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#$Date: 2016-03-23 21:20:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179447 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/44/4334425.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_4334425
loop_
_publ_author_name
'Katsuo Fukuhara'
'Shin-ichiro Noro'
'Kunihisa Sugimoto'
'Tomoyuki Akutagawa'
'Kazuya Kubo'
'Takayoshi Nakamura'
_publ_section_title
;
 Porous Coordination Polymer Polymorphs with Different Flexible Pores
 Using a Structurally Flexible and Bent 1,3-Bis(4-pyridyl)propane Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4229
_journal_page_last               4237
_journal_paper_doi               10.1021/ic301949n
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C34 H40 Cu F6 N4 O8 S2'
_chemical_formula_sum            'C34 H40 Cu F6 N4 O8 S2'
_chemical_formula_weight         874.36
_space_group_IT_number           36
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      36
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.3248(6)
_cell_length_b                   17.1869(6)
_cell_length_c                   19.2754(7)
_cell_measurement_temperature    173(2)
_cell_volume                     4083.0(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            19608
_diffrn_reflns_theta_full        27.44
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         3.18
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6639
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
PROCESS-AUTO (1998). Automatic Data Acquisition and Processing Package
for 2D image data. Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_description       prism
_exptl_crystal_F_000             1804
_exptl_crystal_size_max          0.670
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.130
_refine_diff_density_max         1.187
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.411(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4832
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0452
_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)+(0.0880P)²+3.7567P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1255
_refine_ls_wR_factor_ref         0.1278
_reflns_number_gt                4662
_reflns_number_total             4832
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic301949n_si_001.cif
_cod_data_source_block           shelxl
_cod_database_code               4334425
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, z'
'x, -y, z+1/2'
'-x, -y, z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
'-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 0.29150(2) 0.07160(2) 0.02728(13) Uani 1 2 d S
S1 S 0.5000 0.50727(6) 0.10911(7) 0.0442(3) Uani 1 2 d S
S2 S 0.0000 0.47022(6) 0.36288(7) 0.0507(3) Uani 1 2 d S
F1 F 0.5000 0.6454(2) 0.0581(2) 0.142(3) Uani 1 2 d S
F2 F 0.4142(7) 0.5588(3) -0.0021(3) 0.189(3) Uani 1 1 d .
F3 F -0.0792(7) 0.5433(4) 0.2601(2) 0.223(4) Uani 1 1 d .
F4 F 0.0000 0.4435(3) 0.2302(2) 0.0954(17) Uani 1 2 d S
O1 O 0.5000 0.43049(16) 0.0778(2) 0.0351(6) Uani 1 2 d S
O2 O 0.5955(5) 0.5267(2) 0.1462(3) 0.130(2) Uani 1 1 d .
O3 O 0.0000 0.5396(2) 0.4034(2) 0.0673(13) Uani 1 2 d S
O4 O 0.0923(8) 0.4273(5) 0.3672(3) 0.228(5) Uani 1 1 d .
O5 O 0.5000 0.08916(19) 0.0640(2) 0.0450(7) Uani 1 2 d S
O6 O 0.5000 0.3948(3) 0.3062(4) 0.0925(18) Uani 1 2 d S
N1 N 0.3823(2) 0.27526(15) 0.14315(13) 0.0286(5) Uani 1 1 d .
N2 N 0.3826(2) 0.28781(13) -0.00160(14) 0.0271(5) Uani 1 1 d .
C1 C 0.5000 0.5719(4) 0.0380(3) 0.111(4) Uani 1 2 d S
C2 C 0.0000 0.5016(3) 0.2743(3) 0.0631(18) Uani 1 2 d S
C3 C 0.3394(3) 0.20517(18) 0.1513(2) 0.0424(9) Uani 1 1 d .
H17 H 0.3708 0.1627 0.1269 0.051 Uiso 1 1 calc R
C4 C 0.2505(3) 0.19076(19) 0.1938(2) 0.0426(8) Uani 1 1 d .
H18 H 0.2229 0.1394 0.1985 0.051 Uiso 1 1 calc R
C5 C 0.2026(2) 0.25186(17) 0.22903(14) 0.0282(6) Uani 1 1 d .
C6 C 0.2487(3) 0.3247(2) 0.22124(18) 0.0384(7) Uani 1 1 d .
H19 H 0.2194 0.3680 0.2455 0.046 Uiso 1 1 calc R
C7 C 0.3375(3) 0.33459(19) 0.17817(18) 0.0401(7) Uani 1 1 d .
H20 H 0.3678 0.3851 0.1733 0.048 Uiso 1 1 calc R
C8 C 0.1016(2) 0.24017(19) 0.27269(15) 0.0315(6) Uani 1 1 d .
H21 H 0.0973 0.2815 0.3083 0.038 Uiso 1 1 calc R
H22 H 0.1059 0.1894 0.2968 0.038 Uiso 1 1 calc R
C9 C 0.0000 0.2424(3) 0.2275(2) 0.0280(8) Uani 1 2 d S
H23 H 0.0000 0.2905 0.1992 0.034 Uiso 1 2 calc SR
H24 H 0.0000 0.1973 0.1955 0.034 Uiso 1 2 calc SR
C10 C 0.3499(3) 0.21922(18) -0.02810(17) 0.0337(7) Uani 1 1 d .
