#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:24:35 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180433 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/02/7210205.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_7210205
loop_
_publ_author_name
'Abdalrahman, Mahmoud A.'
'Awwadi, Firas F.'
'Jameson, Geoffrey B.'
'Landee, Christopher P.'
'Saunders, Christopher G.'
'Turnbull, Mark M.'
'Wikaira, Jan L.'
_publ_section_title
;
 Effects of halogen and hydrogen bonding on defect disorder: the ladder
 that wasn't there
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              4309
_journal_paper_doi               10.1039/c3ce40444g
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C10 H16 Cl4 Cu I2 N4 O2'
_chemical_formula_weight         683.41
_chemical_name_systematic
;
Bis(5-amino-2-iodopyridinium) diaquotrichlorocuprate chloride
;
_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           SHELXL-97
_cell_angle_alpha                79.998(2)
_cell_angle_beta                 78.4190(10)
_cell_angle_gamma                85.351(2)
_cell_formula_units_Z            2
_cell_length_a                   8.1232(3)
_cell_length_b                   8.9577(4)
_cell_length_c                   13.9151(7)
_cell_measurement_reflns_used    9845
_cell_measurement_temperature    120(2)
_cell_volume                     975.73(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.53A (Bruker, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.(2008). A64, 112-122
;
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            36983
_diffrn_reflns_theta_full        33.14
_diffrn_reflns_theta_max         33.14
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    4.841
_exptl_absorpt_correction_T_max  0.5718
_exptl_absorpt_correction_T_min  0.1656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'via SADABS'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             638
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.429
_refine_diff_density_min         -1.221
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       0.00039(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         7427
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0234
_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)+(0.0059P)²+2.0700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0488
_refine_ls_wR_factor_ref         0.0511
_reflns_number_gt                6356
_reflns_number_total             7427
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40444g.txt
_cod_data_source_block           cgsw
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        975.73(7)
_cod_database_code               7210205
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.78699(3) 0.59083(3) 0.87900(2) 0.00795(7) Uani 0.8151(10) 1 d PD
Cu2 Cu 0.2863(2) 0.5910(2) 0.87943(17) 0.0334(5) Uani 0.1849(10) 1 d P
Cl4 Cl 0.35020(6) 0.56728(6) 0.71261(4) 0.01635(9) Uani 1 1 d .
Cl1 Cl 0.84851(6) 0.56590(6) 0.71349(4) 0.01572(9) Uani 1 1 d .
Cl3 Cl 0.73210(7) 0.70695(7) 1.01555(4) 0.01983(10) Uani 1 1 d .
Cl2 Cl 0.77277(6) 0.31567(6) 0.97276(4) 0.01716(9) Uani 1 1 d .
I2 I 0.427816(16) 0.281869(16) 0.494061(10) 0.01582(4) Uani 1 1 d .
I1 I 0.077372(17) 0.718497(16) 0.499465(10) 0.01695(4) Uani 1 1 d .
C13 C 0.2611(3) 0.9779(2) 0.35385(16) 0.0180(4) Uani 1 1 d .
H13 H 0.2128 1.0386 0.4010 0.022 Uiso 1 1 calc R
C23 C 0.2417(3) 0.0254(3) 0.64291(17) 0.0184(4) Uani 1 1 d .
