#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:30:31 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179582 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/47/4504742.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_4504742
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            'C24 H24 Cu F6 N8 O10 S2'
_chemical_formula_weight         826.17
_chemical_name_common            4
_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                 94.712(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.1241(9)
_cell_length_b                   18.1265(19)
_cell_length_c                   19.586(2)
_cell_measurement_temperature    173(2)
_cell_volume                     3228.3(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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            39825
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.908
_exptl_absorpt_correction_T_max  0.8989
_exptl_absorpt_correction_T_min  0.8323
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1676
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.247
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     476
_refine_ls_number_reflns         8023
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.247
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0450
_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)+(0.0370P)²+2.9768P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1057
_reflns_number_gt                7611
_reflns_number_total             8023
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0505057si20050928_052814.cif
_cod_data_source_block           c:\frames\083\work\083s
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4504742
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 0.46847(3) 0.750418(14) 0.252543(13) 0.02153(8) Uani 1 1 d .
O10 O 0.3943(2) 0.62010(9) 0.23644(9) 0.0268(3) Uani 1 1 d .
N2 N 0.6096(2) 0.28099(10) 0.34406(9) 0.0214(4) Uani 1 1 d .
N3 N 0.3334(2) 1.22821(10) 0.28254(9) 0.0230(4) Uani 1 1 d .
N4 N 0.2736(2) 0.77723(10) 0.28855(9) 0.0217(4) Uani 1 1 d .
O2 O 0.28598(16) 1.00111(8) 0.29307(9) 0.0249(3) Uani 1 1 d .
N1 N 0.5511(2) 0.73007(11) 0.35074(10) 0.0248(4) Uani 1 1 d .
O1 O 0.5978(2) 0.50625(9) 0.35850(8) 0.0296(4) Uani 1 1 d .
C13 C 0.1507(2) 1.14307(12) 0.31532(11) 0.0214(4) Uani 1 1 d .
N6 N 0.6537(2) 0.44292(10) 0.45835(9) 0.0224(4) Uani 1 1 d .
H6N H 0.6664 0.4482 0.5031 0.027 Uiso 1 1 calc R
C7 C 0.6590(2) 0.37128(11) 0.43235(11) 0.0202(4) Uani 1 1 d .
N7 N 0.07123(19) 0.94729(10) 0.32124(10) 0.0212(4) Uani 1 1 d .
H7N H -0.0201 0.9571 0.3296 0.025 Uiso 1 1 calc R
C12 C 0.2823(2) 1.15859(12) 0.28698(11) 0.0217(4) Uani 1 1 d .
H12 H 0.3378 1.1191 0.2703 0.026 Uiso 1 1 calc R
C2 C 0.6281(2) 0.64125(12) 0.43690(11) 0.0211(4) Uani 1 1 d .
C18 C 0.1121(2) 0.87347(11) 0.32011(11) 0.0192(4) Uani 1 1 d .
N8 N 0.09292(19) 1.07238(10) 0.32183(10) 0.0222(4) Uani 1 1 d .
H8N H 0.0028 1.0697 0.3346 0.027 Uiso 1 1 calc R
C17 C 0.2299(2) 0.84770(11) 0.28578(11) 0.0203(4) Uani 1 1 d .
H26 H 0.2812 0.8815 0.2594 0.024 Uiso 1 1 calc R
C21 C 0.1967(3) 0.72817(13) 0.32233(13) 0.0317(5) Uani 1 1 d .
H27 H 0.2281 0.6782 0.3246 0.038 Uiso 1 1 calc R
C19 C 0.0302(3) 0.82165(13) 0.35357(13) 0.0294(5) Uani 1 1 d .
H28 H -0.0536 0.8365 0.3758 0.035 Uiso 1 1 calc R
N5 N 0.6498(2) 0.56882(10) 0.45950(9) 0.0224(4) Uani 1 1 d .
H5N H 0.6785 0.5625 0.5031 0.027 Uiso 1 1 calc R
C22 C 0.1613(2) 1.00643(11) 0.31047(11) 0.0186(4) Uani 1 1 d .
C3 C 0.6588(4) 0.69807(14) 0.48363(14) 0.0420(7) Uani 1 1 d .
H3 H 0.6960 0.6876 0.5293 0.050 Uiso 1 1 calc R
C11 C 0.6302(2) 0.50609(11) 0.41979(11) 0.0199(4) Uani 1 1 d .
C15 C 0.1217(3) 1.27291(14) 0.33247(15) 0.0342(6) Uani 1 1 d .
H15 H 0.0670 1.3136 0.3475 0.041 Uiso 1 1 calc R
C1 C 0.5751(2) 0.65970(12) 0.37042(11) 0.0211(4) Uani 1 1 d .
H1 H 0.5553 0.6214 0.3379 0.025 Uiso 1 1 calc R
C6 C 0.6004(2) 0.35105(12) 0.36710(11) 0.0205(4) Uani 1 1 d .
