#------------------------------------------------------------------------------
#$Date: 2016-03-21 19:17:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178843 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/97/4109700.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_4109700
loop_
_publ_author_name
'Gregory J. McManus'
'John J. Perry'
'Mark Perry'
'Brian D. Wagner'
'Michael J. Zaworotko'
_publ_section_title
;
 Exciplex Fluorescence as a Diagnostic Probe of Structure in Coordination
 Polymers of Zn2+and 4,4'-Bipyridine Containing Intercalated Pyrene and
 Enclathrated Aromatic Solvent Guests
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9094
_journal_page_last               9101
_journal_paper_doi               10.1021/ja071271d
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C48 H34 Cl4 N6 O6 Zn'
_chemical_formula_weight         997.98
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 99.120(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.5243(17)
_cell_length_b                   11.4671(11)
_cell_length_c                   22.731(2)
_cell_measurement_temperature    100(2)
_cell_volume                     4252.8(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8253
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    0.890
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Saint, 1995, Bruker Axs'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_description       parallelepip
_exptl_crystal_F_000             2040
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.806
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         3700
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.806
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0338
_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)+(0.0739P)²+13.1476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0969
_reflns_number_gt                3345
_reflns_number_total             3700
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja071271dsi20070513_114659.cif
_cod_data_source_block           jp152
_cod_database_code               4109700
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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
Zn1 Zn 0.0000 0.49292(3) 0.2500 0.01181(12) Uani 1 2 d S
N11 N 0.00254(11) 0.49230(15) 0.15671(8) 0.0132(4) Uani 1 1 d .
C11 C -0.05263(14) 0.4312(2) 0.11936(10) 0.0162(5) Uani 1 1 d .
H11 H -0.0915 0.3852 0.1356 0.019 Uiso 1 1 calc R
C12 C -0.05557(14) 0.4323(2) 0.05827(10) 0.0171(5) Uani 1 1 d .
H12 H -0.0960 0.3879 0.0336 0.020 Uiso 1 1 calc R
C13 C 0.00064(14) 0.49830(18) 0.03274(10) 0.0144(5) Uani 1 1 d .
C14 C 0.05748(14) 0.5616(2) 0.07206(10) 0.0162(5) Uani 1 1 d .
H14 H 0.0972 0.6081 0.0571 0.019 Uiso 1 1 calc R
C15 C 0.05637(13) 0.55725(19) 0.13230(10) 0.0152(5) Uani 1 1 d .
H15 H 0.0954 0.6022 0.1579 0.018 Uiso 1 1 calc R
N21 N 0.0000 0.3043(2) 0.2500 0.0129(5) Uani 1 2 d S
N22 N 0.0000 0.6848(2) 0.2500 0.0145(5) Uani 1 2 d S
C21 C 0.06451(14) 0.2433(2) 0.23751(10) 0.0155(5) Uani 1 1 d .
H21 H 0.1107 0.2850 0.2284 0.019 Uiso 1 1 calc R
C22 C 0.06700(14) 0.1231(2) 0.23721(10) 0.0159(5) Uani 1 1 d .
H22 H 0.1142 0.0838 0.2283 0.019 Uiso 1 1 calc R
C23 C 0.0000 0.0594(3) 0.2500 0.0144(6) Uani 1 2 d S
C24 C 0.07000(14) 0.7462(2) 0.26252(10) 0.0169(5) Uani 1 1 d .
H24 H 0.1201 0.7047 0.2720 0.020 Uiso 1 1 calc R
C25 C 0.07269(14) 0.8667(2) 0.26227(10) 0.0160(5) Uani 1 1 d .
H25 H 0.1238 0.9061 0.2704 0.019 Uiso 1 1 calc R
C26 C 0.0000 0.9300(3) 0.2500 0.0140(6) Uani 1 2 d S
N31 N 0.19758(12) 0.50150(16) 0.25261(9) 0.0178(4) Uani 1 1 d .
O31 O 0.13181(9) 0.49302(13) 0.27541(7) 0.0160(3) Uani 1 1 d .
O32 O 0.21213(11) 0.43001(15) 0.21472(8) 0.0261(4) Uani 1 1 d .
O33 O 0.24542(11) 0.58193(16) 0.26988(8) 0.0295(4) Uani 1 1 d .
C41 C 0.20222(15) 0.9575(2) 0.01631(11) 0.0256(6) Uani 1 1 d .
H41 H 0.1865 1.0290 0.0323 0.031 Uiso 1 1 calc R
C42 C 0.22444(14) 0.8600(2) 0.05571(11) 0.0214(5) Uani 1 1 d .
C43 C 0.22285(15) 0.8665(2) 0.11689(11) 0.0253(6) Uani 1 1 d .
