#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:52:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179601 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/65/4506520.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_4506520
loop_
_publ_author_name
'Paul, Mithun'
'Adarsh, N. N.'
'Dastidar, Parthasarathi'
_publ_section_title
;
 CuIICoordination Polymers Capable of Gelation and Selective
 SO4--2Separation
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4135
_journal_paper_doi               10.1021/cg300649e
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C36 H36 Cu N12 O6, 2(F), 2(H2 O), 2(O)'
_chemical_formula_sum            'C36 H44 Cu F2 N12 O10'
_chemical_formula_weight         906.37
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 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                 118.396(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.341(2)
_cell_length_b                   10.2257(9)
_cell_length_c                   19.3694(18)
_cell_measurement_temperature    100(2)
_cell_volume                     4066.8(6)
_computing_cell_refinement       'Bruker Apex II'
_computing_data_collection       'Bruker Apex II'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Mercury 2.3, ORTEP3v2'
_computing_publication_material  SHELXTL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'phi-omega scan'
_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  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0409
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9867
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.618
_exptl_absorpt_correction_T_max  0.9639
_exptl_absorpt_correction_T_min  0.8460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1884
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.827
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3561
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.171
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0651
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0644P)²+9.7135P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1477
_refine_ls_wR_factor_ref         0.1528
_reflns_number_gt                3125
_reflns_number_total             3561
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300649e_si_004.cif
_cod_data_source_block           704f1m
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4506520
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.5000 -0.34561(6) 0.2500 0.0306(2) Uani 1 2 d S
F1 F 0.07972(13) 0.5456(3) 0.22601(16) 0.0591(7) Uani 1 1 d .
N1 N 0.51280(15) -0.3445(3) 0.15398(18) 0.0348(7) Uani 1 1 d .
C2 C 0.5543(2) -0.4273(4) 0.1479(2) 0.0427(10) Uani 1 1 d .
H2 H 0.5753 -0.4897 0.1868 0.051 Uiso 1 1 calc R
C3 C 0.5666(2) -0.4226(5) 0.0853(3) 0.0492(12) Uani 1 1 d .
H3 H 0.5964 -0.4799 0.0826 0.059 Uiso 1 1 calc R
C4 C 0.5346(2) -0.3323(4) 0.0268(2) 0.0429(10) Uani 1 1 d .
H4 H 0.5426 -0.3284 -0.0158 0.051 Uiso 1 1 calc R
C5 C 0.49068(18) -0.2478(4) 0.0315(2) 0.0327(9) Uani 1 1 d .
C6 C 0.48111(18) -0.2562(4) 0.0971(2) 0.0348(9) Uani 1 1 d .
H6 H 0.4520 -0.1992 0.1015 0.042 Uiso 1 1 calc R
N7 N 0.45821(17) -0.1601(3) -0.03026(19) 0.0412(8) Uani 1 1 d .
H7 H 0.4717 -0.1562 -0.0646 0.049 Uiso 1 1 calc R
C8 C 0.40734(19) -0.0796(4) -0.0425(2) 0.0355(9) Uani 1 1 d .
O9 O 0.38688(14) -0.0692(3) 0.00563(16) 0.0451(7) Uani 1 1 d .
N10 N 0.38037(17) -0.0160(3) -0.11217(19) 0.0408(8) Uani 1 1 d .
H10 H 0.3992 -0.0222 -0.1409 0.049 Uiso 1 1 calc R
C11 C 0.32284(19) 0.0600(4) -0.1403(2) 0.0348(9) Uani 1 1 d .
C12 C 0.2728(2) 0.0361(4) -0.2148(2) 0.0432(10) Uani 1 1 d .
H12 H 0.2771 -0.0284 -0.2459 0.052 Uiso 1 1 calc R
C13 C 0.2164(2) 0.1086(4) -0.2426(2) 0.0454(11) Uani 1 1 d .
H13 H 0.1828 0.0924 -0.2929 0.054 Uiso 1 1 calc R
C14 C 0.2086(2) 0.2047(4) -0.1978(2) 0.0411(10) Uani 1 1 d .
H14 H 0.1700 0.2522 -0.2171 0.049 Uiso 1 1 calc R
C15 C 0.25972(19) 0.2292(4) -0.1227(2) 0.0351(9) Uani 1 1 d .
C16 C 0.3165(2) 0.1570(4) -0.0941(2) 0.0391(10) Uani 1 1 d .
H16 H 0.3503 0.1731 -0.0440 0.047 Uiso 1 1 calc R
N17 N 0.24925(16) 0.3273(3) -0.0787(2) 0.0447(9) Uani 1 1 d .