H6 H 0.5528 0.3873 0.3381 0.025 Uiso 1 1 calc R
C14 C 0.0693(3) 1.20230(13) 0.33798(13) 0.0297(5) Uani 1 1 d .
H14 H -0.0216 1.1938 0.3571 0.036 Uiso 1 1 calc R
C16 C 0.2546(3) 1.28443(13) 0.30483(13) 0.0295(5) Uani 1 1 d .
H16 H 0.2909 1.3333 0.3016 0.035 Uiso 1 1 calc R
C8 C 0.7252(3) 0.31701(13) 0.47518(13) 0.0340(6) Uani 1 1 d .
H8 H 0.7643 0.3290 0.5203 0.041 Uiso 1 1 calc R
C10 C 0.6750(3) 0.22978(13) 0.38525(13) 0.0327(5) Uani 1 1 d .
H10 H 0.6820 0.1807 0.3688 0.039 Uiso 1 1 calc R
C20 C 0.0728(3) 0.74849(14) 0.35391(15) 0.0365(6) Uani 1 1 d .
H43 H 0.0173 0.7124 0.3757 0.044 Uiso 1 1 calc R
C9 C 0.7327(4) 0.24590(14) 0.45095(14) 0.0411(7) Uani 1 1 d .
H9 H 0.7773 0.2082 0.4792 0.049 Uiso 1 1 calc R
C5 C 0.5787(4) 0.78443(15) 0.39592(15) 0.0470(8) Uani 1 1 d .
H5 H 0.5600 0.8340 0.3821 0.056 Uiso 1 1 calc R
S1 S 0.26023(5) 0.51733(3) 0.09159(3) 0.02028(11) Uani 1 1 d .
O5 O 0.15317(17) 0.57585(9) 0.09550(9) 0.0303(4) Uani 1 1 d .
F2 F 0.36354(19) 0.45051(10) -0.01201(9) 0.0460(4) Uani 1 1 d .
F1 F 0.3099(2) 0.56399(11) -0.03035(9) 0.0551(5) Uani 1 1 d .
F3 F 0.1380(2) 0.48308(15) -0.02826(10) 0.0719(7) Uani 1 1 d .
C23 C 0.2686(3) 0.50299(16) 0.00001(13) 0.0333(5) Uani 1 1 d .
S2 S 0.20394(6) 0.50137(3) 0.35963(3) 0.02043(11) Uani 1 1 d .
O6 O 0.2156(2) 0.50240(10) 0.28689(8) 0.0326(4) Uani 1 1 d .
F4 F -0.05247(18) 0.56579(10) 0.33759(9) 0.0466(4) Uani 1 1 d .
O8 O 0.2473(2) 0.43347(9) 0.39407(9) 0.0309(4) Uani 1 1 d .
F5 F -0.06277(17) 0.44737(10) 0.33971(9) 0.0450(4) Uani 1 1 d .
C24 C 0.0061(3) 0.50596(14) 0.36769(12) 0.0305(5) Uani 1 1 d .
O7 O 0.2587(2) 0.56704(9) 0.39513(9) 0.0309(4) Uani 1 1 d .
F6 F -0.0196(2) 0.50807(13) 0.43328(9) 0.0606(6) Uani 1 1 d .
O9 O 0.4541(2) 0.40217(11) 0.22390(10) 0.0314(4) Uani 1 1 d .
O4 O 0.40822(17) 0.53744(10) 0.11596(9) 0.0306(4) Uani 1 1 d .
O3 O 0.21168(19) 0.44697(10) 0.11609(10) 0.0340(4) Uani 1 1 d .
C4 C 0.6341(5) 0.76998(16) 0.46253(17) 0.0616(11) Uani 1 1 d .
H4 H 0.6552 0.8095 0.4937 0.074 Uiso 1 1 calc R
H4S H 0.409(4) 0.5968(19) 0.2011(18) 0.045(9) Uiso 1 1 d .
H3S H 0.347(4) 0.5919(19) 0.2548(17) 0.041(9) Uiso 1 1 d .
H1S H 0.378(5) 0.414(3) 0.213(2) 0.085(16) Uiso 1 1 d .
H2S H 0.503(4) 0.432(2) 0.2139(18) 0.050(11) 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'
F F 0.0171 0.0103 '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'
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
N4 Cu1 N3 177.46(8) . 2_645
N4 Cu1 N1 88.97(8) . .
N3 Cu1 N1 90.75(8) 2_645 .
N4 Cu1 N2 90.46(7) . 2_655
N3 Cu1 N2 89.58(7) 2_645 2_655
N1 Cu1 N2 174.61(8) . 2_655
C10 N2 C6 119.16(19) . .
C10 N2 Cu1 118.33(15) . 2_645
C6 N2 Cu1 122.49(15) . 2_645
C16 N3 C12 119.47(19) . .
C16 N3 Cu1 118.47(15) . 2_655
C12 N3 Cu1 121.99(15) . 2_655
C17 N4 C21 119.16(19) . .
C17 N4 Cu1 118.83(14) . .
