#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:54:03 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180239 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/25/7112591.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_7112591
loop_
_publ_author_name
'Pei-Zhou Li'
'Xiao-Jun Wang'
'Kang Zhang'
'Anjaiah Nalaparaju'
'Ruyi Zou'
'Ruqiang Zou'
'Jianwen Jiang'
'Yanli Zhao'
_publ_section_title
;
 'Click'-extended nitrogen-rich metal-organic frameworks and their high
 performance in CO2-selective capture
;
_journal_name_full               Chem.Commun.
_journal_page_first              4683
_journal_paper_doi               10.1039/C3CC49457H
_journal_volume                  50
_journal_year                    2014
_chemical_formula_sum            'C13 H7 Cu N3 O5'
_chemical_formula_weight         348.77
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           69
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-F 2 2'
_symmetry_space_group_name_H-M   'F m m m'
_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            32
_cell_length_a                   24.9933(13)
_cell_length_b                   28.2078(12)
_cell_length_c                   38.8733(18)
_cell_measurement_reflns_used    8708
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.0613
_cell_measurement_theta_min      3.1308
_cell_volume                     27406(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            28435
_diffrn_reflns_theta_full        73.21
_diffrn_reflns_theta_max         73.21
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    1.014
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    0.676
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             5600
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.722
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.862
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         7050
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.862
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0552
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1097P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1552
_refine_ls_wR_factor_ref         0.1659
_reflns_number_gt                4001
_reflns_number_total             7050
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7112280
_cod_data_source_file            c3cc49457h2.cif
_cod_data_source_block           ML3
_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 
;
_cod_original_sg_symbol_H-M      Fmmm
_cod_database_code               7112591
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+1/2, y, -z+1/2'
'x+1/2, -y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z'
'x, -y, z'
'-x, y, z'
'-x, -y+1/2, -z+1/2'
'x, y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
'-x, y+1/2, z+1/2'
'-x+1/2, -y, -z+1/2'
'x+1/2, y, -z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, y, z+1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, 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
Cu2 Cu 0.0000 0.279815(17) 0.223907(13) 0.05647(17) Uani 1 2 d S
Cu1 Cu 0.28657(2) 0.0000 0.225311(13) 0.05585(17) Uani 1 2 d S
O1 O 0.24053(8) 0.04888(7) 0.20514(5) 0.0730(5) Uani 1 1 d .
O3 O 0.05462(9) 0.23720(7) 0.20526(5) 0.0766(5) Uani 1 1 d .
C1 C 0.20037(12) 0.06391(9) 0.21933(6) 0.0619(7) Uani 1 1 d .
C8 C 0.07057(11) 0.20119(10) 0.22065(7) 0.0635(7) Uani 1 1 d .
C6 C 0.11035(12) 0.16998(9) 0.20210(7) 0.0666(7) Uani 1 1 d .
C5 C 0.12240(14) 0.17995(11) 0.16813(7) 0.0834(10) Uani 1 1 d .
H5 H 0.1063 0.2053 0.1569 0.100 Uiso 1 1 calc R
C4 C 0.15892(16) 0.15141(12) 0.15122(7) 0.0954(11) Uani 1 1 d .
C7 C 0.13422(12) 0.13214(10) 0.21838(7) 0.0659(7) Uani 1 1 d .
H7 H 0.1253 0.1251 0.2410 0.079 Uiso 1 1 calc R
C2 C 0.17109(12) 0.10468(10) 0.20130(7) 0.0689(7) Uani 1 1 d .
C3 C 0.18388(14) 0.11416(11) 0.16749(7) 0.0846(10) Uani 1 1 d .
H3 H 0.2089 0.0957 0.1559 0.102 Uiso 1 1 calc R
C9 C 0.1604(2) 0.19750(16) 0.09587(9) 0.1377(19) Uani 1 1 d .
H9 H 0.1450 0.2259 0.1029 0.165 Uiso 1 1 calc R
C10 C 0.1765(2) 0.18604(18) 0.06351(9) 0.148(2) Uani 1 1 d .
C12 C 0.1806(3) 0.1877(3) 0.0000 0.143(3) Uani 1 2 d S
H12 H 0.1849 0.1550 0.0000 0.172 Uiso 1 2 calc SR
C11 C 0.1772(2) 0.2135(2) 0.03127(9) 0.1420(19) Uani 1 1 d .
N1 N 0.17096(16) 0.16010(12) 0.11552(6) 0.1232(13) Uani 1 1 d .
N2 N 0.1953(3) 0.12764(18) 0.09663(9) 0.151(4) Uani 1 1 d .
N3 N 0.1966(3) 0.1435(2) 0.06464(9) 0.152(3) Uani 1 1 d .
O2 O 0.17916(8) 0.04970(7) 0.24681(5) 0.0730(5) Uani 1 1 d .
O4 O 0.05519(8) 0.18670(6) 0.24937(5) 0.0720(5) Uani 1 1 d .
C13 C 0.1697(3) 0.2610(2) 0.03141(12) 0.115(4) Uani 1 1 d .
