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#$Date: 2016-03-24 02:30:31 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179582 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/47/4504741.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_4504741
loop_
_publ_author_name
'Custelcean, Radu'
'Moyer, Bruce A.'
'Bryantsev, Vyacheslav S.'
'Hay, Benjamin P.'
_publ_section_title
;
 Anion Coordination in Metal−Organic Frameworks Functionalized with
 Urea Hydrogen-Bonding Groups
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              555
_journal_paper_doi               10.1021/cg0505057
_journal_volume                  6
_journal_year                    2006
_chemical_formula_sum            'C22 H20 Cu N10 O8'
_chemical_formula_weight         616.02
_chemical_name_common            3
_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                 92.445(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7220(9)
_cell_length_b                   26.649(4)
_cell_length_c                   17.515(2)
_cell_measurement_temperature    173(2)
_cell_volume                     3134.7(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_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  0.0802
_diffrn_reflns_av_sigmaI/netI    0.1142
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            24467
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.753
_exptl_absorpt_correction_T_max  0.9851
_exptl_absorpt_correction_T_min  0.8701
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1260
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.041
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    calc
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         7748
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1144
_refine_ls_R_factor_gt           0.0679
_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)+(0.0858P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1625
_refine_ls_wR_factor_ref         0.1748
_reflns_number_gt                4669
_reflns_number_total             7748
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0505057si20050928_052814.cif
_cod_data_source_block           c:\frames\072\work\072sq
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4504741
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 0.60822(7) 0.823774(17) 0.02279(3) 0.01849(15) Uani 1 1 d .
N7 N 0.9827(5) 0.67811(13) -0.1323(2) 0.0336(9) Uani 1 1 d .
H7N H 1.0035 0.6456 -0.1362 0.040 Uiso 1 1 calc R
N5 N 0.6371(5) 0.75321(12) -0.01884(18) 0.0215(7) Uani 1 1 d .
N9 N 1.1017(5) 0.80193(13) 0.04059(18) 0.0220(7) Uani 1 1 d .
N2 N 1.3885(5) 1.14658(12) 0.08447(18) 0.0212(7) Uani 1 1 d .
N6 N 1.5754(4) 0.70144(12) -0.36872(18) 0.0206(7) Uani 1 1 d .
N1 N 0.5782(4) 0.89509(12) 0.06286(16) 0.0184(7) Uani 1 1 d .
O2 O 1.1187(4) 0.75419(10) -0.16150(16) 0.0286(7) Uani 1 1 d .
O4 O 1.2467(4) 0.81567(11) 0.00314(15) 0.0264(6) Uani 1 1 d .
O3 O 0.9576(4) 0.83174(10) 0.04666(17) 0.0305(7) Uani 1 1 d .
N8 N 1.2290(5) 0.68171(13) -0.21606(18) 0.0257(8) Uani 1 1 d .
H8N H 1.2056 0.6494 -0.2210 0.031 Uiso 1 1 calc R
O5 O 1.1010(4) 0.76012(11) 0.07151(18) 0.0361(7) Uani 1 1 d .
C22 C 1.4255(5) 0.68419(14) -0.3271(2) 0.0205(8) Uani 1 1 d .
H22 H 1.3435 0.6581 -0.3478 0.025 Uiso 1 1 calc R
C10 C 1.2428(6) 1.08939(15) 0.1721(2) 0.0226(8) Uani 1 1 d .
C18 C 1.6950(6) 0.73749(15) -0.3387(2) 0.0237(9) Uani 1 1 d .
H18 H 1.8004 0.7501 -0.3676 0.028 Uiso 1 1 calc R
C16 C 0.7943(6) 0.74121(15) -0.0616(2) 0.0225(8) Uani 1 1 d .
H16 H 0.8873 0.7666 -0.0734 0.027 Uiso 1 1 calc R
C4 C 0.7139(6) 0.96729(15) 0.1264(2) 0.0218(8) Uani 1 1 d .
N4 N 1.1018(5) 1.05277(12) 0.19061(18) 0.0255(8) Uani 1 1 d .
H4N H 1.1117 1.0400 0.2369 0.031 Uiso 1 1 calc R
C11 C 1.2383(6) 1.11573(14) 0.1028(2) 0.0213(8) Uani 1 1 d .
