#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:23:59 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180427 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/96/7209673.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_7209673
loop_
_publ_author_name
'Smart, Paul'
'Bejarano-Villafuerte, Ángela'
'Hendry, Rebecca M.'
'Brammer, Lee'
_publ_section_title
;
 Persistent C--I⋯π halogen-bonded layer motifs involving
 4-iodobenzoate paddlewheel units, Cu2(4-Ibz)4(L)2
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              3160
_journal_paper_doi               10.1039/c3ce26919a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C34 H28 Cu2 I4 O10'
_chemical_formula_sum            'C34 H28 Cu2 I4 O10'
_chemical_formula_weight         1231.24
_chemical_name_systematic
;
?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_date             2013-01-07
_audit_creation_method
;
Olex2 1.1
(compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                93.451(4)
_cell_angle_beta                 103.761(4)
_cell_angle_gamma                102.981(4)
_cell_formula_units_Z            1
_cell_length_a                   6.6678(5)
_cell_length_b                   11.9530(9)
_cell_length_c                   12.7015(10)
_cell_measurement_reflns_used    4979
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.67
_cell_measurement_theta_min      3.25
_cell_volume                     951.20(13)
_computing_data_reduction        'SAINT v7.34A (Bruker, 200?)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_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      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17854
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.66
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.417
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.731260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0516 before and 0.0353 after correction.
The Ratio of minimum to maximum transmission is 0.731260.
The λ/2 correction factor is 0.0015
;
_exptl_crystal_colour            'clear light blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.149
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.077
_refine_diff_density_min         -0.654
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3718
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0302
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0325P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0621
_refine_ls_wR_factor_ref         0.0661
_reflns_number_gt                3000
_reflns_number_total             3718
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce26919a.txt
_cod_data_source_block           ilb1253_0m
_cod_database_code               7209673
#BEGIN Tags that were not found in dictionaries:
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
H6 of C6, H5 of C5, H16 of C16, H2 of C2, H13 of C13, H15 of C15, H12 of
C12, H3 of C3
At 1.5 times of:
{H21a,H21b,H21c} of C21, {H23a,H23b,H23c} of C23
2.a Aromatic/amide H refined with riding coordinates:
C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
C21(H21a,H21b,H21c), C23(H23a,H23b,H23c)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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 0.82971(7) 0.43130(4) 0.51649(4) 0.01712(12) Uani 1 1 d .
O1 O 0.8114(4) 0.5704(2) 0.5986(2) 0.0212(6) Uani 1 1 d .
C1 C 0.8999(6) 0.7665(3) 0.6735(3) 0.0185(9) Uani 1 1 d .
C2 C 0.7122(6) 0.7525(4) 0.7062(3) 0.0215(9) Uani 1 1 d .
H2 H 0.6076 0.6811 0.6855 0.026 Uiso 1 1 calc R
O2 O 1.1000(4) 0.6913(2) 0.5689(2) 0.0232(6) Uani 1 1 d .
C3 C 0.6754(6) 0.8418(4) 0.7689(3) 0.0243(10) Uani 1 1 d .
H3 H 0.5457 0.8321 0.7900 0.029 Uiso 1 1 calc R
I4 I 0.78271(5) 1.07699(3) 0.90191(3) 0.03659(11) Uani 1 1 d .
C4 C 0.8310(7) 0.9450(4) 0.7999(3) 0.0240(10) Uani 1 1 d .
C5 C 1.0199(7) 0.9613(4) 0.7686(3) 0.0260(10) Uani 1 1 d .
H5 H 1.1257 1.0322 0.7910 0.031 Uiso 1 1 calc R
C6 C 1.0520(7) 0.8730(4) 0.7042(3) 0.0242(10) Uani 1 1 d .
H6 H 1.1790 0.8845 0.6804 0.029 Uiso 1 1 calc R
C7 C 0.9390(6) 0.6686(3) 0.6084(3) 0.0191(9) Uani 1 1 d .
O11 O 1.0211(4) 0.3996(2) 0.6481(2) 0.0230(6) Uani 1 1 d .
C11 C 1.3552(6) 0.4171(3) 0.7747(3) 0.0185(9) Uani 1 1 d .
O12 O 1.3116(4) 0.5201(2) 0.6201(2) 0.0210(6) Uani 1 1 d .
C12 C 1.5766(6) 0.4494(3) 0.7957(3) 0.0208(9) Uani 1 1 d .
H12 H 1.6423 0.4908 0.7462 0.025 Uiso 1 1 calc R
C13 C 1.6995(6) 0.4208(4) 0.8889(3) 0.0223(9) Uani 1 1 d .
