#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:48:10 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179129 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/91/4309180.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_4309180
loop_
_publ_author_name
'Md. Badruz Zaman'
'Konstantin Udachin'
'John A. Ripmeester'
'Mark D. Smith'
'Hans-Conrad zur Loye'
_publ_section_title
;
Synthesis and Characterization of Diverse Coordination Polymers. Linear and
Zigzag Chains Involving Their Structural Transformation via Intermolecular
Hydrogen-Bonded, Interpenetrating Ladders Polycatenane, and
Noninterpenetrating Square Grid from Long, Rigid N,N'-Bidentate Ligands:
1,4-Bis[(x-pyridyl)ethynyl]benzene (x= 3 and 4)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5047
_journal_page_last               5059
_journal_paper_doi               10.1021/ic050080d
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C30 H14 Cu F12 N2 O4'
_chemical_formula_weight         757.97
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 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                 98.6370(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6133(6)
_cell_length_b                   20.5652(11)
_cell_length_c                   14.7013(12)
_cell_measurement_reflns_used    7672
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.401
_cell_measurement_theta_min      2.559
_cell_volume                     3172.4(4)
_computing_cell_refinement       'SAINT+ NT V6.02a (Bruker, 1998)'
_computing_data_collection       'SMART NT V5.619 (Bruker, 2000)'
_computing_data_reduction        'SAINT+ NT V6.02a'
_computing_molecular_graphics    'SHELXTL V5.1 (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL V5.1'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega 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  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10541
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         1.72
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_T_max  0.8983
_exptl_absorpt_correction_T_min  0.5776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS, Bruker, 1997)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1508
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0354
_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)+(0.0616P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                2719
_reflns_number_total             3251
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050080dsi20050119_032607_8.cif
_cod_data_source_block           compound-8_cuhfbi2a
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4309180
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.2500 0.409880(14) 0.5000 0.01887(12) Uani 1 2 d S . .
C1 C 0.16487(19) 0.54223(9) 0.53975(13) 0.0243(4) Uani 1 1 d . . .
H1 H 0.1032 0.5190 0.5674 0.029 Uiso 1 1 calc R . .
C2 C 0.1628(2) 0.60916(10) 0.54226(14) 0.0266(4) Uani 1 1 d . . .
H2 H 0.1023 0.6312 0.5726 0.032 Uiso 1 1 calc R . .
C3 C 0.2500 0.64414(12) 0.5000 0.0226(6) Uani 1 2 d S . .
C4 C 0.2500 0.71389(13) 0.5000 0.0276(6) Uani 1 2 d S . .
C5 C 0.2500 0.77205(13) 0.5000 0.0265(6) Uani 1 2 d S . .
C6 C 0.2500 0.84178(12) 0.5000 0.0247(6) Uani 1 2 d S . .
C7 C 0.1840(2) 0.87629(9) 0.56020(14) 0.0288(5) Uani 1 1 d . . .
H7 H 0.1396 0.8534 0.6017 0.035 Uiso 1 1 calc R . .
C8 C 0.1832(2) 0.94310(10) 0.55945(14) 0.0298(5) Uani 1 1 d . . .
H8 H 0.1369 0.9661 0.5997 0.036 Uiso 1 1 calc R . .
C9 C 0.2500 0.97747(12) 0.5000 0.0244(6) Uani 1 2 d S . .
C10 C 0.2500 1.04699(13) 0.5000 0.0288(6) Uani 1 2 d S . .
C11 C 0.2500 1.10548(14) 0.5000 0.0299(7) Uani 1 2 d S . .
C12 C 0.2500 1.17488(13) 0.5000 0.0265(6) Uani 1 2 d S . .
C13 C 0.1414(2) 1.20979(9) 0.51234(15) 0.0310(5) Uani 1 1 d . . .
H13 H 0.0656 1.1878 0.5213 0.037 Uiso 1 1 calc R . .
C14 C 0.1456(2) 1.27703(9) 0.51141(15) 0.0283(4) Uani 1 1 d . . .
H14 H 0.0709 1.3005 0.5193 0.034 Uiso 1 1 calc R . .
C21 C 0.3820(2) 0.40422(9) 0.70267(15) 0.0293(5) Uani 1 1 d . . .
C22 C 0.2645(2) 0.40055(11) 0.73504(14) 0.0343(5) Uani 1 1 d . . .
H22 H 0.2644 0.3976 0.7995 0.041 Uiso 1 1 calc R . .
C23 C 0.1492(2) 0.40104(9) 0.67790(14) 0.0275(4) Uani 1 1 d . . .
C24 C 0.5021(2) 0.39981(12) 0.77518(17) 0.0428(6) Uani 1 1 d . . .
C25 C 0.0283(2) 0.39279(13) 0.72129(16) 0.0435(6) Uani 1 1 d . . .
N1 N 0.2500 0.50829(10) 0.5000 0.0197(5) Uani 1 2 d S . .
N2 N 0.2500 1.31054(10) 0.5000 0.0227(5) Uani 1 2 d S . .
O1 O 0.40343(15) 0.40879(6) 0.62256(10) 0.0294(3) Uani 1 1 d . . .
O2 O 0.12566(14) 0.40661(6) 0.59194(9) 0.0260(3) Uani 1 1 d . . .
F1 F 0.48610(16) 0.41936(10) 0.85761(11) 0.0734(6) Uani 1 1 d . . .
F2 F 0.59799(17) 0.43172(13) 0.75167(12) 0.0921(7) Uani 1 1 d . . .
F3 F 0.5400(2) 0.33919(10) 0.78553(17) 0.1153(9) Uani 1 1 d . . .