H17 H 0.2093 0.3461 -0.0926 0.054 Uiso 1 1 calc R
C18 C 0.2951(2) 0.3954(4) -0.0168(2) 0.0389(10) Uani 1 1 d .
O19 O 0.35322(15) 0.3780(4) 0.0115(2) 0.0678(11) Uani 1 1 d .
N20 N 0.26921(16) 0.4876(3) 0.0114(2) 0.0433(9) Uani 1 1 d .
H20 H 0.2274 0.4920 -0.0114 0.052 Uiso 1 1 calc R
C21 C 0.30242(18) 0.5754(4) 0.0729(2) 0.0334(9) Uani 1 1 d .
C22 C 0.2669(2) 0.6716(4) 0.0858(3) 0.0425(10) Uani 1 1 d .
H22 H 0.2221 0.6773 0.0539 0.051 Uiso 1 1 calc R
C23 C 0.2984(2) 0.7581(4) 0.1459(3) 0.0481(11) Uani 1 1 d .
H23 H 0.2749 0.8228 0.1553 0.058 Uiso 1 1 calc R
C24 C 0.36483(19) 0.7496(4) 0.1928(2) 0.0393(10) Uani 1 1 d .
H24 H 0.3857 0.8086 0.2338 0.047 Uiso 1 1 calc R
N25 N 0.39978(15) 0.6587(3) 0.18039(18) 0.0328(7) Uani 1 1 d .
C26 C 0.36981(18) 0.5724(4) 0.1223(2) 0.0324(9) Uani 1 1 d .
H26 H 0.3945 0.5084 0.1145 0.039 Uiso 1 1 calc R
O27 O 0.5000 -0.1109(5) 0.2500 0.0512(12) Uani 1 2 d S
O28 O 0.5000 -0.5777(5) 0.2500 0.0553(13) Uani 1 2 d S
O29 O 0.37914(18) 0.0803(4) 0.1231(2) 0.0659(10) Uani 1 1 d D
O30 O 0.99571(17) 0.7235(3) 0.14790(19) 0.0603(9) Uani 1 1 d .
H27 H 0.519(3) -0.068(5) 0.237(3) 0.064(17) Uiso 1 1 d .
H28 H 0.499(2) -0.629(5) 0.283(3) 0.055(15) Uiso 1 1 d .
H29A H 0.389(2) 0.012(3) 0.104(3) 0.054(14) Uiso 1 1 d D
H29B H 0.393(3) 0.069(7) 0.1736(11) 0.11(3) Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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'
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'
H H 0.0000 0.0000 '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 N1 179.37(19) . 2_655
N1 Cu1 N25 90.94(13) . 1_545
N1 Cu1 N25 89.05(13) 2_655 1_545
N1 Cu1 N25 89.05(13) . 2_645
N1 Cu1 N25 90.93(13) 2_655 2_645
N25 Cu1 N25 177.58(18) 1_545 2_645
N1 Cu1 O28 90.32(9) . .
N1 Cu1 O28 90.32(9) 2_655 .
N25 Cu1 O28 91.21(9) 1_545 .
N25 Cu1 O28 91.21(9) 2_645 .
N1 Cu1 O27 89.68(9) . .
N1 Cu1 O27 89.68(9) 2_655 .
N25 Cu1 O27 88.79(9) 1_545 .
N25 Cu1 O27 88.79(9) 2_645 .
O28 Cu1 O27 180.0 . .
C2 N1 C6 119.6(3) . .
C2 N1 Cu1 120.7(3) . .
C6 N1 Cu1 119.7(3) . .
N1 C2 C3 121.4(4) . .
N1 C2 H2 119.3 . .
C3 C2 H2 119.3 . .
C2 C3 C4 119.4(4) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C3 C4 C5 119.8(4) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
C4 C5 C6 117.9(4) . .
C4 C5 N7 117.7(3) . .
C6 C5 N7 124.3(3) . .
N1 C6 C5 121.7(3) . .
N1 C6 H6 119.1 . .
C5 C6 H6 119.1 . .
C8 N7 C5 127.4(3) . .
C8 N7 H7 116.3 . .
C5 N7 H7 116.3 . .
O9 C8 O9 0.0(3) 1 .
O9 C8 N10 123.1(4) 1 .
O9 C8 N10 123.1(4) . .
O9 C8 N7 122.3(4) 1 .
O9 C8 N7 122.3(4) . .
N10 C8 N7 114.5(3) . .
O9 O9 C8 0(10) 1 .
C8 N10 C11 123.6(3) . .
C8 N10 H10 118.2 . .
C11 N10 H10 118.2 . .
C12 C11 C16 120.2(4) . .
C12 C11 N10 118.7(4) . .
C16 C11 N10 121.0(3) . .
