#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/85/2018551.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2018551
loop_
_publ_author_name
'Wan, Li-Min'
'Yang, Zhou'
'Zheng, Ai-Xia'
'Ren, Zhi-Gang'
'Lang, Jian-Ping'
_publ_section_title
;
 Two [Cu₂I₂]-based coordination polymers of
 1,3-bis(pyridin-4-yl)propane
;
_journal_coeditor_code           YF3014
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m181
_journal_page_last               m184
_journal_paper_doi               10.1107/S0108270112025577
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu2 I2 (C13 H14 N2)2] , 4C7 H9 N'
_chemical_formula_moiety         'C26 H28 Cu2 I2 N4, 4(C7 H9 N)'
_chemical_formula_sum            'C54 H64 Cu2 I2 N8'
_chemical_formula_weight         1206.02
_chemical_name_systematic
;
catena-poly[[[di-μ-iodido-dicopper(I)]-
bis[μ-1,3-bis(pyridin-4-yl)propane-κ²N:N']]
p-toluidine tetrasolvate]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                103.19(3)
_cell_angle_beta                 111.06(3)
_cell_angle_gamma                109.30(3)
_cell_formula_units_Z            1
_cell_length_a                   10.119(2)
_cell_length_b                   12.370(3)
_cell_length_c                   12.962(3)
_cell_measurement_reflns_used    6516
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.4894
_cell_measurement_theta_min      3.1149
_cell_volume                     1313.5(9)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2001)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2001)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Rigaku Saturn 724+ CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0555
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12464
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.11
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.028
_exptl_absorpt_correction_T_max  0.4976
_exptl_absorpt_correction_T_min  0.3758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.773
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         5891
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.949
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0304
_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)+(0.0292P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0693
_reflns_number_gt                4782
_reflns_number_total             5891
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            yf3014.cif
_cod_data_source_block           I
_cod_original_cell_volume        1313.4(5)
_cod_original_sg_symbol_Hall     '-p 1'
_cod_database_code               2018551
_cod_database_fobs_code          2018551
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cu Cu1 0.12838(4) 0.11542(3) 0.55936(3) 0.02952(9) Uani d . 1 1