H23 H 0.2866 -0.0365 0.5960 0.022 Uiso 1 1 calc R
N25 N -0.0397(3) 0.0061(2) 0.88685(16) 0.0258(4) Uani 1 1 d D
H25A H -0.092(4) 0.068(3) 0.920(2) 0.031 Uiso 1 1 d D
H25B H -0.070(4) -0.080(3) 0.899(2) 0.031 Uiso 1 1 d D
N15 N 0.5508(3) 1.0058(2) 0.11201(16) 0.0238(4) Uani 1 1 d D
H15A H 0.587(4) 0.950(3) 0.071(2) 0.029 Uiso 1 1 d D
H15B H 0.564(4) 1.098(3) 0.094(2) 0.029 Uiso 1 1 d D
O2 O 1.0297(2) 0.6178(2) 0.87114(12) 0.0195(3) Uani 1 1 d D
H2A H 1.107(3) 0.595(4) 0.830(2) 0.023 Uiso 0.8151(10) 1 d PD
H2B H 1.074(3) 0.621(4) 0.919(2) 0.023 Uiso 0.8151(10) 1 d PD
O1 O 0.5436(2) 0.6134(2) 0.87279(12) 0.0194(3) Uani 1 1 d D
H1A H 0.499(3) 0.591(4) 0.831(2) 0.023 Uiso 0.8151(10) 1 d PD
H1B H 0.468(3) 0.614(4) 0.9215(19) 0.023 Uiso 0.8151(10) 1 d PD
N21 N 0.2164(2) 0.2618(2) 0.69632(13) 0.0152(3) Uani 1 1 d .
H21 H 0.2429 0.3551 0.6864 0.018 Uiso 1 1 calc R
C15 C 0.4433(3) 0.9498(2) 0.19582(16) 0.0161(4) Uani 1 1 d .
C25 C 0.0658(3) 0.0587(2) 0.80146(16) 0.0162(4) Uani 1 1 d .
C12 C 0.2246(3) 0.8258(2) 0.36939(15) 0.0149(4) Uani 1 1 d .
C16 C 0.4005(3) 0.7977(2) 0.21392(16) 0.0167(4) Uani 1 1 d .
H16 H 0.4448 0.7346 0.1676 0.020 Uiso 1 1 calc R
C22 C 0.2818(3) 0.1772(2) 0.62563(15) 0.0147(3) Uani 1 1 d .
C14 C 0.3692(3) 1.0397(2) 0.26856(17) 0.0189(4) Uani 1 1 d .
H14 H 0.3933 1.1415 0.2591 0.023 Uiso 1 1 calc R
C24 C 0.1356(3) -0.0335(2) 0.72949(17) 0.0189(4) Uani 1 1 d .
H24 H 0.1099 -0.1351 0.7404 0.023 Uiso 1 1 calc R
C26 C 0.1124(3) 0.2098(2) 0.78144(16) 0.0163(4) Uani 1 1 d .
H26 H 0.0710 0.2743 0.8273 0.020 Uiso 1 1 calc R
N11 N 0.2954(2) 0.7427(2) 0.29831(14) 0.0162(3) Uani 1 1 d .
H11 H 0.2720 0.6487 0.3075 0.019 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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 '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
O2 Cu1 O1 166.93(8) . .
O2 Cu1 Cl3 88.18(5) . .
O1 Cu1 Cl3 89.27(5) . .
O2 Cu1 Cl1 88.21(5) . .
O1 Cu1 Cl1 89.53(5) . .
Cl3 Cu1 Cl1 158.69(2) . .
O2 Cu1 Cl2 98.32(6) . .
O1 Cu1 Cl2 94.71(5) . .
Cl3 Cu1 Cl2 96.78(2) . .
Cl1 Cu1 Cl2 104.52(2) . .
O1 Cu2 O2 167.64(13) . 1_455
O1 Cu2 Cl2 89.56(9) . 2_667
O2 Cu2 Cl2 89.61(9) 1_455 2_667
O1 Cu2 Cl4 88.02(9) . .
O2 Cu2 Cl4 89.43(9) 1_455 .
Cl2 Cu2 Cl4 164.22(10) 2_667 .
C14 C13 C12 120.3(2) . .
C14 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
C24 C23 C22 120.3(2) . .
C24 C23 H23 119.9 . .
C22 C23 H23 119.9 . .
C25 N25 H25A 118(2) . .
C25 N25 H25B 122(2) . .
H25A N25 H25B 118(3) . .
C15 N15 H15A 119(2) . .
C15 N15 H15B 123(2) . .
H15A N15 H15B 117(3) . .
Cu1 O2 H2A 127.5(17) . .