H43 H 0.2069 0.9371 0.1337 0.030 Uiso 1 1 calc R
C44 C 0.24431(15) 0.7707(2) 0.15339(11) 0.0262(6) Uani 1 1 d .
H44 H 0.2421 0.7761 0.1948 0.031 Uiso 1 1 calc R
C45 C 0.26901(15) 0.6672(2) 0.12997(11) 0.0244(5) Uani 1 1 d .
H45 H 0.2840 0.6028 0.1556 0.029 Uiso 1 1 calc R
C46 C 0.27207(14) 0.6566(2) 0.06906(10) 0.0203(5) Uani 1 1 d .
C47 C 0.29662(15) 0.5511(2) 0.04277(11) 0.0252(5) Uani 1 1 d .
H47 H 0.3124 0.4857 0.0676 0.030 Uiso 1 1 calc R
C48 C 0.24916(13) 0.7544(2) 0.03126(10) 0.0179(5) Uani 1 1 d .
Cl51 Cl 0.85065(4) 0.70147(6) 1.08959(3) 0.02977(17) Uani 1 1 d .
Cl52 Cl 1.00576(4) 0.86531(6) 1.09953(3) 0.03188(18) Uani 1 1 d .
C51 C 0.88690(16) 0.7481(2) 1.02610(11) 0.0244(5) Uani 1 1 d .
C52 C 0.95645(16) 0.8187(2) 1.03037(11) 0.0257(6) Uani 1 1 d .
C53 C 0.98603(17) 0.8531(2) 0.97973(12) 0.0292(6) Uani 1 1 d .
H53 H 1.0337 0.9004 0.9826 0.035 Uiso 1 1 calc R
C54 C 0.94527(18) 0.8179(2) 0.92461(12) 0.0313(6) Uani 1 1 d .
H54 H 0.9650 0.8424 0.8896 0.038 Uiso 1 1 calc R
C55 C 0.87694(17) 0.7483(2) 0.91964(12) 0.0315(6) Uani 1 1 d .
H55 H 0.8495 0.7253 0.8815 0.038 Uiso 1 1 calc R
C56 C 0.84819(16) 0.7118(2) 0.97065(12) 0.0278(6) Uani 1 1 d .
H56 H 0.8019 0.6619 0.9676 0.033 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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 '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
N11 Zn1 N11 179.62(9) 2 .
N11 Zn1 N21 89.81(5) 2 .
N11 Zn1 N21 89.81(5) . .
N11 Zn1 O31 95.05(7) 2 2
N11 Zn1 O31 84.95(7) . 2
N21 Zn1 O31 90.03(4) . 2
N11 Zn1 O31 84.95(7) 2 .
N11 Zn1 O31 95.05(7) . .
N21 Zn1 O31 90.03(4) . .
O31 Zn1 O31 179.94(8) 2 .
N11 Zn1 N22 90.19(5) 2 .
N11 Zn1 N22 90.19(5) . .
N21 Zn1 N22 180.000(1) . .
O31 Zn1 N22 89.97(4) 2 .
O31 Zn1 N22 89.97(4) . .
C11 N11 C15 117.10(19) . .
C11 N11 Zn1 120.94(15) . .
C15 N11 Zn1 121.87(15) . .
N11 C11 C12 123.0(2) . .
N11 C11 H11 118.5 . .
C12 C11 H11 118.5 . .
C11 C12 C13 120.2(2) . .
C11 C12 H12 119.9 . .
C13 C12 H12 119.9 . .
C14 C13 C12 116.2(2) . .
C14 C13 C13 122.0(3) . 5_565
C12 C13 C13 121.8(3) . 5_565
C15 C14 C13 120.4(2) . .
C15 C14 H14 119.8 . .
C13 C14 H14 119.8 . .
N11 C15 C14 123.1(2) . .
N11 C15 H15 118.5 . .
C14 C15 H15 118.5 . .
C21 N21 C21 117.2(3) 2 .
C21 N21 Zn1 121.40(13) 2 .
C21 N21 Zn1 121.40(13) . .
C24 N22 C24 116.9(3) . 2
C24 N22 Zn1 121.56(14) . .
C24 N22 Zn1 121.56(14) 2 .
N21 C21 C22 123.2(2) . .
N21 C21 H21 118.4 . .
C22 C21 H21 118.4 . .
C21 C22 C23 119.8(2) . .
C21 C22 H22 120.1 . .
C23 C22 H22 120.1 . .
C22 C23 C22 116.9(3) 2 .
C22 C23 C26 121.56(14) 2 1_545
C22 C23 C26 121.56(14) . 1_545
N22 C24 C25 123.3(2) . .
N22 C24 H24 118.3 . .
C25 C24 H24 118.3 . .