H13 H 0.1676 0.2772 0.0522 0.275 Uiso 1 1 calc R
C14 C 0.1651(6) 0.2862(3) 0.0000 0.140(8) Uani 1 2 d S
H14 H 0.1591 0.3187 0.0000 0.336 Uiso 1 2 calc SR
O5 O 0.34287(17) 0.0000 0.18311(10) 0.1190(13) Uani 1 2 d SD
H5A H 0.3585 -0.0255 0.1825 0.178 Uiso 0.50 1 calc PRD
O6 O 0.0000 0.32612(15) 0.17955(10) 0.1230(13) Uani 1 2 d S
H6 H 0.0202 0.3485 0.1830 0.184 Uiso 0.50 1 calc PR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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 Cu2 O3 88.41(13) 20 .
O3 Cu2 O4 168.13(8) 20 8
O3 Cu2 O4 90.07(9) . 8
O3 Cu2 O4 90.07(9) 20 21
O3 Cu2 O4 168.13(8) . 21
O4 Cu2 O4 88.99(12) 8 21
O3 Cu2 O6 94.33(11) 20 .
O3 Cu2 O6 94.33(11) . .
O4 Cu2 O6 97.53(11) 8 .
O4 Cu2 O6 97.53(11) 21 .
O3 Cu2 Cu2 83.87(6) 20 21
O3 Cu2 Cu2 83.87(6) . 21
O4 Cu2 Cu2 84.26(6) 8 21
O4 Cu2 Cu2 84.26(6) 21 21
O6 Cu2 Cu2 177.48(13) . 21
O1 Cu1 O1 89.44(12) 19 .
O1 Cu1 O2 167.71(8) 19 11
O1 Cu1 O2 88.54(9) . 11
O1 Cu1 O2 88.54(9) 19 25
O1 Cu1 O2 167.71(8) . 25
O2 Cu1 O2 90.86(12) 11 25
O1 Cu1 O5 94.51(11) 19 .
O1 Cu1 O5 94.51(11) . .
O2 Cu1 O5 97.73(11) 11 .
O2 Cu1 O5 97.73(11) 25 .
O1 Cu1 Cu1 83.39(6) 19 25
O1 Cu1 Cu1 83.39(6) . 25
O2 Cu1 Cu1 84.34(6) 11 25
O2 Cu1 Cu1 84.34(6) 25 25
O5 Cu1 Cu1 177.02(13) . 25
C1 O1 Cu1 123.10(18) . .
C8 O3 Cu2 123.12(18) . .
O1 C1 O2 128.3(3) . .
O1 C1 C2 116.5(2) . .
O2 C1 C2 115.2(2) . .
O3 C8 O4 126.7(3) . .
O3 C8 C6 117.2(2) . .
O4 C8 C6 116.0(2) . .
C7 C6 C5 120.1(3) . .
C7 C6 C8 121.2(3) . .
C5 C6 C8 118.7(2) . .
C6 C5 C4 118.6(3) . .
C6 C5 H5 120.7 . .
C4 C5 H5 120.7 . .
C3 C4 C5 121.7(3) . .
C3 C4 N1 118.5(3) . .
C5 C4 N1 119.8(3) . .
C2 C7 C6 120.4(3) . .
C2 C7 H7 119.8 . .
C6 C7 H7 119.8 . .
C7 C2 C3 120.4(3) . .
C7 C2 C1 121.5(2) . .
C3 C2 C1 118.1(3) . .
C4 C3 C2 118.8(3) . .
C4 C3 H3 120.6 . .
C2 C3 H3 120.6 . .
N1 C9 C10 106.5(3) . .
N1 C9 H9 126.8 . .
C10 C9 H9 126.7 . .
N3 C10 C9 107.6(4) . .
N3 C10 C11 120.6(4) . .
C9 C10 C11 131.7(4) . .
C11 C12 C11 118.0(7) . 18
C11 C12 H12 121.0 . .
C11 C12 H12 121.0 18 .
C13 C11 C12 121.2(5) . .
C13 C11 C10 121.0(4) . .
C12 C11 C10 117.5(5) . .
N2 N1 C9 108.8(3) . .
N2 N1 C4 120.9(3) . .
C9 N1 C4 130.3(3) . .
N3 N2 N1 107.4(3) . .
C10 N3 N2 109.6(4) . .
C1 O2 Cu1 120.74(18) . 25
C8 O4 Cu2 122.02(18) . 21
C11 C13 C14 120.3(5) . .
C11 C13 H13 119.9 . .
C14 C13 H13 119.8 . .
C13 C14 C13 119.0(8) 18 .
C13 C14 H14 120.5 18 .
C13 C14 H14 120.5 . .
Cu1 O5 H5A 110.0 . .
Cu2 O6 H6 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu2 O3 1.9581(19) 20
Cu2 O3 1.9581(19) .
Cu2 O4 1.9683(18) 8
Cu2 O4 1.9683(18) 21
Cu2 O6 2.163(3) .