Cu1 O2 H2B 125.2(17) . .
H2A O2 H2B 103(2) . .
Cu1 O1 H1A 127.8(18) . .
Cu1 O1 H1B 124.1(17) . .
H1A O1 H1B 104(2) . .
C26 N21 C22 124.04(18) . .
C26 N21 H21 118.0 . .
C22 N21 H21 118.0 . .
N15 C15 C16 120.7(2) . .
N15 C15 C14 122.4(2) . .
C16 C15 C14 116.9(2) . .
N25 C25 C26 120.4(2) . .
N25 C25 C24 122.8(2) . .
C26 C25 C24 116.80(19) . .
N11 C12 C13 117.82(19) . .
N11 C12 I1 118.86(15) . .
C13 C12 I1 123.24(15) . .
N11 C16 C15 120.13(19) . .
N11 C16 H16 119.9 . .
C15 C16 H16 119.9 . .
N21 C22 C23 117.81(19) . .
N21 C22 I2 118.51(15) . .
C23 C22 I2 123.62(15) . .
C13 C14 C15 120.8(2) . .
C13 C14 H14 119.6 . .
C15 C14 H14 119.6 . .
C23 C24 C25 120.7(2) . .
C23 C24 H24 119.6 . .
C25 C24 H24 119.6 . .
N21 C26 C25 120.31(19) . .
N21 C26 H26 119.8 . .
C25 C26 H26 119.8 . .
C16 N11 C12 124.09(19) . .
C16 N11 H11 118.0 . .
C12 N11 H11 118.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9844(16) .
Cu1 O1 1.9886(16) .
Cu1 Cl3 2.2721(6) .
Cu1 Cl1 2.3027(6) .
Cu1 Cl2 2.5806(6) .
Cu2 O1 2.098(2) .
Cu2 O2 2.103(2) 1_455
Cu2 Cl2 2.301(2) 2_667
Cu2 Cl4 2.318(2) .
Cl2 Cu2 2.301(2) 2_667
I2 C22 2.086(2) .
I1 C12 2.084(2) .
C13 C14 1.385(3) .
C13 C12 1.389(3) .
C13 H13 0.9300 .
C23 C24 1.382(3) .
C23 C22 1.393(3) .
C23 H23 0.9300 .
N25 C25 1.353(3) .
N25 H25A 0.82(2) .
N25 H25B 0.81(2) .
N15 C15 1.354(3) .
N15 H15A 0.82(2) .
N15 H15B 0.83(2) .
O2 Cu2 2.103(2) 1_655
O2 H2A 0.81(2) .
O2 H2B 0.82(2) .
O1 H1A 0.80(2) .
O1 H1B 0.82(2) .
N21 C26 1.344(3) .
N21 C22 1.345(3) .
N21 H21 0.8600 .
C15 C16 1.401(3) .
C15 C14 1.413(3) .
C25 C26 1.401(3) .
C25 C24 1.411(3) .
C12 N11 1.350(3) .
C16 N11 1.347(3) .
C16 H16 0.9300 .
C14 H14 0.9300 .
C24 H24 0.9300 .
C26 H26 0.9300 .
N11 H11 0.8600 .
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
O2 H2A Cl4 0.81(2) 2.32(2) 3.1145(16) 170(3) 1_655
O2 H2B Cl2 0.82(2) 2.30(2) 3.1071(17) 166(3) 2_767
O1 H1A Cl4 0.80(2) 2.28(2) 3.0720(17) 171(3) .
O1 H1B Cl2 0.82(2) 2.31(2) 3.1016(16) 162(3) 2_667
N25 H25A Cl2 0.82(2) 2.55(2) 3.343(2) 162(3) 1_455
N15 H15A Cl3 0.82(2) 2.56(2) 3.310(2) 153(3) 1_554
N21 H21 Cl4 0.88(3) 2.24(3) 3.0842(19) 160(3) .
N11 H11 Cl1 0.82(3) 2.33(3) 3.1300(19) 166(3) 2_666