F4 F -0.02948(16) 0.33730(9) 0.69355(13) 0.0729(5) Uani 1 1 d . . .
F5 F -0.05638(15) 0.43911(9) 0.69437(12) 0.0670(5) Uani 1 1 d . . .
F6 F 0.04691(16) 0.39270(12) 0.81202(11) 0.0882(7) Uani 1 1 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'
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'
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
_geom_angle_publ_flag
N1 Cu O2 91.90(3) . . ?
N1 Cu O2 91.90(3) . 2_556 ?
O2 Cu O2 176.19(7) . 2_556 ?
N1 Cu N2 180.0 . 1_545 ?
O2 Cu N2 88.10(3) . 1_545 ?
O2 Cu N2 88.10(3) 2_556 1_545 ?
N1 Cu O1 90.57(3) . . ?
O2 Cu O1 86.03(5) . . ?
O2 Cu O1 93.93(5) 2_556 . ?
N2 Cu O1 89.43(3) 1_545 . ?
N1 Cu O1 90.57(3) . 2_556 ?
O2 Cu O1 93.93(5) . 2_556 ?
O2 Cu O1 86.03(5) 2_556 2_556 ?
N2 Cu O1 89.43(3) 1_545 2_556 ?
O1 Cu O1 178.86(7) . 2_556 ?
N1 C1 C2 123.07(18) . . ?
C1 C2 C3 119.37(18) . . ?
C2 C3 C2 117.7(2) . 2_556 ?
C2 C3 C4 121.15(12) . . ?
C2 C3 C4 121.15(12) 2_556 . ?
C5 C4 C3 180.000(1) . . ?
C4 C5 C6 180.000(1) . . ?
C7 C6 C7 119.1(2) 2_556 . ?
C7 C6 C5 120.43(12) 2_556 . ?
C7 C6 C5 120.43(12) . . ?
C8 C7 C6 120.30(18) . . ?
C7 C8 C9 120.51(19) . . ?
C8 C9 C8 119.2(2) . 2_556 ?
C8 C9 C10 120.38(12) . . ?
C8 C9 C10 120.38(12) 2_556 . ?
C11 C10 C9 180.000(1) . . ?
C10 C11 C12 180.000(1) . . ?
C13 C12 C13 117.9(2) 2_556 . ?
C13 C12 C11 121.04(12) 2_556 . ?
C13 C12 C11 121.04(12) . . ?
C14 C13 C12 119.0(2) . . ?
N2 C14 C13 123.05(19) . . ?
O1 C21 C22 128.9(2) . . ?
O1 C21 C24 114.4(2) . . ?
C22 C21 C24 116.68(19) . . ?
C23 C22 C21 123.2(2) . . ?
O2 C23 C22 129.7(2) . . ?
O2 C23 C25 112.22(19) . . ?
C22 C23 C25 118.05(19) . . ?
F2 C24 F3 105.8(2) . . ?
F2 C24 F1 107.8(2) . . ?
F3 C24 F1 105.3(2) . . ?
F2 C24 C21 112.7(2) . . ?
F3 C24 C21 110.1(2) . . ?
F1 C24 C21 114.5(2) . . ?
F6 C25 F5 107.1(2) . . ?
F6 C25 F4 107.5(2) . . ?
F5 C25 F4 105.3(2) . . ?
F6 C25 C23 114.5(2) . . ?
F5 C25 C23 111.69(19) . . ?
F4 C25 C23 110.2(2) . . ?
C1 N1 C1 117.4(2) 2_556 . ?
C1 N1 Cu 121.31(11) 2_556 . ?
C1 N1 Cu 121.31(11) . . ?
C14 N2 C14 117.9(2) . 2_556 ?
C14 N2 Cu 121.05(12) . 1_565 ?
C14 N2 Cu 121.05(12) 2_556 1_565 ?
C21 O1 Cu 123.49(15) . . ?
C23 O2 Cu 128.53(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N1 2.024(2) . ?
Cu O2 2.0271(14) . ?
Cu O2 2.0271(14) 2_556 ?
Cu N2 2.043(2) 1_545 ?
Cu O1 2.2399(15) . ?
Cu O1 2.2399(15) 2_556 ?
C1 N1 1.343(2) . ?
C1 C2 1.377(3) . ?
C2 C3 1.390(2) . ?
C3 C2 1.390(2) 2_556 ?
C3 C4 1.435(4) . ?
C4 C5 1.196(4) . ?
C5 C6 1.434(4) . ?
C6 C7 1.401(2) 2_556 ?
C6 C7 1.401(2) . ?
C7 C8 1.374(3) . ?
C8 C9 1.397(2) . ?
C9 C8 1.397(2) 2_556 ?
C9 C10 1.430(4) . ?
C10 C11 1.203(4) . ?
C11 C12 1.427(4) . ?
C12 C13 1.392(3) 2_556 ?
C12 C13 1.393(3) . ?
C13 C14 1.384(3) . ?
C14 N2 1.336(2) . ?
C21 O1 1.236(2) . ?
C21 C22 1.403(3) . ?
C21 C24 1.536(3) . ?
C22 C23 1.376(3) . ?
C23 O2 1.256(2) . ?
C23 C25 1.526(3) . ?
C24 F2 1.301(3) . ?
C24 F3 1.312(3) . ?
C24 F1 1.312(3) . ?
C25 F6 1.319(3) . ?
C25 F5 1.328(3) . ?
C25 F4 1.330(3) . ?
N1 C1 1.343(2) 2_556 ?
N2 C14 1.336(2) 2_556 ?
N2 Cu 2.043(2) 1_565 ?
