#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:48:58 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180236 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/22/7112281.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_7112281
loop_
_publ_author_name
'Li, Pei-Zhou'
'Wang, Xiao-Jun'
'Zhang, Kang'
'Nalaparaju, Anjaiah'
'Zou, Ruyi'
'Zou, Ruqiang'
'Jiang, Jianwen'
'Zhao, Yanli'
_publ_section_title
;
 "Click"-extended nitrogen-rich metal-organic frameworks and
 their high performance in CO2-selective capture.
;
_journal_issue                   36
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4683
_journal_page_last               4685
_journal_paper_doi               10.1039/c3cc49457h
_journal_volume                  50
_journal_year                    2014
_chemical_absolute_configuration R
_chemical_formula_sum            'C13 H8 Cu N3 O5'
_chemical_formula_weight         349.77
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           150
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 3 2"'
_symmetry_space_group_name_H-M   'P 3 2 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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   18.1402(10)
_cell_length_b                   18.1402(10)
_cell_length_c                   18.114(2)
_cell_measurement_reflns_used    2137
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.17
_cell_measurement_theta_min      3.16
_cell_volume                     5162.1(7)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0888
_diffrn_reflns_av_sigmaI/netI    0.1475
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            26714
_diffrn_reflns_theta_full        29.12
_diffrn_reflns_theta_max         29.12
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.646
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    0.675
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.646
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.12(4)
_refine_ls_extinction_coef       0.0040(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         9222
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1497
_refine_ls_R_factor_gt           0.0773
_refine_ls_shift/su_max          0.083
_refine_ls_shift/su_mean         0.031
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0601P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1680
_refine_ls_wR_factor_ref         0.1845
_reflns_number_gt                3763
_reflns_number_total             9222
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc49457h2.cif
_cod_data_source_block           ML14
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'Hexagon' was replaced with
'hexagonal' value as specified in the replacement file
'/home/robertas/cod-tools/perl-scripts/inputs/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P321
_cod_database_code               7112281
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'-x, -x+y, -z'
'x-y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.47324(10) 0.52552(10) 0.05833(3) 0.0453(2) Uani 1 1 d . . 1
O1 O 0.4361(4) 0.4137(4) 0.0962(4) 0.059(2) Uani 1 1 d . . 1
O2 O 0.4771(5) 0.3697(4) 0.0016(4) 0.067(2) Uani 1 1 d . . 1
O3 O 0.4793(5) 0.1103(4) 0.0000(3) 0.061(2) Uani 1 1 d . . 1