C21 N4 Cu1 121.51(15) . .
C5 N1 C1 119.5(2) . .
C5 N1 Cu1 121.77(17) . .
C1 N1 Cu1 118.70(15) . .
C12 C13 N8 124.51(19) . .
C12 C13 C14 118.0(2) . .
N8 C13 C14 117.49(19) . .
C11 N6 C7 125.50(18) . .
C6 C7 N6 123.83(19) . .
C6 C7 C8 118.7(2) . .
N6 C7 C8 117.49(19) . .
C22 N7 C18 125.65(17) . .
N3 C12 C13 121.9(2) . .
C3 C2 C1 118.2(2) . .
C3 C2 N5 118.2(2) . .
C1 C2 N5 123.53(19) . .
N7 C18 C17 123.26(19) . .
N7 C18 C19 119.06(19) . .
C17 C18 C19 117.66(19) . .
C22 N8 C13 127.13(18) . .
N4 C17 C18 122.62(19) . .
N4 C21 C20 121.6(2) . .
C20 C19 C18 119.1(2) . .
C11 N5 C2 126.02(18) . .
O2 C22 N8 124.11(19) . .
O2 C22 N7 124.33(19) . .
N8 C22 N7 111.55(17) . .
C4 C3 C2 118.9(2) . .
O1 C11 N6 123.96(19) . .
O1 C11 N5 124.44(19) . .
N6 C11 N5 111.61(18) . .
C14 C15 C16 119.5(2) . .
N1 C1 C2 122.1(2) . .
N2 C6 C7 121.55(19) . .
C15 C14 C13 119.6(2) . .
N3 C16 C15 121.6(2) . .
C9 C8 C7 118.9(2) . .
N2 C10 C9 122.2(2) . .
C19 C20 C21 119.6(2) . .
C8 C9 C10 119.6(2) . .
N1 C5 C4 121.3(2) . .
O4 S1 O3 114.68(11) . .
O4 S1 O5 114.50(11) . .
O3 S1 O5 113.73(10) . .
O4 S1 C23 104.38(11) . .
O3 S1 C23 103.89(12) . .
O5 S1 C23 103.88(12) . .
F2 C23 F3 108.1(2) . .
F2 C23 F1 107.8(2) . .
F3 C23 F1 108.6(2) . .
F2 C23 S1 111.09(18) . .
F3 C23 S1 110.01(17) . .
F1 C23 S1 111.08(18) . .
O6 S2 O8 115.77(11) . .
O6 S2 O7 114.51(11) . .
O8 S2 O7 113.98(10) . .
O6 S2 C24 103.84(11) . .
O8 S2 C24 103.49(11) . .
O7 S2 C24 103.04(11) . .
F6 C24 F4 108.1(2) . .
F6 C24 F5 107.9(2) . .
F4 C24 F5 108.1(2) . .
F6 C24 S2 109.86(18) . .
F4 C24 S2 111.35(17) . .
F5 C24 S2 111.41(17) . .
C3 C4 C5 119.9(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N4 2.0254(18) .
Cu1 N3 2.0259(19) 2_645
Cu1 N1 2.0408(19) .
Cu1 N2 2.0429(18) 2_655
N2 C10 1.338(3) .
N2 C6 1.353(3) .
N2 Cu1 2.0428(18) 2_645
N3 C16 1.341(3) .
N3 C12 1.351(3) .
N3 Cu1 2.0259(18) 2_655
N4 C17 1.338(3) .
N4 C21 1.340(3) .
O2 C22 1.218(3) .
N1 C5 1.335(3) .
N1 C1 1.345(3) .
O1 C11 1.213(3) .
C13 C12 1.393(3) .
C13 N8 1.395(3) .
C13 C14 1.398(3) .
N6 C11 1.379(3) .
N6 C7 1.397(3) .
C7 C6 1.393(3) .
C7 C8 1.397(3) .
N7 C22 1.378(3) .
N7 C18 1.390(3) .
C2 C3 1.391(3) .
C2 C1 1.392(3) .
C2 N5 1.394(3) .
C18 C17 1.394(3) .
C18 C19 1.396(3) .
N8 C22 1.375(3) .
C21 C20 1.382(3) .
C19 C20 1.382(3) .
N5 C11 1.381(3) .
C3 C4 1.380(4) .
C15 C14 1.374(3) .
C15 C16 1.384(3) .
C8 C9 1.377(3) .
C10 C9 1.381(4) .
C5 C4 1.385(4) .
S1 O4 1.4415(16) .
S1 O3 1.4449(18) .
S1 O5 1.4484(17) .
S1 C23 1.820(3) .
F2 C23 1.321(3) .
F1 C23 1.325(3) .
F3 C23 1.323(3) .
S2 O6 1.4374(17) .
S2 O8 1.4430(17) .
S2 O7 1.4469(17) .
S2 C24 1.827(3) .
F4 C24 1.326(3) .
F5 C24 1.329(3) .
C24 F6 1.325(3) .
