1.381(3) .
C19 C29 1.396(3) .
C19 H19 0.9300 .
C20 C24 1.395(3) .
C21 C35 1.379(3) .
C21 H21 0.9300 .
C23 C29 1.396(3) .
C23 H23 0.9300 .
C24 H24 0.9300 .
C30 C35 1.372(3) .
C30 H30 0.9300 .
C33 H33 0.9300 .
C35 H35 0.9300 .
O9 C37 1.223(5) .
N4 C37 1.343(4) .
N4 C38 1.432(4) .
N4 C40 1.447(4) .
C37 H37 0.9300 .
C38 H38A 0.9600 .
C38 H38B 0.9600 .
C38 H38C 0.9600 .
C40 H40A 0.9600 .
C40 H40B 0.9600 .
C40 H40C 0.9600 .
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
O3 Cu1 O1 C9 -96.05(17) 4_565
O4 Cu1 O1 C9 72.17(17) 2_745
O2 Cu1 O1 C9 -26.2(4) 3_755
N1 Cu1 O1 C9 164.93(17) 3_655
Cu1 Cu1 O1 C9 -5.74(17) 3_755
Cu1 O2 C9 O1 1.9(3) 3_755
Cu1 O2 C9 C20 -178.82(14) 3_755
Cu1 O1 C9 O2 4.2(3) .
Cu1 O1 C9 C20 -175.10(14) .
Cu1 O4 C14 O3 5.3(3) 2_755
Cu1 O4 C14 C29 -173.81(13) 2_755
Cu1 O3 C14 O4 -2.9(3) 4_566
Cu1 O3 C14 C29 176.12(14) 4_566
C33 C13 C17 C23 -129.0(2) .
C21 C13 C17 C23 48.7(3) .
C33 C13 C17 C24 49.9(3) .
C21 C13 C17 C24 -132.3(2) .
C29 C19 C20 C24 -1.4(3) .
C29 C19 C20 C9 179.25(19) .
O2 C9 C20 C19 -42.5(3) .
O1 C9 C20 C19 136.8(2) .
O2 C9 C20 C24 138.1(2) .
O1 C9 C20 C24 -42.6(3) .
C33 C13 C21 C35 -2.8(3) .
C17 C13 C21 C35 179.4(2) .
C24 C17 C23 C29 -3.3(3) .
C13 C17 C23 C29 175.7(2) .
C19 C20 C24 C17 2.5(3) .
C9 C20 C24 C17 -178.08(19) .
C23 C17 C24 C20 -0.2(3) .
C13 C17 C24 C20 -179.22(19) .
C20 C19 C29 C23 -2.1(3) .
C20 C19 C29 C14 175.50(19) .
C17 C23 C29 C19 4.4(3) .
C17 C23 C29 C14 -173.13(19) .
O4 C14 C29 C19 -16.2(3) .
O3 C14 C29 C19 164.62(19) .
O4 C14 C29 C23 161.3(2) .
O3 C14 C29 C23 -17.9(3) .
C33 N1 C30 C35 -2.9(4) .
Cu1 N1 C30 C35 164.86(19) 3_655
C30 N1 C33 C13 2.6(3) .
Cu1 N1 C33 C13 -165.09(17) 3_655
C21 C13 C33 N1 0.3(3) .
C17 C13 C33 N1 178.1(2) .
N1 C30 C35 C21 0.4(4) .
C13 C21 C35 C30 2.6(4) .
C38 N4 C37 O9 -178.5(3) .
C40 N4 C37 O9 -2.6(5) .