H11 H 1.1272 1.1118 0.0680 0.026 Uiso 1 1 calc R
C5 C 0.7268(6) 0.91833(14) 0.1025(2) 0.0198(8) Uani 1 1 d .
H5 H 0.8456 0.9002 0.1146 0.024 Uiso 1 1 calc R
C20 C 1.5118(6) 0.73924(16) -0.2242(2) 0.0295(10) Uani 1 1 d .
H20 H 1.4911 0.7520 -0.1746 0.035 Uiso 1 1 calc R
C1 C 0.4087(6) 0.92046(15) 0.0461(2) 0.0231(9) Uani 1 1 d .
H1 H 0.3037 0.9044 0.0175 0.028 Uiso 1 1 calc R
N3 N 0.8757(5) 0.99027(12) 0.16748(19) 0.0254(8) Uani 1 1 d .
H3N H 0.9282 0.9757 0.2087 0.030 Uiso 1 1 calc R
C3 C 0.5370(6) 0.99330(16) 0.1100(2) 0.0289(10) Uani 1 1 d .
H3 H 0.5219 1.0270 0.1263 0.035 Uiso 1 1 calc R
C17 C 1.1105(6) 0.70895(16) -0.1697(2) 0.0261(9) Uani 1 1 d .
C7 C 1.5416(6) 1.15331(16) 0.1345(2) 0.0255(9) Uani 1 1 d .
H7 H 1.6480 1.1746 0.1211 0.031 Uiso 1 1 calc R
C21 C 1.3865(6) 0.70258(15) -0.2565(2) 0.0224(9) Uani 1 1 d .
C9 C 1.4004(6) 1.09841(16) 0.2243(2) 0.0277(9) Uani 1 1 d .
H9 H 1.4036 1.0824 0.2729 0.033 Uiso 1 1 calc R
C8 C 1.5502(6) 1.13010(17) 0.2060(2) 0.0282(9) Uani 1 1 d .
H8 H 1.6586 1.1363 0.2413 0.034 Uiso 1 1 calc R
C12 C 0.5063(6) 0.71740(16) -0.0031(2) 0.0309(10) Uani 1 1 d .
H12 H 0.3963 0.7259 0.0267 0.037 Uiso 1 1 calc R
C2 C 0.3846(6) 0.96922(15) 0.0697(2) 0.0277(9) Uani 1 1 d .
H2 H 0.2629 0.9863 0.0583 0.033 Uiso 1 1 calc R
C15 C 0.8227(6) 0.69291(16) -0.0886(2) 0.0277(9) Uani 1 1 d .
C19 C 1.6671(6) 0.75648(17) -0.2664(3) 0.0328(10) Uani 1 1 d .
H19 H 1.7549 0.7814 -0.2457 0.039 Uiso 1 1 calc R
C14 C 0.6836(7) 0.65614(18) -0.0711(3) 0.0418(12) Uani 1 1 d .
H14 H 0.6990 0.6227 -0.0888 0.050 Uiso 1 1 calc R
C13 C 0.5240(7) 0.66869(17) -0.0281(3) 0.0434(13) Uani 1 1 d .
H13 H 0.4278 0.6442 -0.0160 0.052 Uiso 1 1 calc R
O8 O 0.8115(7) 1.00775(14) -0.3252(2) 0.0622(11) Uani 1 1 d .
O6 O 0.8928(6) 1.07614(13) -0.2650(2) 0.0605(11) Uani 1 1 d .
N10 N 0.8465(7) 1.05359(17) -0.3260(2) 0.0516(12) Uani 1 1 d .
O7 O 0.8428(9) 1.07691(16) -0.3870(2) 0.0916(17) Uani 1 1 d .
O1 O 0.8895(4) 1.05700(12) 0.08579(18) 0.0390(8) Uani 1 1 d .
C6 C 0.9513(6) 1.03538(14) 0.1432(2) 0.0224(8) Uani 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
N5 Cu1 N6 92.60(13) . 4_476
N5 Cu1 N2 91.32(13) . 3_775
N6 Cu1 N2 173.44(12) 4_476 3_775
N5 Cu1 N1 179.07(12) . .
N6 Cu1 N1 88.29(12) 4_476 .
N2 Cu1 N1 87.77(12) 3_775 .
N5 Cu1 O3 92.11(11) . .
N6 Cu1 O3 90.64(11) 4_476 .
N2 Cu1 O3 94.47(12) 3_775 .
N1 Cu1 O3 88.16(11) . .