I I1 0.16886(2) -0.088121(18) 0.525253(17) 0.03362(7) Uani d . 1 1
N N1 0.2335(2) 0.2142(2) 0.47963(19) 0.0268(5) Uani d . 1 1
N N2 0.2392(2) 0.2159(2) -0.25863(18) 0.0242(5) Uani d . 1 1
N N3 0.6196(3) 0.0763(3) 0.6833(2) 0.0476(7) Uani d . 1 1
H H3A 0.5229 0.0300 0.6308 0.057 Uiso d R 1 1
H H3B 0.6728 0.0711 0.6461 0.057 Uiso d R 1 1
N N4 0.7464(3) 0.3720(3) 0.8151(3) 0.0549(8) Uani d . 1 1
H H4B 0.6988 0.2968 0.7651 0.066 Uiso d R 1 1
H H4C 0.7689 0.3886 0.8885 0.066 Uiso d R 1 1
C C1 0.1806(3) 0.2869(3) 0.4334(2) 0.0310(6) Uani d . 1 1
H H1 0.0904 0.2906 0.4359 0.037 Uiso calc R 1 1
C C2 0.2516(3) 0.3564(3) 0.3825(2) 0.0320(6) Uani d . 1 1
H H2 0.2099 0.4064 0.3517 0.038 Uiso calc R 1 1
C C3 0.3832(3) 0.3537(3) 0.3761(2) 0.0268(6) Uani d . 1 1
C C4 0.4388(3) 0.2798(3) 0.4240(3) 0.0392(7) Uani d . 1 1
H H4A 0.5290 0.2752 0.4225 0.047 Uiso calc R 1 1
C C5 0.3627(3) 0.2122(3) 0.4745(3) 0.0379(7) Uani d . 1 1
H H5 0.4033 0.1624 0.5067 0.045 Uiso calc R 1 1
C C6 0.4599(3) 0.4264(3) 0.3173(2) 0.0307(6) Uani d . 1 1
H H6A 0.5734 0.4486 0.3545 0.037 Uiso calc R 1 1
H H6B 0.4496 0.5038 0.3306 0.037 Uiso calc R 1 1
C C7 0.3836(3) 0.3514(3) 0.1819(2) 0.0274(6) Uani d . 1 1
H H7A 0.3917 0.2731 0.1683 0.033 Uiso calc R 1 1
H H7B 0.2706 0.3309 0.1441 0.033 Uiso calc R 1 1
C C8 0.4653(3) 0.4253(3) 0.1244(2) 0.0310(6) Uani d . 1 1
H H8A 0.4597 0.5046 0.1402 0.037 Uiso calc R 1 1
H H8B 0.5777 0.4440 0.1611 0.037 Uiso calc R 1 1
C C9 0.3894(3) 0.3545(2) -0.0094(2) 0.0257(6) Uani d . 1 1
C C10 0.2509(3) 0.3513(3) -0.0877(2) 0.0302(6) Uani d . 1 1
H H10 0.2045 0.3961 -0.0577 0.036 Uiso calc R 1 1
C C11 0.1810(3) 0.2830(3) -0.2091(2) 0.0289(6) Uani d . 1 1
H H11 0.0877 0.2833 -0.2600 0.035 Uiso calc R 1 1
C C12 0.3738(3) 0.2198(3) -0.1833(2) 0.0295(6) Uani d . 1 1
H H12 0.4183 0.1746 -0.2155 0.035 Uiso calc R 1 1
C C13 0.4503(3) 0.2868(3) -0.0610(2) 0.0301(6) Uani d . 1 1
H H13 0.5447 0.2864 -0.0121 0.036 Uiso calc R 1 1
C C14 0.8776(5) 0.0338(4) 1.1368(3) 0.0639(10) Uani d . 1 1
H H14A 0.8277 0.0606 1.1819 0.096 Uiso calc R 1 1
H H14B 0.9912 0.0879 1.1804 0.096 Uiso calc R 1 1
H H14C 0.8579 -0.0513 1.1263 0.096 Uiso calc R 1 1
C C15 0.8089(4) 0.0401(3) 1.0147(3) 0.0413(7) Uani d . 1 1
C C16 0.6472(4) -0.0072(3) 0.9443(3) 0.0433(8) Uani d . 1 1
H H16 0.5784 -0.0469 0.9718 0.052 Uiso calc R 1 1
C C17 0.5829(3) 0.0019(3) 0.8347(3) 0.0421(8) Uani d . 1 1
H H17 0.4722 -0.0308 0.7894 0.051 Uiso calc R 1 1
C C18 0.6813(3) 0.0591(3) 0.7911(3) 0.0367(7) Uani d . 1 1
C C19 0.8437(3) 0.1052(3) 0.8603(3) 0.0450(8) Uani d . 1 1
H H19 0.9128 0.1436 0.8325 0.054 Uiso calc R 1 1
C C20 0.9056(4) 0.0953(3) 0.9703(3) 0.0468(8) Uani d . 1 1
H H20 1.0163 0.1269 1.0156 0.056 Uiso calc R 1 1
C C21 1.2184(4) 0.6757(4) 0.7226(4) 0.0695(12) Uani d . 1 1