C24 C25 C26 119.6(2) . .
C24 C25 H25 120.2 . .
C26 C25 H25 120.2 . .
C25 C26 C25 117.2(3) . 2
C25 C26 C23 121.42(14) . 1_565
C25 C26 C23 121.42(14) 2 1_565
O33 N31 O32 121.9(2) . .
O33 N31 O31 117.96(19) . .
O32 N31 O31 120.11(19) . .
N31 O31 Zn1 140.87(14) . .
C47 C41 C42 121.2(2) 7_565 .
C47 C41 H41 119.4 7_565 .
C42 C41 H41 119.4 . .
C43 C42 C48 119.2(2) . .
C43 C42 C41 122.2(2) . .
C48 C42 C41 118.6(2) . .
C44 C43 C42 120.6(2) . .
C44 C43 H43 119.7 . .
C42 C43 H43 119.7 . .
C43 C44 C45 120.6(2) . .
C43 C44 H44 119.7 . .
C45 C44 H44 119.7 . .
C44 C45 C46 120.8(2) . .
C44 C45 H45 119.6 . .
C46 C45 H45 119.6 . .
C45 C46 C48 118.7(2) . .
C45 C46 C47 122.8(2) . .
C48 C46 C47 118.5(2) . .
C41 C47 C46 121.6(2) 7_565 .
C41 C47 H47 119.2 7_565 .
C46 C47 H47 119.2 . .
C42 C48 C46 120.0(2) . .
C42 C48 C48 120.1(3) . 7_565
C46 C48 C48 119.9(3) . 7_565
C56 C51 C52 119.6(2) . .
C56 C51 Cl51 119.7(2) . .
C52 C51 Cl51 120.7(2) . .
C53 C52 C51 120.3(2) . .
C53 C52 Cl52 119.4(2) . .
C51 C52 Cl52 120.3(2) . .
C52 C53 C54 119.1(3) . .
C52 C53 H53 120.5 . .
C54 C53 H53 120.5 . .
C55 C54 C53 121.3(3) . .
C55 C54 H54 119.3 . .
C53 C54 H54 119.3 . .
C54 C55 C56 119.5(2) . .
C54 C55 H55 120.2 . .
C56 C55 H55 120.2 . .
C51 C56 C55 120.1(3) . .
C51 C56 H56 120.0 . .
C55 C56 H56 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N11 2.1276(18) 2
Zn1 N11 2.1276(18) .
Zn1 N21 2.163(3) .
Zn1 O31 2.1630(16) 2
Zn1 O31 2.1630(16) .
Zn1 N22 2.200(3) .
N11 C11 1.340(3) .
N11 C15 1.346(3) .
C11 C12 1.382(3) .
C11 H11 0.9500 .
C12 C13 1.394(3) .
C12 H12 0.9500 .
C13 C14 1.394(3) .
C13 C13 1.486(4) 5_565
C14 C15 1.373(3) .
C14 H14 0.9500 .
C15 H15 0.9500 .
N21 C21 1.342(3) 2
N21 C21 1.342(3) .
N22 C24 1.346(3) .
N22 C24 1.346(3) 2
C21 C22 1.379(3) .
C21 H21 0.9500 .
C22 C23 1.395(3) .
C22 H22 0.9500 .
C23 C22 1.395(3) 2
C23 C26 1.484(5) 1_545
C24 C25 1.382(3) .
C24 H24 0.9500 .
C25 C26 1.394(3) .
C25 H25 0.9500 .
C26 C25 1.394(3) 2
C26 C23 1.484(5) 1_565
N31 O33 1.237(3) .
N31 O32 1.240(3) .
N31 O31 1.280(3) .
C41 C47 1.350(4) 7_565
C41 C42 1.443(4) .
C41 H41 0.9500 .
C42 C43 1.397(3) .
C42 C48 1.419(3) .
C43 C44 1.388(4) .
C43 H43 0.9500 .
C44 C45 1.389(4) .
C44 H44 0.9500 .
C45 C46 1.399(3) .
C45 H45 0.9500 .
C46 C48 1.426(3) .
C46 C47 1.437(4) .
C47 C41 1.350(4) 7_565
C47 H47 0.9500 .
C48 C48 1.429(5) 7_565
Cl51 C51 1.733(3) .
Cl52 C52 1.736(3) .
C51 C56 1.384(4) .
C51 C52 1.397(4) .
C52 C53 1.378(4) .
C53 C54 1.385(4) .
C53 H53 0.9500 .
C54 C55 1.373(4) .
C54 H54 0.9500 .
C55 C56 1.386(4) .
C55 H55 0.9500 .
C56 H56 0.9500 .