C13 C12 C11 119.3(4) . .
C13 C12 H12 120.4 . .
C11 C12 H12 120.4 . .
C12 C13 C14 121.7(4) . .
C12 C13 H13 119.2 . .
C14 C13 H13 119.2 . .
C13 C14 C15 118.6(4) . .
C13 C14 H14 120.7 . .
C15 C14 H14 120.7 . .
C16 C15 C14 120.2(4) . .
C16 C15 N17 123.1(3) . .
C14 C15 N17 116.6(4) . .
C15 C16 C11 119.9(4) . .
C15 C16 H16 120.1 . .
C11 C16 H16 120.1 . .
C18 N17 C15 127.4(3) . .
C18 N17 H17 116.3 . .
C15 N17 H17 116.3 . .
O19 C18 N17 124.5(4) . .
O19 C18 N20 122.3(4) . .
N17 C18 N20 113.2(4) . .
C18 N20 C21 127.8(3) . .
C18 N20 H20 116.1 . .
C21 N20 H20 116.1 . .
C22 C21 N20 118.3(3) . .
C22 C21 C26 117.8(4) . .
N20 C21 C26 123.9(3) . .
C23 C22 C21 119.3(4) . .
C23 C22 H22 120.4 . .
C21 C22 H22 120.4 . .
C22 C23 C24 120.1(4) . .
C22 C23 H23 119.9 . .
C24 C23 H23 119.9 . .
N25 C24 C23 121.3(4) . .
N25 C24 H24 119.4 . .
C23 C24 H24 119.4 . .
C24 N25 C26 119.5(3) . .
C24 N25 Cu1 119.7(3) . 1_565
C26 N25 Cu1 120.7(3) . 1_565
N25 C26 C21 122.0(3) . .
N25 C26 H26 119.0 . .
C21 C26 H26 119.0 . .
Cu1 O27 H27 126(4) . .
Cu1 O28 H28 129(3) . .
H29A O29 H29B 110(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.019(3) .
Cu1 N1 2.019(3) 2_655
Cu1 N25 2.072(3) 1_545
Cu1 N25 2.072(3) 2_645
Cu1 O28 2.374(5) .
Cu1 O27 2.401(5) .
N1 C2 1.333(5) .
N1 C6 1.342(5) .
C2 C3 1.374(6) .
C2 H2 0.9300 .
C3 C4 1.374(6) .
C3 H3 0.9300 .
C4 C5 1.377(5) .
C4 H4 0.9300 .
C5 C6 1.394(5) .
C5 N7 1.395(5) .
C6 H6 0.9300 .
N7 C8 1.370(5) .
N7 H7 0.8600 .
C8 O9 1.237(5) 1
C8 O9 1.237(5) .
C8 N10 1.353(5) .
O9 O9 0.000(6) 1
N10 C11 1.418(5) .
N10 H10 0.8600 .
C11 C12 1.379(5) .
C11 C16 1.390(6) .
C12 C13 1.378(6) .
C12 H12 0.9300 .
C13 C14 1.380(6) .
C13 H13 0.9300 .
C14 C15 1.396(5) .
C14 H14 0.9300 .
C15 C16 1.382(6) .
C15 N17 1.411(5) .
C16 H16 0.9300 .
N17 C18 1.359(5) .
N17 H17 0.8600 .
C18 O19 1.211(5) .
C18 N20 1.366(5) .
N20 C21 1.395(5) .
N20 H20 0.8600 .
C21 C22 1.385(6) .
C21 C26 1.400(5) .
C22 C23 1.365(6) .
C22 H22 0.9300 .
C23 C24 1.378(6) .
C23 H23 0.9300 .
C24 N25 1.332(5) .
C24 H24 0.9300 .
N25 C26 1.336(5) .
N25 Cu1 2.072(3) 1_565
C26 H26 0.9300 .
O27 H27 0.75(5) .
O28 H28 0.83(4) .
O29 H29A 0.876(10) .
O29 H29B 0.880(10) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N7 H7 O30 0.86 2.20 3.017(5) 159.1 7_655
N10 H10 F1 0.86 1.95 2.788(4) 166.0 7
N17 H17 O29 0.86 2.00 2.857(5) 170.9 7
N20 H20 O29 0.86 2.51 3.268(5) 147.7 7
O27 H27 F1 0.75(5) 1.92(5) 2.657(4) 168(6) 3_545
O28 H28 O30 0.83(4) 1.99(5) 2.804(5) 169(5) 4_635
O29 H29A O9 0.876(10) 2.05(3) 2.818(5) 146(4) 1
O29 H29B F1 0.880(10) 1.751(11) 2.631(5) 179(8) 4_545