H H21A 1.2222 0.6258 0.6551 0.104 Uiso calc R 1 1
H H21B 1.3227 0.7178 0.7925 0.104 Uiso calc R 1 1
H H21C 1.1864 0.7371 0.7025 0.104 Uiso calc R 1 1
C C22 1.1001(3) 0.5926(3) 0.7498(3) 0.0433(8) Uani d . 1 1
C C23 1.0926(4) 0.6355(3) 0.8554(3) 0.0438(8) Uani d . 1 1
H H23 1.1671 0.7164 0.9130 0.053 Uiso calc R 1 1
C C24 0.9796(4) 0.5630(3) 0.8778(3) 0.0415(7) Uani d . 1 1
H H24 0.9776 0.5954 0.9500 0.050 Uiso calc R 1 1
C C25 0.8679(4) 0.4427(3) 0.7958(3) 0.0392(7) Uani d . 1 1
C C26 0.8753(4) 0.3982(3) 0.6914(3) 0.0442(8) Uani d . 1 1
H H26 0.8017 0.3167 0.6346 0.053 Uiso calc R 1 1
C C27 0.9899(4) 0.4719(3) 0.6690(3) 0.0459(8) Uani d . 1 1
H H27 0.9927 0.4392 0.5973 0.055 Uiso calc R 1 1
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu1 N2 . 1_556 110.41(9) yes
N1 Cu1 I1 . . 107.30(7) yes
N2 Cu1 I1 1_556 . 107.55(7) yes
N1 Cu1 I1 . 2_556 107.16(6) yes
N2 Cu1 I1 1_556 2_556 106.24(7) yes
I1 Cu1 I1 . 2_556 118.11(4) yes
N1 Cu1 Cu1 . 2_556 125.17(7) yes
N2 Cu1 Cu1 1_556 2_556 124.41(7) yes
I1 Cu1 Cu1 . 2_556 59.55(3) yes
I1 Cu1 Cu1 2_556 2_556 58.56(3) yes
Cu1 I1 Cu1 . 2_556 61.89(4) yes
C1 N1 C5 . . 116.4(2) no
C1 N1 Cu1 . . 122.11(17) no
C5 N1 Cu1 . . 121.42(17) no
C12 N2 C11 . . 116.4(2) no
C12 N2 Cu1 . 1_554 122.18(18) no
C11 N2 Cu1 . 1_554 121.38(16) no
C18 N3 H3A . . 120.0 no
C18 N3 H3B . . 111.5 no
H3A N3 H3B . . 105.4 no
C25 N4 H4B . . 110.0 no
C25 N4 H4C . . 115.2 no
H4B N4 H4C . . 120.3 no
N1 C1 C2 . . 123.1(2) no
N1 C1 H1 . . 118.5 no
C2 C1 H1 . . 118.5 no
C1 C2 C3 . . 120.7(2) no
C1 C2 H2 . . 119.7 no
C3 C2 H2 . . 119.7 no
C4 C3 C2 . . 116.5(2) no
C4 C3 C6 . . 122.1(2) no
C2 C3 C6 . . 121.4(2) no
C3 C4 C5 . . 120.3(3) no
C3 C4 H4A . . 119.9 no
C5 C4 H4A . . 119.9 no
N1 C5 C4 . . 123.0(2) no
N1 C5 H5 . . 118.5 no
C4 C5 H5 . . 118.5 no
C3 C6 C7 . . 111.6(2) no
C3 C6 H6A . . 109.3 no
C7 C6 H6A . . 109.3 no
C3 C6 H6B . . 109.3 no
C7 C6 H6B . . 109.3 no
H6A C6 H6B . . 108.0 no
C8 C7 C6 . . 110.8(2) no
C8 C7 H7A . . 109.5 no
C6 C7 H7A . . 109.5 no
C8 C7 H7B . . 109.5 no
C6 C7 H7B . . 109.5 no
H7A C7 H7B . . 108.1 no
C9 C8 C7 . . 111.7(2) no
C9 C8 H8A . . 109.3 no
C7 C8 H8A . . 109.3 no
C9 C8 H8B . . 109.3 no
C7 C8 H8B . . 109.3 no
H8A C8 H8B . . 107.9 no
C13 C9 C10 . . 116.1(2) no
C13 C9 C8 . . 122.5(2) no
C10 C9 C8 . . 121.3(2) no
C11 C10 C9 . . 120.3(2) no
C11 C10 H10 . . 119.8 no
C9 C10 H10 . . 119.8 no
N2 C11 C10 . . 123.4(2) no
N2 C11 H11 . . 118.3 no
C10 C11 H11 . . 118.3 no
N2 C12 C13 . . 123.1(2) no
N2 C12 H12 . . 118.4 no
C13 C12 H12 . . 118.4 no
C12 C13 C9 . . 120.6(2) no
C12 C13 H13 . . 119.7 no
C9 C13 H13 . . 119.7 no
C15 C14 H14A . . 109.5 no
C15 C14 H14B . . 109.5 no
H14A C14 H14B . . 109.5 no
C15 C14 H14C . . 109.5 no
H14A C14 H14C . . 109.5 no
H14B C14 H14C . . 109.5 no
C20 C15 C16 . . 117.2(3) no