O4 O 0.4348(4) 0.0219(4) 0.1010(4) 0.059(2) Uani 1 1 d . . 1
O5 O 0.4295(5) 0.5684(5) 0.14741(19) 0.0756(11) Uani 1 1 d D A 1
H5A H 0.4646 0.6180 0.1568 0.113 Uiso 1 1 calc R A 1
H5B H 0.3734 0.5632 0.1469 0.113 Uiso 1 1 calc R A 1
C1 C 0.4442(5) 0.3553(5) 0.0625(4) 0.042(2) Uani 1 1 d . . 1
C2 C 0.4176(7) 0.2730(6) 0.0963(6) 0.059(3) Uani 1 1 d . . 1
C3 C 0.3741(6) 0.2487(6) 0.1660(5) 0.059(3) Uani 1 1 d . . 1
H3 H 0.3622 0.2859 0.1917 0.070 Uiso 1 1 calc R . 1
C4 C 0.3505(4) 0.1699(7) 0.1939(3) 0.0692(19) Uani 1 1 d . . 1
C5 C 0.3710(6) 0.1138(6) 0.1626(6) 0.061(3) Uani 1 1 d . . 1
H5 H 0.3530 0.0602 0.1826 0.074 Uiso 1 1 calc R . 1
C6 C 0.4199(6) 0.1419(6) 0.0998(5) 0.050(3) Uani 1 1 d . . 1
C7 C 0.4419(3) 0.2208(6) 0.0654(3) 0.0529(14) Uani 1 1 d . . 1
H7 H 0.4730 0.2364 0.0217 0.064 Uiso 1 1 calc R . 1
C8 C 0.4502(6) 0.0841(7) 0.0661(6) 0.070(4) Uani 1 1 d . . 1
C11 C 0.2164(6) 0.0468(7) 0.4363(5) 0.108(3) Uani 1 1 d . . 1
C12 C 0.1465(9) 0.0287(8) 0.4686(6) 0.158(5) Uani 1 1 d . . 1
H12 H 0.1143 0.0522 0.4519 0.190 Uiso 1 1 calc R . 1
C13 C 0.2810(9) 0.0247(10) 0.4690(5) 0.197(6) Uani 1 1 d . . 1
H13 H 0.3342 0.0440 0.4477 0.237 Uiso 1 1 calc R . 1
N1 N 0.3007(3) 0.1413(5) 0.2577(2) 0.0749(18) Uani 1 1 d G . 1
N2 N 0.2824(6) 0.1967(4) 0.2991(4) 0.229(7) Uani 1 1 d G . 1
N3 N 0.2304(5) 0.1502(4) 0.3598(3) 0.143(4) Uani 1 1 d G . 1
C10 C 0.2166(8) 0.0661(4) 0.3561(5) 0.26(6) Uani 1 1 d G . 1
C9 C 0.2600(7) 0.0605(4) 0.2929(5) 0.211(18) Uani 1 1 d G . 1
H9 H 0.2616 0.0125 0.2774 0.194 Uiso 1 1 calc R . 1
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
O1 Cu1 O2 88.5(3) . 4
O1 Cu1 O3 166.7(3) . 5_665
O2 Cu1 O3 89.63(15) 4 5_665
O1 Cu1 O4 89.73(14) . 3_665
O2 Cu1 O4 167.4(3) 4 3_665
O3 Cu1 O4 89.2(3) 5_665 3_665
O1 Cu1 O5 96.8(3) . .
O2 Cu1 O5 97.8(3) 4 .
O3 Cu1 O5 96.6(3) 5_665 .
O4 Cu1 O5 94.8(3) 3_665 .
O1 Cu1 Cu1 84.7(2) . 4
O2 Cu1 Cu1 80.40(18) 4 4
O3 Cu1 Cu1 81.99(17) 5_665 4
O4 Cu1 Cu1 86.98(18) 3_665 4
O5 Cu1 Cu1 177.71(10) . 4
C1 O1 Cu1 125.0(6) . .
C1 O2 Cu1 130.2(6) . 4
C8 O3 Cu1 120.4(6) . 5_655
C8 O4 Cu1 116.2(7) . 2_655
Cu1 O5 H5A 109.6 . .
Cu1 O5 H5B 121.6(14) . .
H5A O5 H5B 108.0 . .
O2 C1 O1 119.7(8) . .
O2 C1 C2 118.5(7) . .
O1 C1 C2 121.7(8) . .
C7 C2 C3 118.1(9) . .
C7 C2 C1 119.2(9) . .
C3 C2 C1 122.4(10) . .
C4 C3 C2 118.8(8) . .
C4 C3 H3 120.6 . .
C2 C3 H3 120.6 . .
C5 C4 C3 124.5(6) . .
C5 C4 N1 115.5(10) . .
C3 C4 N1 120.0(10) . .
C4 C5 C6 115.6(9) . .
C4 C5 H5 122.2 . .
C6 C5 H5 122.2 . .
C5 C6 C7 122.6(9) . .
C5 C6 C8 117.5(9) . .
C7 C6 C8 119.8(8) . .
C2 C7 C6 119.9(5) . .
C2 C7 H7 120.0 . .
C6 C7 H7 120.1 . .
O4 C8 O3 133.8(8) . .
O4 C8 C6 116.0(10) . .
O3 C8 C6 109.7(9) . .
C12 C11 C10 113.1(9) . .
C12 C11 C13 122.9(9) . .
C10 C11 C13 121.5(8) . .
C11 C12 C12 119.8(7) . 6_556
C11 C12 H12 120.1 . .
C12 C12 H12 120.1 6_556 .
C13 C13 C11 116.5(5) 6_556 .
C13 C13 H13 121.8 6_556 .
C11 C13 H13 121.8 . .
C4 N1 N2 120.6(8) . .
C4 N1 C9 131.4(8) . .
N2 N1 C9 108.0 . .
N3 N2 N1 108.0 . .
C10 N3 N2 108.0 . .
C9 C10 N3 108.0 . .
C9 C10 C11 134.7(7) . .
N3 C10 C11 100.5(7) . .
C10 C9 N1 108.0 . .
C10 C9 H9 126.0 . .
N1 C9 H9 126.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.916(6) .
Cu1 O2 1.956(6) 4
Cu1 O3 1.968(6) 5_665
Cu1 O4 1.974(6) 3_665
Cu1 O5 2.111(3) .
