#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:30:31 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179582 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/47/4504740.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_4504740
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            'C11 H22 N4 O11 S Zn'
_chemical_formula_weight         483.76
_chemical_name_common            2
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/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                 96.619(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.4886(15)
_cell_length_b                   10.5837(18)
_cell_length_c                   20.733(4)
_cell_measurement_temperature    173(2)
_cell_volume                     1850.3(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0425
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            22490
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    1.506
_exptl_absorpt_correction_T_max  0.9562
_exptl_absorpt_correction_T_min  0.5911
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.610
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4618
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0381
_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)+(0.0357P)²+2.2459P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0886
_reflns_number_gt                3815
_reflns_number_total             4618
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0505057si20050928_052814.cif
_cod_data_source_block           c:\frames\101\work\p2c
_cod_original_sg_symbol_H-M      P2/c
_cod_database_code               4504740
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
Zn1 Zn 0.0000 0.95569(4) 0.2500 0.01462(10) Uani 1 2 d S
Zn2 Zn -0.5000 0.5000 0.5000 0.01363(10) Uani 1 2 d S
S1 S -0.70672(7) 0.67777(6) 0.38501(3) 0.01381(13) Uani 1 1 d .
O2 O -0.8253(2) 0.68260(18) 0.43233(9) 0.0206(4) Uani 1 1 d .
O6 O -0.2525(2) 0.53060(19) 0.49307(10) 0.0186(4) Uani 1 1 d .
O8 O 0.2507(2) 0.93713(19) 0.26040(10) 0.0201(4) Uani 1 1 d .
O5 O -0.6528(2) 0.80871(17) 0.37335(8) 0.0205(4) Uani 1 1 d .
O7 O 0.0000 0.7658(3) 0.2500 0.0307(7) Uani 1 2 d S
N3 N -0.5047(2) 0.66430(19) 0.55559(10) 0.0152(4) Uani 1 1 d .
O4 O -0.7798(2) 0.62396(18) 0.32338(9) 0.0234(4) Uani 1 1 d .
N4 N 0.0060(2) 1.0715(2) 0.32908(10) 0.0157(4) Uani 1 1 d .
O1 O -0.2525(3) 0.89549(18) 0.45285(10) 0.0302(5) Uani 1 1 d .
N2 N -0.1703(2) 1.0936(2) 0.48369(10) 0.0165(4) Uani 1 1 d .
H2N H -0.1718 1.1514 0.5141 0.020 Uiso 1 1 calc R
O3 O -0.5692(2) 0.60148(17) 0.41108(8) 0.0179(4) Uani 1 1 d .
C9 C 0.0808(3) 1.2666(2) 0.38102(12) 0.0182(5) Uani 1 1 d .
H9 H 0.1357 1.3448 0.3808 0.022 Uiso 1 1 calc R
C8 C 0.0835(3) 1.1822(2) 0.32993(12) 0.0167(5) Uani 1 1 d .
H8 H 0.1414 1.2032 0.2948 0.020 Uiso 1 1 calc R
C6 C -0.0845(3) 1.1209(2) 0.43152(12) 0.0143(5) Uani 1 1 d .
C5 C -0.4826(3) 0.8886(2) 0.62452(12) 0.0178(5) Uani 1 1 d .
H5 H -0.4777 0.9658 0.6480 0.021 Uiso 1 1 calc R
C2 C -0.4330(3) 0.7652(2) 0.53239(12) 0.0148(5) Uani 1 1 d .
H2 H -0.3930 0.7586 0.4916 0.018 Uiso 1 1 calc R
N1 N -0.3321(2) 0.98238(19) 0.54502(10) 0.0153(4) Uani 1 1 d .
H1N H -0.3306 1.0521 0.5682 0.018 Uiso 1 1 calc R
C11 C -0.2520(3) 0.9834(2) 0.49082(12) 0.0166(5) Uani 1 1 d .
C7 C -0.0772(3) 1.0408(2) 0.37848(12) 0.0163(5) Uani 1 1 d .
H7 H -0.1323 0.9626 0.3771 0.020 Uiso 1 1 calc R
C1 C -0.4157(3) 0.8790(2) 0.56607(11) 0.0140(5) Uani 1 1 d .
C4 C -0.5561(3) 0.7838(3) 0.64741(12) 0.0210(5) Uani 1 1 d .
H4 H -0.6013 0.7885 0.6872 0.025 Uiso 1 1 calc R
C3 C -0.5639(3) 0.6726(2) 0.61249(12) 0.0187(5) Uani 1 1 d .
H3 H -0.6121 0.6005 0.6292 0.022 Uiso 1 1 calc R
C10 C -0.0026(3) 1.2352(2) 0.43215(12) 0.0174(5) Uani 1 1 d .
H10 H -0.0042 1.2916 0.4677 0.021 Uiso 1 1 calc R
O10 O 0.1300(3) 0.5857(2) 0.11936(11) 0.0311(5) Uani 1 1 d .
O9 O 0.3429(3) 0.7670(3) 0.17513(15) 0.0392(6) Uani 1 1 d .
O11 O 0.1530(5) 0.4265(3) 0.23017(16) 0.0636(10) Uani 1 1 d .