H13 H 1.8505 0.4418 0.9034 0.027 Uiso 1 1 calc R
I14 I 1.79548(4) 0.31912(2) 1.10288(2) 0.02427(9) Uani 1 1 d .
C14 C 1.6032(6) 0.3615(3) 0.9616(3) 0.0210(9) Uani 1 1 d .
C15 C 1.3826(6) 0.3291(4) 0.9422(3) 0.0237(10) Uani 1 1 d .
H15 H 1.3178 0.2892 0.9927 0.028 Uiso 1 1 calc R
C16 C 1.2588(6) 0.3564(4) 0.8473(3) 0.0236(10) Uani 1 1 d .
H16 H 1.1079 0.3336 0.8320 0.028 Uiso 1 1 calc R
C17 C 1.2190(6) 0.4490(3) 0.6729(3) 0.0196(9) Uani 1 1 d .
O21 O 0.5495(4) 0.3134(2) 0.5492(2) 0.0231(6) Uani 1 1 d .
C21 C 0.6867(7) 0.1483(4) 0.5870(4) 0.0390(12) Uani 1 1 d .
H21A H 0.7192 0.1367 0.5164 0.059 Uiso 1 1 calc R
H21B H 0.6337 0.0730 0.6102 0.059 Uiso 1 1 calc R
H21C H 0.8162 0.1910 0.6415 0.059 Uiso 1 1 calc R
C22 C 0.5200(7) 0.2158(4) 0.5761(3) 0.0247(10) Uani 1 1 d .
C23 C 0.3141(7) 0.1600(4) 0.6006(4) 0.0380(12) Uani 1 1 d .
H23A H 0.2151 0.2098 0.5841 0.057 Uiso 1 1 calc R
H23B H 0.3405 0.1487 0.6781 0.057 Uiso 1 1 calc R
H23C H 0.2521 0.0849 0.5558 0.057 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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 Cu1 83.52(8) . 2_766
O1 Cu1 O2 169.15(12) . 2_766
O1 Cu1 O11 89.11(11) . .
O1 Cu1 O12 90.58(11) . 2_766
O1 Cu1 O21 96.65(11) . .
O2 Cu1 Cu1 85.69(8) 2_766 2_766
O2 Cu1 O21 94.09(11) 2_766 .
O11 Cu1 Cu1 86.13(8) . 2_766
O11 Cu1 O2 89.03(11) . 2_766
O11 Cu1 O21 91.87(11) . .
O12 Cu1 Cu1 83.05(8) 2_766 2_766
O12 Cu1 O2 89.24(11) 2_766 2_766
O12 Cu1 O11 169.14(11) 2_766 .
O12 Cu1 O21 98.94(11) 2_766 .
O21 Cu1 Cu1 178.00(8) . 2_766
C7 O1 Cu1 124.5(3) . .
C2 C1 C6 118.7(4) . .
C2 C1 C7 120.1(4) . .
C6 C1 C7 121.2(4) . .
C1 C2 H2 119.6 . .
C1 C2 C3 120.8(4) . .
C3 C2 H2 119.6 . .
C7 O2 Cu1 120.7(3) . 2_766
C2 C3 H3 120.5 . .
C4 C3 C2 119.0(4) . .
C4 C3 H3 120.5 . .
C3 C4 I4 119.0(3) . .
C5 C4 C3 121.4(4) . .
C5 C4 I4 119.5(3) . .
C4 C5 H5 120.5 . .
C6 C5 C4 119.0(4) . .
C6 C5 H5 120.5 . .
C1 C6 H6 119.5 . .
C5 C6 C1 121.1(4) . .
C5 C6 H6 119.5 . .
O1 C7 C1 117.5(4) . .
O1 C7 O2 125.6(4) . .
O2 C7 C1 116.9(4) . .
C17 O11 Cu1 120.2(3) . .
C12 C11 C16 120.2(4) . .
C12 C11 C17 119.8(4) . .
C16 C11 C17 120.0(4) . .
C17 O12 Cu1 124.4(2) . 2_766
C11 C12 H12 120.3 . .
C13 C12 C11 119.5(4) . .
C13 C12 H12 120.3 . .
C12 C13 H13 119.9 . .
C12 C13 C14 120.1(4) . .
C14 C13 H13 119.9 . .
C13 C14 I14 119.1(3) . .
C13 C14 C15 121.2(4) . .
C15 C14 I14 119.7(3) . .
C14 C15 H15 120.7 . .
C16 C15 C14 118.6(4) . .
C16 C15 H15 120.7 . .
C11 C16 H16 119.8 . .
C15 C16 C11 120.3(4) . .
C15 C16 H16 119.8 . .
O11 C17 C11 116.5(3) . .
O12 C17 O11 126.1(4) . .
O12 C17 C11 117.4(3) . .