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
C22 H22 O33 0.95 2.31 3.165(3) 148.8 4_545
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
_geom_torsion_site_symmetry_4
N21 Zn1 N11 C11 52.63(16) . .
O31 Zn1 N11 C11 -37.42(16) 2 .
O31 Zn1 N11 C11 142.64(16) . .
N22 Zn1 N11 C11 -127.37(16) . .
N21 Zn1 N11 C15 -130.83(16) . .
O31 Zn1 N11 C15 139.12(17) 2 .
O31 Zn1 N11 C15 -40.81(17) . .
N22 Zn1 N11 C15 49.17(16) . .
C15 N11 C11 C12 0.4(3) . .
Zn1 N11 C11 C12 177.10(17) . .
N11 C11 C12 C13 0.4(4) . .
C11 C12 C13 C14 -0.5(3) . .
C11 C12 C13 C13 -180.0(2) . 5_565
C12 C13 C14 C15 0.0(3) . .
C13 C13 C14 C15 179.4(2) 5_565 .
C11 N11 C15 C14 -1.0(3) . .
Zn1 N11 C15 C14 -177.65(17) . .
C13 C14 C15 N11 0.8(3) . .
N11 Zn1 N21 C21 65.61(12) 2 2
N11 Zn1 N21 C21 -114.39(12) . 2
O31 Zn1 N21 C21 -29.44(12) 2 2
O31 Zn1 N21 C21 150.56(12) . 2
N11 Zn1 N21 C21 -114.39(12) 2 .
N11 Zn1 N21 C21 65.61(12) . .
O31 Zn1 N21 C21 150.56(12) 2 .
O31 Zn1 N21 C21 -29.44(12) . .
N11 Zn1 N22 C24 86.04(12) 2 .
N11 Zn1 N22 C24 -93.96(12) . .
O31 Zn1 N22 C24 -178.91(12) 2 .
O31 Zn1 N22 C24 1.09(12) . .
N11 Zn1 N22 C24 -93.96(12) 2 2
N11 Zn1 N22 C24 86.04(12) . 2
O31 Zn1 N22 C24 1.09(12) 2 2
O31 Zn1 N22 C24 -178.91(12) . 2
C21 N21 C21 C22 -0.19(16) 2 .
Zn1 N21 C21 C22 179.81(16) . .
N21 C21 C22 C23 0.4(3) . .
C21 C22 C23 C22 -0.17(15) . 2
C21 C22 C23 C26 179.83(15) . 1_545
C24 N22 C24 C25 -0.83(16) 2 .
Zn1 N22 C24 C25 179.17(16) . .
N22 C24 C25 C26 1.6(3) . .
C24 C25 C26 C25 -0.77(15) . 2
C24 C25 C26 C23 179.23(15) . 1_565
O33 N31 O31 Zn1 121.0(2) . .
O32 N31 O31 Zn1 -59.5(3) . .
N11 Zn1 O31 N31 -173.3(2) 2 .
N11 Zn1 O31 N31 7.1(2) . .
N21 Zn1 O31 N31 96.9(2) . .
N22 Zn1 O31 N31 -83.1(2) . .
C47 C41 C42 C43 -179.3(2) 7_565 .
C47 C41 C42 C48 1.1(4) 7_565 .
C48 C42 C43 C44 -0.7(3) . .
C41 C42 C43 C44 179.7(2) . .
C42 C43 C44 C45 1.0(4) . .
C43 C44 C45 C46 -0.6(4) . .
C44 C45 C46 C48 -0.1(3) . .
C44 C45 C46 C47 -179.5(2) . .
C45 C46 C47 C41 178.9(2) . 7_565
C48 C46 C47 C41 -0.5(4) . 7_565
C43 C42 C48 C46 -0.1(3) . .
C41 C42 C48 C46 179.5(2) . .
C43 C42 C48 C48 179.7(3) . 7_565
C41 C42 C48 C48 -0.7(4) . 7_565
C45 C46 C48 C42 0.4(3) . .
C47 C46 C48 C42 179.9(2) . .
C45 C46 C48 C48 -179.3(2) . 7_565
C47 C46 C48 C48 0.1(4) . 7_565
C56 C51 C52 C53 0.6(4) . .
Cl51 C51 C52 C53 178.4(2) . .
C56 C51 C52 Cl52 179.89(19) . .
Cl51 C51 C52 Cl52 -2.3(3) . .
C51 C52 C53 C54 0.8(4) . .
Cl52 C52 C53 C54 -178.5(2) . .
C52 C53 C54 C55 -0.9(4) . .
C53 C54 C55 C56 -0.4(4) . .
C52 C51 C56 C55 -1.9(4) . .
Cl51 C51 C56 C55 -179.7(2) . .
C54 C55 C56 C51 1.8(4) . .
