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#$Date: 2016-03-24 02:50:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179599 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/63/4506323.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_4506323
loop_
_publ_author_name
'Lin, Lang'
'Yu, Rongmin'
'Yang, Wenbin'
'Wu, Xiao-Yuan'
'Lu, Can-Zhong'
_publ_section_title
;
 A Series of Chiral Metal--Organic Frameworks Based on Oxalyl
 Retro-Peptides: Synthesis, Characterization, Dichroism Spectra, and Gas
 Adsorption
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3304
_journal_paper_doi               10.1021/cg300440t
_journal_volume                  12
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C18 H22 Cu2 N6 O6, 2(O)'
_chemical_formula_sum            'C18 H22 Cu2 N6 O8'
_chemical_formula_weight         577.50
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 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            4
_cell_length_a                   10.7957(6)
_cell_length_b                   26.9671(17)
_cell_length_c                   9.6972(4)
_cell_measurement_temperature    173(2)
_cell_volume                     2823.1(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_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  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            21462
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.62
_exptl_absorpt_coefficient_mu    1.553
_exptl_absorpt_correction_T_max  0.8859
_exptl_absorpt_correction_T_min  0.8356
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.142
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.098
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         6210
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0422
_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)+(0.0833P)²+2.0043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1334
_refine_ls_wR_factor_ref         0.1407
_reflns_number_gt                5484
_reflns_number_total             6210
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300440t_si_002.cif
_cod_data_source_block           compoundD-1
_cod_database_code               4506323
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, 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
Cu1 Cu -0.61493(4) -0.332123(15) -0.31405(5) 0.02928(13) Uani 1 1 d .
Cu2 Cu -0.38980(4) -0.166095(14) -0.18675(4) 0.02797(13) Uani 1 1 d .
O1 O -0.6829(3) -0.34531(10) -0.5018(3) 0.0385(7) Uani 1 1 d .
O1W O -0.9928(5) -0.3574(2) -0.3843(5) 0.1054(16) Uani 1 1 d .
O2 O -0.5130(3) -0.30488(10) -0.1570(3) 0.0411(7) Uani 1 1 d .
O3 O -0.4968(3) -0.19227(10) -0.3428(3) 0.0381(6) Uani 1 1 d .
O4 O -0.3176(3) -0.15277(10) -0.0019(3) 0.0394(7) Uani 1 1 d .
O5 O -0.7960(3) -0.31510(12) -0.2078(3) 0.0486(8) Uani 1 1 d .
O6 O -0.2167(3) -0.18957(13) -0.2946(3) 0.0504(8) Uani 1 1 d .
N1 N -0.5901(3) -0.26792(12) -0.3907(3) 0.0303(7) Uani 1 1 d .
N2 N -0.4296(3) -0.22803(12) -0.1032(3) 0.0337(7) Uani 1 1 d .
N3 N -0.6035(4) -0.40102(12) -0.2478(3) 0.0356(7) Uani 1 1 d .
N4 N -0.6584(3) -0.41609(12) -0.1332(4) 0.0443(9) Uani 1 1 d .
H4A H -0.7140 -0.3986 -0.0878 0.053 Uiso 1 1 calc R
N5 N -0.3366(3) -0.08349(12) -0.3735(4) 0.0421(9) Uani 1 1 d .
H5A H -0.2798 -0.1007 -0.4177 0.050 Uiso 1 1 calc R
N6 N -0.3926(4) -0.09877(12) -0.2552(4) 0.0372(8) Uani 1 1 d .
C1 C -0.7505(5) -0.22285(19) -0.5194(6) 0.0601(13) Uani 1 1 d .
H1A H -0.7237 -0.1907 -0.4829 0.090 Uiso 1 1 calc R
H1B H -0.8142 -0.2369 -0.4590 0.090 Uiso 1 1 calc R
H1C H -0.7845 -0.2184 -0.6122 0.090 Uiso 1 1 calc R
C2 C -0.6410(4) -0.25768(15) -0.5255(4) 0.0339(8) Uani 1 1 d .
H2A H -0.5752 -0.2433 -0.5861 0.041 Uiso 1 1 calc R
C3 C -0.6826(4) -0.30823(16) -0.5835(4) 0.0361(9) Uani 1 1 d .
C4 C -0.5270(3) -0.23703(13) -0.3166(4) 0.0283(7) Uani 1 1 d .