C20 C15 C14 . . 121.3(3) no
C16 C15 C14 . . 121.5(3) no
C15 C16 C17 . . 122.1(3) no
C15 C16 H16 . . 118.9 no
C17 C16 H16 . . 118.9 no
C16 C17 C18 . . 120.3(3) no
C16 C17 H17 . . 119.8 no
C18 C17 H17 . . 119.8 no
C19 C18 C17 . . 117.9(3) no
C19 C18 N3 . . 120.6(3) no
C17 C18 N3 . . 121.4(3) no
C18 C19 C20 . . 120.8(3) no
C18 C19 H19 . . 119.6 no
C20 C19 H19 . . 119.6 no
C15 C20 C19 . . 121.6(3) no
C15 C20 H20 . . 119.2 no
C19 C20 H20 . . 119.2 no
C22 C21 H21A . . 109.5 no
C22 C21 H21B . . 109.5 no
H21A C21 H21B . . 109.5 no
C22 C21 H21C . . 109.5 no
H21A C21 H21C . . 109.5 no
H21B C21 H21C . . 109.5 no
C27 C22 C23 . . 116.9(3) no
C27 C22 C21 . . 121.7(3) no
C23 C22 C21 . . 121.4(4) no
C24 C23 C22 . . 121.8(3) no
C24 C23 H23 . . 119.1 no
C22 C23 H23 . . 119.1 no
C23 C24 C25 . . 121.1(3) no
C23 C24 H24 . . 119.4 no
C25 C24 H24 . . 119.4 no
C26 C25 C24 . . 117.8(3) no
C26 C25 N4 . . 121.1(3) no
C24 C25 N4 . . 121.0(3) no
C25 C26 C27 . . 120.9(3) no
C25 C26 H26 . . 119.5 no
C27 C26 H26 . . 119.5 no
C22 C27 C26 . . 121.5(3) no
C22 C27 H27 . . 119.2 no
C26 C27 H27 . . 119.2 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . 2.050(2) yes
Cu1 N2 1_556 2.051(2) yes
Cu1 I1 . 2.6470(7) yes
Cu1 I1 2_556 2.6746(9) yes
Cu1 Cu1 2_556 2.7366(19) yes
I1 Cu1 2_556 2.6746(9) yes
N1 C1 . 1.338(3) no
N1 C5 . 1.341(3) no
N2 C12 . 1.338(3) no
N2 C11 . 1.341(3) no
N2 Cu1 1_554 2.051(2) no
N3 C18 . 1.407(4) no
N3 H3A . 0.8499 no
N3 H3B . 0.8500 no
N4 C25 . 1.396(4) no
N4 H4B . 0.8500 no
N4 H4C . 0.8499 no
C1 C2 . 1.372(4) no
C1 H1 . 0.9400 no
C2 C3 . 1.374(4) no
C2 H2 . 0.9400 no
C3 C4 . 1.374(4) no
C3 C6 . 1.505(3) no
C4 C5 . 1.380(4) no
C4 H4A . 0.9400 no
C5 H5 . 0.9400 no
C6 C7 . 1.531(4) no
C6 H6A . 0.9800 no
C6 H6B . 0.9800 no
C7 C8 . 1.527(3) no
C7 H7A . 0.9800 no
C7 H7B . 0.9800 no
C8 C9 . 1.506(4) no
C8 H8A . 0.9800 no
C8 H8B . 0.9800 no
C9 C13 . 1.382(4) no
C9 C10 . 1.385(4) no
C10 C11 . 1.374(4) no
C10 H10 . 0.9400 no
C11 H11 . 0.9400 no
C12 C13 . 1.377(4) no
C12 H12 . 0.9400 no
C13 H13 . 0.9400 no
C14 C15 . 1.515(4) no
C14 H14A . 0.9700 no
C14 H14B . 0.9700 no
C14 H14C . 0.9700 no
C15 C20 . 1.378(4) no
C15 C16 . 1.380(4) no
C16 C17 . 1.383(4) no
C16 H16 . 0.9400 no
C17 C18 . 1.390(4) no
C17 H17 . 0.9400 no
C18 C19 . 1.385(4) no
C19 C20 . 1.390(4) no
C19 H19 . 0.9400 no
C20 H20 . 0.9400 no
C21 C22 . 1.506(5) no
C21 H21A . 0.9700 no
C21 H21B . 0.9700 no
C21 H21C . 0.9700 no
C22 C27 . 1.384(5) no
C22 C23 . 1.390(5) no
C23 C24 . 1.370(4) no
C23 H23 . 0.9400 no
C24 C25 . 1.388(5) no
C24 H24 . 0.9400 no
C25 C26 . 1.378(5) no
C26 C27 . 1.388(5) no
C26 H26 . 0.9400 no
C27 H27 . 0.9400 no
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_publ_flag
N3 H3A I1 0.85 2.99 3.793(3) 158.3 yes
N4 H4B N3 0.85 2.41 3.228(4) 160.3 yes