O12 O 0.5000 0.5741(5) 0.2500 0.0894(16) Uani 1 2 d S
H3O H 0.070(4) 0.724(3) 0.2667(15) 0.024(8) Uiso 1 1 d .
H1O H -0.214(4) 0.467(4) 0.5083(17) 0.029(10) Uiso 1 1 d .
H5O H 0.277(4) 0.893(3) 0.2348(17) 0.026(9) Uiso 1 1 d .
H4O H 0.277(4) 0.903(3) 0.2966(17) 0.028(9) Uiso 1 1 d .
H2O H -0.216(5) 0.540(4) 0.460(2) 0.045(11) Uiso 1 1 d .
H6O H 0.414(6) 0.793(5) 0.143(2) 0.076(15) Uiso 1 1 d .
H9O H 0.046(5) 0.612(4) 0.1091(19) 0.041(12) Uiso 1 1 d .
H10O H 0.210(5) 0.459(4) 0.252(2) 0.047(13) Uiso 1 1 d .
H11O H 0.136(11) 0.466(9) 0.183(5) 0.22(4) Uiso 1 1 d .
H8O H 0.184(7) 0.644(5) 0.133(3) 0.09(2) Uiso 1 1 d .
H7O H 0.388(5) 0.735(4) 0.197(2) 0.044(16) 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
O7 Zn1 N4 126.88(6) . 2
O7 Zn1 N4 126.88(6) . .
N4 Zn1 N4 106.25(12) 2 .
O7 Zn1 O8 84.69(6) . .
N4 Zn1 O8 93.95(8) 2 .
N4 Zn1 O8 92.42(8) . .
O7 Zn1 O8 84.69(6) . 2
N4 Zn1 O8 92.42(8) 2 2
N4 Zn1 O8 93.95(8) . 2
O8 Zn1 O8 169.38(11) . 2
N3 Zn2 N3 180.00(11) 3_466 .
N3 Zn2 O6 90.44(8) 3_466 .
N3 Zn2 O6 89.56(8) . .
N3 Zn2 O6 89.55(8) 3_466 3_466
N3 Zn2 O6 90.45(8) . 3_466
O6 Zn2 O6 180.0 . 3_466
N3 Zn2 O3 92.09(7) 3_466 3_466
N3 Zn2 O3 87.91(7) . 3_466
O6 Zn2 O3 87.71(7) . 3_466
O6 Zn2 O3 92.30(7) 3_466 3_466
N3 Zn2 O3 87.91(7) 3_466 .
N3 Zn2 O3 92.09(7) . .
O6 Zn2 O3 92.29(7) . .
O6 Zn2 O3 87.70(7) 3_466 .
O3 Zn2 O3 180.00(14) 3_466 .
O4 S1 O3 110.15(11) . .
O4 S1 O2 109.73(11) . .
O3 S1 O2 110.24(10) . .
O4 S1 O5 109.06(11) . .
O3 S1 O5 108.97(11) . .
O2 S1 O5 108.66(11) . .
C3 N3 C2 119.6(2) . .
C3 N3 Zn2 125.05(17) . .
C2 N3 Zn2 115.18(16) . .
C8 N4 C7 119.9(2) . .
C8 N4 Zn1 120.05(16) . .
C7 N4 Zn1 119.86(17) . .
C11 N2 C6 124.8(2) . .
S1 O3 Zn2 135.62(11) . .
C10 C9 C8 119.1(2) . .
N4 C8 C9 121.4(2) . .
C10 C6 C7 117.8(2) . .
C10 C6 N2 118.3(2) . .
C7 C6 N2 123.9(2) . .
C4 C5 C1 118.9(2) . .
N3 C2 C1 122.3(2) . .
C11 N1 C1 125.1(2) . .
O1 C11 N2 122.9(2) . .
O1 C11 N1 123.7(2) . .
N2 C11 N1 113.4(2) . .
N4 C7 C6 121.8(2) . .
C2 C1 C5 117.9(2) . .
C2 C1 N1 123.2(2) . .
C5 C1 N1 118.9(2) . .
C3 C4 C5 120.0(2) . .
N3 C3 C4 121.3(2) . .
C9 C10 C6 120.0(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O7 2.010(3) .
Zn1 N4 2.043(2) 2
Zn1 N4 2.043(2) .
Zn1 O8 2.1229(19) .
Zn1 O8 2.1229(19) 2
Zn2 N3 2.089(2) 3_466
Zn2 N3 2.089(2) .
Zn2 O6 2.1464(19) .
Zn2 O6 2.1464(19) 3_466
Zn2 O3 2.1559(17) 3_466
Zn2 O3 2.1560(17) .
S1 O4 1.4693(19) .
S1 O3 1.4699(18) .
S1 O2 1.4855(18) .
S1 O5 1.4881(19) .
N3 C3 1.337(3) .
N3 C2 1.345(3) .
N4 C8 1.342(3) .
N4 C7 1.349(3) .
O1 C11 1.218(3) .
N2 C11 1.374(3) .
N2 C6 1.401(3) .
C9 C10 1.382(3) .
C9 C8 1.388(4) .
C6 C10 1.395(3) .
C6 C7 1.395(3) .
C5 C4 1.383(4) .
C5 C1 1.400(3) .
C2 C1 1.391(3) .
N1 C11 1.379(3) .
N1 C1 1.401(3) .
C4 C3 1.380(4) .