C17 N7 C15 126.9(4) . .
C12 N5 C16 118.7(3) . .
C12 N5 Cu1 121.0(3) . .
C16 N5 Cu1 120.3(3) . .
O5 N9 O4 120.6(3) . .
O5 N9 O3 120.8(3) . .
O4 N9 O3 118.5(3) . .
C7 N2 C11 119.2(3) . .
C7 N2 Cu1 121.0(3) . 3_775
C11 N2 Cu1 119.5(3) . 3_775
C18 N6 C22 118.7(3) . .
C18 N6 Cu1 120.9(2) . 4_675
C22 N6 Cu1 120.3(3) . 4_675
C5 N1 C1 119.0(3) . .
C5 N1 Cu1 121.7(3) . .
C1 N1 Cu1 119.2(3) . .
N9 O3 Cu1 133.3(2) . .
C17 N8 C21 123.8(3) . .
N6 C22 C21 122.9(4) . .
C9 C10 C11 118.1(4) . .
C9 C10 N4 118.0(4) . .
C11 C10 N4 123.8(4) . .
N6 C18 C19 121.1(4) . .
N5 C16 C15 121.8(4) . .
C5 C4 C3 118.3(4) . .
C5 C4 N3 120.5(4) . .
C3 C4 N3 121.2(4) . .
C6 N4 C10 125.8(3) . .
N2 C11 C10 121.5(4) . .
N1 C5 C4 122.7(4) . .
C19 C20 C21 118.2(4) . .
N1 C1 C2 121.2(4) . .
C6 N3 C4 120.3(3) . .
C2 C3 C4 118.9(4) . .
O2 C17 N8 124.8(4) . .
O2 C17 N7 124.3(4) . .
N8 C17 N7 110.9(4) . .
N2 C7 C8 122.1(4) . .
C22 C21 C20 118.9(4) . .
C22 C21 N8 119.3(4) . .
C20 C21 N8 121.7(3) . .
C8 C9 C10 120.1(4) . .
C9 C8 C7 118.9(4) . .
N5 C12 C13 122.8(4) . .
C1 C2 C3 120.0(4) . .
C16 C15 C14 118.2(4) . .
C16 C15 N7 124.5(4) . .
C14 C15 N7 117.3(4) . .
C18 C19 C20 120.2(4) . .
C13 C14 C15 119.6(4) . .
C12 C13 C14 118.9(4) . .
O7 N10 O8 120.4(5) . .
O7 N10 O6 119.4(5) . .
O8 N10 O6 120.2(4) . .
O1 C6 N4 124.1(4) . .
O1 C6 N3 123.4(4) . .
N4 C6 N3 112.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N5 2.029(3) .
Cu1 N6 2.036(3) 4_476
Cu1 N2 2.039(3) 3_775
Cu1 N1 2.039(3) .
Cu1 O3 2.378(3) .
N7 C17 1.375(5) .
N7 C15 1.403(5) .
N5 C12 1.334(5) .
N5 C16 1.360(5) .
N9 O5 1.239(4) .
N9 O4 1.252(4) .
N9 O3 1.261(4) .
N2 C7 1.335(5) .
N2 C11 1.352(5) .
N2 Cu1 2.039(3) 3_775
N6 C18 1.346(5) .
N6 C22 1.349(5) .
N6 Cu1 2.036(3) 4_675
N1 C5 1.343(5) .
N1 C1 1.346(5) .
O2 C17 1.215(5) .
N8 C17 1.370(5) .
N8 C21 1.413(5) .
C22 C21 1.366(5) .
C10 C9 1.391(6) .
C10 C11 1.401(5) .
C10 N4 1.408(5) .
C18 C19 1.383(6) .
C16 C15 1.387(6) .
C4 C5 1.374(5) .
C4 C3 1.396(6) .
C4 N3 1.418(5) .
N4 C6 1.362(5) .
C20 C19 1.383(6) .
C20 C21 1.394(6) .
C1 C2 1.375(6) .
N3 C6 1.379(5) .
C3 C2 1.377(6) .
C7 C8 1.395(6) .
C9 C8 1.363(6) .
C12 C13 1.377(6) .
C15 C14 1.397(6) .
C14 C13 1.378(6) .
O8 N10 1.244(5) .
O6 N10 1.253(5) .
N10 O7 1.235(5) .
O1 C6 1.216(5) .