H25 H 0.3893 0.1735 -0.0165 0.040 Uiso 1 1 calc R
C11 C 0.2611(3) 0.21276(16) -0.07157(17) 0.0323(6) Uani 1 1 d .
H26 H 0.2402 0.1632 -0.0889 0.039 Uiso 1 1 calc R
C12 C 0.2027(2) 0.27814(17) -0.08979(14) 0.0267(5) Uani 1 1 d .
C13 C 0.2386(3) 0.34918(17) -0.06382(16) 0.0342(6) Uani 1 1 d .
H27 H 0.2021 0.3959 -0.0762 0.041 Uiso 1 1 calc R
C14 C 0.3271(3) 0.35169(17) -0.02013(17) 0.0340(6) Uani 1 1 d .
H28 H 0.3498 0.4007 -0.0024 0.041 Uiso 1 1 calc R
C15 C 0.1026(2) 0.27448(18) -0.13472(15) 0.0296(5) Uani 1 1 d .
H29 H 0.1054 0.2274 -0.1642 0.036 Uiso 1 1 calc R
H30 H 0.1002 0.3206 -0.1655 0.036 Uiso 1 1 calc R
C16 C 0.0000 0.2723(2) -0.0896(2) 0.0267(7) Uani 1 2 d S
H31 H 0.0000 0.2243 -0.0612 0.032 Uiso 1 2 calc SR
H32 H 0.0000 0.3174 -0.0576 0.032 Uiso 1 2 calc SR
C17 C 0.5000 0.0190(3) 0.0666(3) 0.0430(9) Uani 1 2 d S
C18 C 0.6037(5) -0.0250(3) 0.0685(3) 0.0867(17) Uani 1 1 d .
H34 H 0.6599 0.0045 0.0440 0.130 Uiso 1 1 calc R
H35 H 0.5938 -0.0756 0.0460 0.130 Uiso 1 1 calc R
H33 H 0.6259 -0.0328 0.1169 0.130 Uiso 1 1 calc R
C19 C 0.5000 0.4629(3) 0.3181(3) 0.0683(19) Uani 1 2 d S
C20 C 0.6049(7) 0.5046(5) 0.3234(5) 0.119(3) Uani 1 1 d .
H37 H 0.6635 0.4706 0.3072 0.178 Uiso 1 1 calc R
H36 H 0.6181 0.5191 0.3718 0.178 Uiso 1 1 calc R
H38 H 0.6025 0.5516 0.2947 0.178 Uiso 1 1 calc R
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'
S S 0.1246 0.1234 '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'
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 N1 91.75(15) . 2_655
N1 Cu1 N2 87.60(8) . .
N1 Cu1 N2 170.24(9) 2_655 .
N1 Cu1 N2 170.24(9) . 2_655
N1 Cu1 N2 87.60(8) 2_655 2_655
N2 Cu1 N2 91.39(15) . 2_655
N1 Cu1 O1 95.98(10) . .
N1 Cu1 O1 95.98(10) 2_655 .
N2 Cu1 O1 93.78(9) . .
N2 Cu1 O1 93.78(9) 2_655 .
O2 S1 O2 112.3(6) . 2_655
O2 S1 O1 115.1(2) . .
O2 S1 O1 115.1(2) 2_655 .
O2 S1 C1 104.1(3) . .
O2 S1 C1 104.1(3) 2_655 .
O1 S1 C1 104.4(3) . .
O4 S2 O4 113.8(10) 2 .
O4 S2 O3 114.8(4) 2 .
O4 S2 O3 114.8(4) . .
O4 S2 C2 102.8(3) 2 .
O4 S2 C2 102.8(3) . .
O3 S2 C2 105.7(3) . .
S1 O1 Cu1 158.2(2) . .
C3 N1 C7 117.9(3) . .
C3 N1 Cu1 119.5(2) . .
C7 N1 Cu1 122.2(2) . .
C14 N2 C10 117.6(3) . .
C14 N2 Cu1 121.6(2) . .
C10 N2 Cu1 120.4(2) . .
F1 C1 F2 109.4(4) . .
F1 C1 F2 109.4(4) . 2_655
F2 C1 F2 105.4(8) . 2_655
F1 C1 S1 112.0(4) . .
F2 C1 S1 110.2(4) . .
F2 C1 S1 110.2(4) 2_655 .
F3 C2 F3 103.6(10) . 2
F3 C2 F4 107.2(4) . .
F3 C2 F4 107.2(4) 2 .
F3 C2 S2 112.6(4) . .
F3 C2 S2 112.6(4) 2 .
F4 C2 S2 112.9(4) . .
N1 C3 C4 123.1(3) . .
N1 C3 H17 118.4 . .
C4 C3 H17 118.4 . .
C5 C4 C3 119.4(3) . .
C5 C4 H18 120.3 . .
C3 C4 H18 120.3 . .