C5 C -0.4869(3) -0.25987(13) -0.1811(4) 0.0297(7) Uani 1 1 d .
C6 C -0.3837(5) -0.23709(17) 0.0350(4) 0.0441(10) Uani 1 1 d .
H6A H -0.3174 -0.2629 0.0305 0.053 Uiso 1 1 calc R
C7 C -0.4852(7) -0.2550(3) 0.1314(5) 0.094(3) Uani 1 1 d .
H7A H -0.5190 -0.2864 0.0970 0.141 Uiso 1 1 calc R
H7B H -0.5514 -0.2302 0.1354 0.141 Uiso 1 1 calc R
H7C H -0.4509 -0.2600 0.2239 0.141 Uiso 1 1 calc R
C8 C -0.3267(4) -0.18863(16) 0.0861(4) 0.0365(9) Uani 1 1 d .
C9 C -0.4524(6) -0.4322(2) -0.4139(7) 0.0776(19) Uani 1 1 d .
H9A H -0.4663 -0.3995 -0.4548 0.116 Uiso 1 1 calc R
H9B H -0.4772 -0.4580 -0.4797 0.116 Uiso 1 1 calc R
H9C H -0.3644 -0.4361 -0.3915 0.116 Uiso 1 1 calc R
C10 C -0.5277(4) -0.43708(15) -0.2853(5) 0.0391(9) Uani 1 1 d .
C11 C -0.5352(3) -0.47644(14) -0.1935(5) 0.0372(8) Uani 1 1 d .
C12 C -0.6194(5) -0.46104(16) -0.0947(6) 0.0501(12) Uani 1 1 d .
C13 C -0.6694(8) -0.4860(2) 0.0282(8) 0.103(3) Uani 1 1 d .
H13A H -0.7282 -0.4640 0.0748 0.155 Uiso 1 1 calc R
H13B H -0.6014 -0.4941 0.0914 0.155 Uiso 1 1 calc R
H13C H -0.7118 -0.5165 0.0005 0.155 Uiso 1 1 calc R
C14 C -0.3348(8) -0.0158(2) -0.5462(8) 0.107(3) Uani 1 1 d .
H14A H -0.2728 -0.0372 -0.5899 0.161 Uiso 1 1 calc R
H14B H -0.2979 0.0166 -0.5263 0.161 Uiso 1 1 calc R
H14C H -0.4054 -0.0115 -0.6087 0.161 Uiso 1 1 calc R
C15 C -0.3781(4) -0.03913(16) -0.4147(6) 0.0482(11) Uani 1 1 d .
C16 C -0.4643(3) -0.02330(13) -0.3197(5) 0.0345(8) Uani 1 1 d .
C17 C -0.4722(5) -0.06151(17) -0.2222(5) 0.0467(11) Uani 1 1 d .
C18 C -0.5534(7) -0.0663(2) -0.0984(8) 0.103(3) Uani 1 1 d .
H18A H -0.5354 -0.0977 -0.0514 0.155 Uiso 1 1 calc R
H18B H -0.6404 -0.0659 -0.1272 0.155 Uiso 1 1 calc R
H18C H -0.5376 -0.0386 -0.0354 0.155 Uiso 1 1 calc R
O2W O -0.3455(12) -0.3717(5) -0.0289(13) 0.255(6) 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'
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'
Cu Cu 0.3201 1.2651 '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
N1 Cu1 N3 167.60(15) . .
N1 Cu1 O1 81.81(12) . .
N3 Cu1 O1 98.77(13) . .
N1 Cu1 O2 83.49(12) . .
N3 Cu1 O2 93.63(13) . .
O1 Cu1 O2 162.65(11) . .
N1 Cu1 O5 96.63(13) . .
N3 Cu1 O5 95.57(14) . .
O1 Cu1 O5 97.71(13) . .
O2 Cu1 O5 93.09(13) . .
N2 Cu2 N6 164.94(16) . .
N2 Cu2 O4 82.14(12) . .
N6 Cu2 O4 98.41(13) . .
N2 Cu2 O3 83.35(12) . .
N6 Cu2 O3 93.53(13) . .
O4 Cu2 O3 163.38(12) . .
N2 Cu2 O6 98.01(14) . .
N6 Cu2 O6 96.81(14) . .
O4 Cu2 O6 98.37(13) . .