Cu2 Cu2 2.6353(9) 21
Cu1 O1 1.9595(18) 19
Cu1 O1 1.9595(18) .
Cu1 O2 1.9681(19) 11
Cu1 O2 1.9681(19) 25
Cu1 O5 2.161(3) .
Cu1 Cu1 2.6506(10) 25
O1 C1 1.221(3) .
O3 C8 1.244(3) .
C1 O2 1.258(3) .
C1 C2 1.533(4) .
C8 O4 1.249(3) .
C8 C6 1.511(4) .
C6 C7 1.377(3) .
C6 C5 1.384(4) .
C5 C4 1.383(4) .
C5 H5 0.9300 .
C4 C3 1.376(4) .
C4 N1 1.441(4) .
C7 C2 1.375(4) .
C7 H7 0.9300 .
C2 C3 1.379(4) .
C3 H3 0.9300 .
C9 N1 1.329(4) .
C9 C10 1.360(5) .
C9 H9 0.9300 .
C10 N3 1.301(5) .
C10 C11 1.473(5) .
C12 C11 1.418(5) .
C12 C11 1.418(5) 18
C12 H12 0.9300 .
C11 C13 1.354(6) .
N1 N2 1.323(4) .
N2 N3 1.322(5) .
O2 Cu1 1.9681(19) 25
O4 Cu2 1.9683(18) 21
C13 C14 1.417(6) .
C13 H13 0.9300 .
C14 C13 1.417(6) 18
C14 H14 0.9300 .
O5 H5A 0.8312 .
O6 H6 0.8203 .
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
O1 Cu1 O1 C1 86.4(2) 19 .
O2 Cu1 O1 C1 -81.4(2) 11 .
O2 Cu1 O1 C1 5.9(5) 25 .
O5 Cu1 O1 C1 -179.1(2) . .
Cu1 Cu1 O1 C1 3.0(2) 25 .
O3 Cu2 O3 C8 -84.2(2) 20 .
O4 Cu2 O3 C8 84.0(2) 8 .
O4 Cu2 O3 C8 -1.4(6) 21 .
O6 Cu2 O3 C8 -178.4(2) . .
Cu2 Cu2 O3 C8 -0.2(2) 21 .
Cu1 O1 C1 O2 -5.6(4) . .
Cu1 O1 C1 C2 175.68(17) . .
Cu2 O3 C8 O4 0.0(4) . .
Cu2 O3 C8 C6 176.22(18) . .
O3 C8 C6 C7 173.4(3) . .
O4 C8 C6 C7 -9.9(4) . .
O3 C8 C6 C5 -6.9(4) . .
O4 C8 C6 C5 169.8(3) . .
C7 C6 C5 C4 -0.4(5) . .
C8 C6 C5 C4 179.8(3) . .
C6 C5 C4 C3 -1.0(6) . .
C6 C5 C4 N1 178.1(4) . .
C5 C6 C7 C2 1.5(5) . .
C8 C6 C7 C2 -178.7(3) . .
C6 C7 C2 C3 -1.2(5) . .
C6 C7 C2 C1 176.9(3) . .
O1 C1 C2 C7 -163.5(3) . .
O2 C1 C2 C7 17.6(4) . .
O1 C1 C2 C3 14.7(4) . .
O2 C1 C2 C3 -164.3(3) . .
C5 C4 C3 C2 1.4(6) . .
N1 C4 C3 C2 -177.8(4) . .
C7 C2 C3 C4 -0.2(5) . .
C1 C2 C3 C4 -178.4(3) . .
N1 C9 C10 N3 -1.0(8) . .
N1 C9 C10 C11 -177.2(6) . .
C11 C12 C11 C13 1.4(12) 18 .
C11 C12 C11 C10 175.3(4) 18 .
N3 C10 C11 C13 -162.6(7) . .
C9 C10 C11 C13 13.2(12) . .
N3 C10 C11 C12 23.4(10) . .
C9 C10 C11 C12 -160.8(7) . .
C10 C9 N1 N2 3.3(7) . .
C10 C9 N1 C4 -175.2(5) . .
C3 C4 N1 N2 15.2(7) . .
C5 C4 N1 N2 -164.0(5) . .
C3 C4 N1 C9 -166.5(5) . .
C5 C4 N1 C9 14.3(8) . .
C9 N1 N2 N3 -4.3(8) . .
C4 N1 N2 N3 174.3(5) . .
C9 C10 N3 N2 -1.7(9) . .
C11 C10 N3 N2 175.0(6) . .
N1 N2 N3 C10 3.7(9) . .
O1 C1 O2 Cu1 4.6(4) . 25
C2 C1 O2 Cu1 -176.64(17) . 25
O3 C8 O4 Cu2 0.4(4) . 21
C6 C8 O4 Cu2 -175.90(17) . 21
C12 C11 C13 C14 0.1(14) . .
C10 C11 C13 C14 -173.7(10) . .
C11 C13 C14 C13 -2(2) . 18