C6 C5 C4 117.3(3) . .
C6 C5 C8 121.2(3) . .
C4 C5 C8 121.5(3) . .
C5 C6 C7 120.1(3) . .
C5 C6 H19 119.9 . .
C7 C6 H19 119.9 . .
N1 C7 C6 122.2(3) . .
N1 C7 H20 118.9 . .
C6 C7 H20 118.9 . .
C5 C8 C9 110.7(2) . .
C5 C8 H21 109.5 . .
C9 C8 H21 109.5 . .
C5 C8 H22 109.5 . .
C9 C8 H22 109.5 . .
H21 C8 H22 108.1 . .
C8 C9 C8 110.3(3) 2 .
C8 C9 H23 109.6 2 .
C8 C9 H23 109.6 . .
C8 C9 H24 109.6 2 .
C8 C9 H24 109.6 . .
H23 C9 H24 108.1 . .
N2 C10 C11 122.5(3) . .
N2 C10 H25 118.8 . .
C11 C10 H25 118.8 . .
C12 C11 C10 120.1(3) . .
C12 C11 H26 119.9 . .
C10 C11 H26 119.9 . .
C11 C12 C13 117.2(3) . .
C11 C12 C15 122.6(3) . .
C13 C12 C15 120.2(3) . .
C14 C13 C12 119.9(3) . .
C14 C13 H27 120.1 . .
C12 C13 H27 120.1 . .
N2 C14 C13 122.7(3) . .
N2 C14 H28 118.7 . .
C13 C14 H28 118.7 . .
C12 C15 C16 110.4(2) . .
C12 C15 H29 109.6 . .
C16 C15 H29 109.6 . .
C12 C15 H30 109.6 . .
C16 C15 H30 109.6 . .
H29 C15 H30 108.1 . .
C15 C16 C15 110.8(3) 2 .
C15 C16 H31 109.5 2 .
C15 C16 H31 109.5 . .
C15 C16 H32 109.5 2 .
C15 C16 H32 109.5 . .
H31 C16 H32 108.1 . .
O5 C17 C18 120.6(3) . 2_655
O5 C17 C18 120.6(3) . .
C18 C17 C18 118.8(6) 2_655 .
C17 C18 H34 109.5 . .
C17 C18 H35 109.5 . .
H34 C18 H35 109.5 . .
C17 C18 H33 109.5 . .
H34 C18 H33 109.5 . .
H35 C18 H33 109.5 . .
O6 C19 C20 119.2(4) . .
O6 C19 C20 119.2(4) . 2_655
C20 C19 C20 121.5(9) . 2_655
C19 C20 H37 109.5 . .
C19 C20 H36 109.5 . .
H37 C20 H36 109.5 . .
C19 C20 H38 109.5 . .
H37 C20 H38 109.5 . .
H36 C20 H38 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.021(3) .
Cu1 N1 2.021(3) 2_655
Cu1 N2 2.022(3) .
Cu1 N2 2.022(3) 2_655
Cu1 O1 2.392(3) .
S1 O2 1.416(5) .
S1 O2 1.416(5) 2_655
S1 O1 1.451(3) .
S1 C1 1.765(6) .
S2 O4 1.359(5) 2
S2 O4 1.359(5) .
S2 O3 1.425(4) .
S2 C2 1.790(6) .
F1 C1 1.321(7) .
F2 C1 1.329(7) .
F3 C2 1.241(6) .
F4 C2 1.312(7) .
O5 C17 1.207(6) .
O6 C19 1.192(7) .
N1 C3 1.325(4) .
N1 C7 1.341(4) .
N2 C14 1.342(4) .
N2 C10 1.346(4) .
C1 F2 1.329(7) 2_655
C2 F3 1.241(6) 2
C3 C4 1.389(5) .
C3 H17 0.9500 .
C4 C5 1.383(4) .
C4 H18 0.9500 .
C5 C6 1.382(5) .
C5 C8 1.516(4) .
C6 C7 1.385(5) .
C6 H19 0.9500 .
C7 H20 0.9500 .
C8 C9 1.526(3) .
C8 H21 0.9900 .
C8 H22 0.9900 .
C9 C8 1.526(3) 2
C9 H23 0.9900 .
C9 H24 0.9900 .
C10 C11 1.383(5) .
C10 H25 0.9500 .
C11 C12 1.380(4) .
C11 H26 0.9500 .
C12 C13 1.392(4) .
C12 C15 1.509(4) .
C13 C14 1.379(4) .
C13 H27 0.9500 .
C14 H28 0.9500 .
C15 C16 1.535(3) .
C15 H29 0.9900 .
C15 H30 0.9900 .
C16 C15 1.535(3) 2
C16 H31 0.9900 .
C16 H32 0.9900 .
C17 C18 1.486(5) 2_655
C17 C18 1.486(5) .
C18 H34 0.9800 .
C18 H35 0.9800 .
C18 H33 0.9800 .
C19 C20 1.482(8) .
C19 C20 1.482(8) 2_655
C20 H37 0.9800 .
C20 H36 0.9800 .
C20 H38 0.9800 .