O3 Cu2 O6 91.62(13) . .
C3 O1 Cu1 115.2(2) . .
C5 O2 Cu1 109.3(2) . .
C4 O3 Cu2 109.0(2) . .
C8 O4 Cu2 115.5(2) . .
C8 O5 Cu1 133.5(3) 3_445 .
C3 O6 Cu2 135.1(3) 3_544 .
C4 N1 C2 125.4(3) . .
C4 N1 Cu1 116.3(2) . .
C2 N1 Cu1 118.3(2) . .
C5 N2 C6 126.1(3) . .
C5 N2 Cu2 116.0(3) . .
C6 N2 Cu2 117.6(3) . .
C10 N3 N4 106.4(3) . .
C10 N3 Cu1 130.0(3) . .
N4 N3 Cu1 122.4(3) . .
C12 N4 N3 111.8(4) . .
C15 N5 N6 111.9(4) . .
C17 N6 N5 104.8(3) . .
C17 N6 Cu2 128.5(3) . .
N5 N6 Cu2 124.5(3) . .
N1 C2 C1 112.4(3) . .
N1 C2 C3 105.8(3) . .
C1 C2 C3 109.6(3) . .
O6 C3 O1 123.7(4) 3_444 .
O6 C3 C2 118.5(4) 3_444 .
O1 C3 C2 117.8(3) . .
O3 C4 N1 129.3(4) . .
O3 C4 C5 119.0(3) . .
N1 C4 C5 111.8(3) . .
O2 C5 N2 129.1(4) . .
O2 C5 C4 119.1(3) . .
N2 C5 C4 111.8(3) . .
N2 C6 C7 112.1(4) . .
N2 C6 C8 107.1(3) . .
C7 C6 C8 111.3(4) . .
O5 C8 O4 123.5(4) 3_545 .
O5 C8 C6 119.4(4) 3_545 .
O4 C8 C6 117.1(3) . .
N3 C10 C11 110.5(4) . .
N3 C10 C9 120.1(4) . .
C11 C10 C9 129.4(4) . .
C12 C11 C10 104.7(3) . .
C12 C11 C11 126.5(3) . 2_445
C10 C11 C11 128.8(3) . 2_445
N4 C12 C11 106.6(4) . .
N4 C12 C13 121.7(5) . .
C11 C12 C13 131.6(4) . .
N5 C15 C16 107.7(4) . .
N5 C15 C14 121.6(5) . .
C16 C15 C14 130.6(4) . .
C15 C16 C17 105.4(3) . .
C15 C16 C16 128.2(3) . 2_455
C17 C16 C16 126.5(3) . 2_455
N6 C17 C16 110.2(4) . .
N6 C17 C18 119.8(4) . .
C16 C17 C18 130.0(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.903(3) .
Cu1 N3 1.970(3) .
Cu1 O1 1.995(3) .
Cu1 O2 2.017(3) .
Cu1 O5 2.257(3) .
Cu2 N2 1.906(3) .
Cu2 N6 1.933(3) .
Cu2 O4 1.987(3) .
Cu2 O3 2.030(3) .
Cu2 O6 2.233(3) .
O1 C3 1.276(5) .
O2 C5 1.268(4) .
O3 C4 1.276(4) .
O4 C8 1.294(5) .
O5 C8 1.230(5) 3_445
O6 C3 1.239(5) 3_544
N1 C4 1.294(5) .
N1 C2 1.445(4) .
N2 C5 1.301(5) .
N2 C6 1.449(5) .
N3 C10 1.322(5) .
N3 N4 1.324(5) .
N4 C12 1.337(5) .
N5 C15 1.338(5) .
N5 N6 1.361(5) .
N6 C17 1.361(5) .
C1 C2 1.511(6) .
C2 C3 1.542(5) .
C3 O6 1.239(5) 3_444
C4 C5 1.514(4) .
C6 C7 1.520(7) .
C6 C8 1.527(6) .
C8 O5 1.230(5) 3_545
C9 C10 1.494(7) .
C10 C11 1.387(6) .
C11 C12 1.385(6) .
C11 C11 1.481(7) 2_445
C12 C13 1.472(7) .
C14 C15 1.498(7) .
C15 C16 1.376(6) .
C16 C17 1.401(6) .
C16 C16 1.475(7) 2_455
C17 C18 1.491(7) .