C22 O21 Cu1 132.6(3) . .
H21A C21 H21B 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C22 C21 H21A 109.5 . .
C22 C21 H21B 109.5 . .
C22 C21 H21C 109.5 . .
O21 C22 C21 121.9(4) . .
O21 C22 C23 120.4(4) . .
C23 C22 C21 117.7(4) . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 Cu1 2.6248(10) 2_766
Cu1 O1 1.952(3) .
Cu1 O2 1.975(3) 2_766
Cu1 O11 1.961(3) .
Cu1 O12 1.955(3) 2_766
Cu1 O21 2.215(3) .
O1 C7 1.264(5) .
C1 C2 1.388(6) .
C1 C6 1.404(6) .
C1 C7 1.498(5) .
C2 H2 0.9500 .
C2 C3 1.394(6) .
O2 Cu1 1.975(3) 2_766
O2 C7 1.273(5) .
C3 H3 0.9500 .
C3 C4 1.388(6) .
I4 C4 2.110(4) .
C4 C5 1.386(6) .
C5 H5 0.9500 .
C5 C6 1.382(6) .
C6 H6 0.9500 .
O11 C17 1.273(5) .
C11 C12 1.395(5) .
C11 C16 1.394(6) .
C11 C17 1.516(5) .
O12 Cu1 1.955(3) 2_766
O12 C17 1.258(5) .
C12 H12 0.9500 .
C12 C13 1.379(5) .
C13 H13 0.9500 .
C13 C14 1.387(6) .
I14 C14 2.104(4) .
C14 C15 1.391(6) .
C15 H15 0.9500 .
C15 C16 1.391(5) .
C16 H16 0.9500 .
O21 C22 1.222(5) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C21 C22 1.500(6) .
C22 C23 1.498(6) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
Cu1 Cu1 O1 C7 1.8(3) 2_766
Cu1 Cu1 O11 C17 0.7(3) 2_766
Cu1 Cu1 O21 C22 -40(3) 2_766
Cu1 O1 C7 C1 179.3(2) .
Cu1 O1 C7 O2 -1.6(5) .
Cu1 O2 C7 O1 0.0(5) 2_766
Cu1 O2 C7 C1 179.1(2) 2_766
Cu1 O11 C17 C11 -178.7(2) .
Cu1 O11 C17 O12 0.3(5) .
Cu1 O12 C17 O11 -1.6(6) 2_766
Cu1 O12 C17 C11 177.4(2) 2_766
Cu1 O21 C22 C21 -3.9(6) .
Cu1 O21 C22 C23 175.5(3) .
O1 Cu1 O11 C17 -82.9(3) .
O1 Cu1 O21 C22 -135.0(4) .
C1 C2 C3 C4 -1.0(6) .
C2 C1 C6 C5 2.0(6) .
C2 C1 C7 O1 -9.8(5) .
C2 C1 C7 O2 171.0(3) .
C2 C3 C4 I4 -176.7(3) .
C2 C3 C4 C5 0.9(6) .
O2 Cu1 O1 C7 7.8(8) 2_766
O2 Cu1 O11 C17 86.4(3) 2_766
O2 Cu1 O21 C22 43.5(4) 2_766
C3 C4 C5 C6 0.6(6) .
I4 C4 C5 C6 178.2(3) .
C4 C5 C6 C1 -2.1(6) .
C6 C1 C2 C3 -0.4(6) .
C6 C1 C7 O1 169.1(4) .
C6 C1 C7 O2 -10.0(5) .
C7 C1 C2 C3 178.5(3) .
C7 C1 C6 C5 -176.9(3) .
O11 Cu1 O1 C7 88.0(3) .
O11 Cu1 O21 C22 -45.7(4) .
C11 C12 C13 C14 -0.7(6) .
O12 Cu1 O1 C7 -81.2(3) 2_766
O12 Cu1 O11 C17 5.6(8) 2_766
O12 Cu1 O21 C22 133.3(4) 2_766
C12 C11 C16 C15 1.0(6) .
C12 C11 C17 O11 167.6(4) .
C12 C11 C17 O12 -11.5(5) .
C12 C13 C14 I14 179.9(3) .
C12 C13 C14 C15 0.3(6) .
C13 C14 C15 C16 0.6(6) .
I14 C14 C15 C16 -179.0(3) .
C14 C15 C16 C11 -1.3(6) .
C16 C11 C12 C13 0.0(6) .
C16 C11 C17 O11 -12.9(5) .
C16 C11 C17 O12 168.1(4) .
C17 C11 C12 C13 179.5(4) .
C17 C11 C16 C15 -178.5(4) .
O21 Cu1 O1 C7 179.7(3) .
O21 Cu1 O11 C17 -179.5(3) .