Cu1 Cu1 2.6764(10) 4
O1 C1 1.293(9) .
O2 C1 1.218(9) .
O2 Cu1 1.956(6) 4
O3 C8 1.298(12) .
O3 Cu1 1.968(6) 5_655
O4 C8 1.200(12) .
O4 Cu1 1.974(6) 2_655
O5 H5A 0.8200 .
O5 H5B 0.974(13) .
C1 C2 1.455(12) .
C2 C7 1.350(13) .
C2 C3 1.436(13) .
C3 C4 1.367(12) .
C3 H3 0.9300 .
C4 C5 1.369(12) .
C4 N1 1.399(7) .
C5 C6 1.375(14) .
C5 H5 0.9300 .
C6 C7 1.424(12) .
C6 C8 1.532(12) .
C7 H7 0.9300 .
C11 C12 1.280(12) .
C11 C10 1.494(12) .
C11 C13 1.536(13) .
C12 C12 1.451(18) 6_556
C12 H12 0.9300 .
C13 C13 1.365(18) 6_556
C13 H13 0.9300 .
N1 N2 1.4200 .
N1 C9 1.4200 .
N2 N3 1.4200 .
N3 C10 1.4200 .
C10 C9 1.4200 .
C9 H9 0.9300 .
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
_geom_torsion_site_symmetry_4
O2 Cu1 O1 C1 80.3(7) 4 .
O3 Cu1 O1 C1 -1.6(17) 5_665 .
O4 Cu1 O1 C1 -87.2(7) 3_665 .
O5 Cu1 O1 C1 178.0(7) . .
Cu1 Cu1 O1 C1 -0.2(6) 4 .
Cu1 O2 C1 O1 1.5(14) 4 .
Cu1 O2 C1 C2 -176.6(6) 4 .
Cu1 O1 C1 O2 -0.6(12) . .
Cu1 O1 C1 C2 177.4(6) . .
O2 C1 C2 C7 10.6(13) . .
O1 C1 C2 C7 -167.5(8) . .
O2 C1 C2 C3 -176.5(10) . .
O1 C1 C2 C3 5.5(14) . .
C7 C2 C3 C4 -7.4(14) . .
C1 C2 C3 C4 179.5(7) . .
C2 C3 C4 C5 5.1(11) . .
C2 C3 C4 N1 -173.5(7) . .
C3 C4 C5 C6 1.2(10) . .
N1 C4 C5 C6 179.9(7) . .
C4 C5 C6 C7 -5.3(13) . .
C4 C5 C6 C8 175.5(7) . .
C3 C2 C7 C6 3.6(9) . .
C1 C2 C7 C6 176.9(9) . .
C5 C6 C7 C2 2.9(9) . .
C8 C6 C7 C2 -177.9(9) . .
Cu1 O4 C8 O3 9.9(16) 2_655 .
Cu1 O4 C8 C6 -179.5(6) 2_655 .
Cu1 O3 C8 O4 -10.8(16) 5_655 .
Cu1 O3 C8 C6 178.2(5) 5_655 .
C5 C6 C8 O4 -6.3(13) . .
C7 C6 C8 O4 174.5(8) . .
C5 C6 C8 O3 166.5(9) . .
C7 C6 C8 O3 -12.7(11) . .
C10 C11 C12 C12 150.3(14) . 6_556
C13 C11 C12 C12 -12(3) . 6_556
C12 C11 C13 C13 7(3) . 6_556
C10 C11 C13 C13 -153.3(16) . 6_556
C5 C4 N1 N2 173.8(7) . .
C3 C4 N1 N2 -7.4(9) . .
C5 C4 N1 C9 -6.9(11) . .
C3 C4 N1 C9 171.9(8) . .
C4 N1 N2 N3 179.5(7) . .
C9 N1 N2 N3 0.0 . .
N1 N2 N3 C10 0.0 . .
N2 N3 C10 C9 0.0 . .
N2 N3 C10 C11 144.3(9) . .
C12 C11 C10 C9 -153.8(9) . .
C13 C11 C10 C9 8.7(17) . .
C12 C11 C10 N3 77.4(12) . .
C13 C11 C10 N3 -120.0(12) . .
N3 C10 C9 N1 0.0 . .
C11 C10 C9 N1 -126.3(13) . .
C4 N1 C9 C10 -179.4(8) . .
N2 N1 C9 C10 0.0 . .
