##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     manual
_chemical_name_systematic
;
4'-(2,5,8,11,14-Pentaoxadicyclo[13.4.0]nonadeca-15,17,19-trien-17-yloxy)-\
2,2':6',2''-terpyridine
;
_chemical_name_common     ?
_chemical_formula_moiety     'C29 H29 N3 O6'
_chemical_formula_sum     'C29 H29 N3 O6'
_chemical_formula_iupac     'C29 H29 N3 O6'
_chemical_formula_weight     515.55
_chemical_melting_point     ?
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'F d d 2'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, z'
    '-x+1/4, y+1/4, z+1/4'
    'x+1/4, -y+1/4, z+1/4'
    'x, y+1/2, z+1/2'
    '-x, -y+1/2, z+1/2'
    '-x+1/4, y+3/4, z+3/4'
    'x+1/4, -y+3/4, z+3/4'
    'x+1/2, y, z+1/2'
    '-x+1/2, -y, z+1/2'
    '-x+3/4, y+1/4, z+3/4'
    'x+3/4, -y+1/4, z+3/4'
    'x+1/2, y+1/2, z'
    '-x+1/2, -y+1/2, z'
    '-x+3/4, y+3/4, z+1/4'
    'x+3/4, -y+3/4, z+1/4'
_cell_length_a     58.347(11)
_cell_length_b     33.712(3)
_cell_length_c     5.3211(8)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     10467(3)
_cell_formula_units_Z     16
_cell_measurement_reflns_used     796
_cell_measurement_theta_min     3.0
_cell_measurement_theta_max     37.5
_cell_measurement_temperature     295(2)
_exptl_crystal_density_diffrn     1.309
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     4352
_exptl_absorpt_coefficient_mu     0.76
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     295(2)
_diffrn_radiation_type     CuK\a~1~
_diffrn_radiation_wavelength     1.54059
_diffrn_radiation_source     'line-focus sealed tube'
_diffrn_radiation_monochromator     'Curved Germanium (111)'
_diffrn_measurement_device     'Guinier camera G670'
_diffrn_reflns_number     793
_diffrn_reflns_limit_h_min     ?
_diffrn_reflns_limit_h_max     ?
_diffrn_reflns_limit_k_min     ?
_diffrn_reflns_limit_k_max     ?
_diffrn_reflns_limit_l_min     ?
_diffrn_reflns_limit_l_max     ?
_refine_special_details
; ?
;
_refine_ls_structure_factor_coef     Inet
_refine_ls_matrix_type     fullcycle
_refine_ls_goodness_of_fit_all     1.3626
_refine_ls_restrained_S_all     ?
_refine_ls_restrained_S_obs     ?
_refine_ls_number_parameters     148
_refine_ls_number_restraints     173
_refine_ls_number_constraints     7
_refine_ls_hydrogen_treatment     noref
_refine_ls_weighting_scheme     sigma
_refine_ls_shift/su_max     .007
_refine_ls_shift/su_mean     .002
_refine_diff_density_max     0.43
_refine_diff_density_min     -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'O' 'O' 0.0492 0.0322
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0311 0.0180
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'C' 'C' 0.0181 0.0091
                         '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'
_computing_data_collection     'local program (Huber, 2002)'
_computing_cell_refinement     'MRIA (Zlokazov & Chernyshev, 1992)'
_computing_data_reduction     'local program (Huber, 2002)'
_computing_structure_solution     'grid search (Chernyshev & Schenk, 1998)'
_computing_structure_refinement     'MRIA (Zlokazov & Chernyshev, 1992)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material
;
MRIA (Zlokazov & Chernyshev, 1992), SHELXL97 (Sheldrick, 1997)
;
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_disorder_assembly
    _atom_site_disorder_group
    O O1 -0.0046(3) 0.6614(4) 0.1346 0.067(3) Uiso d . 1 . .
    N N2 0.0097(3) 0.5679(6) 0.655(3)   0.051 Uiso d . 1 . .
    N N3 0.0633(3) 0.5704(6) 0.288(4)   0.051 Uiso d . 1 . .
    N N4 -0.0478(3) 0.6009(6) 0.858(4)   0.051 Uiso d . 1 . .
    C C5 0.0253(4) 0.5800(7) 0.478(4)   0.051 Uiso d . 1 . .
    C C6 0.0209(4) 0.6110(7) 0.301(4)   0.051 Uiso d . 1 . .
    H H6 0.0319 0.6180 0.1824 0.061 Uiso calc . 1 . .
    C C7 0.0000(4) 0.6304(7) 0.310(4)   0.051 Uiso d . 1 . .
    C C8 -0.0160(4) 0.6196(7) 0.486(4)   0.051 Uiso d . 1 . .
    H H8 -0.0301 0.6325 0.4940 0.061 Uiso calc . 1 . .
    C C9 -0.0108(4) 0.5887(7) 0.654(4)   0.051 Uiso d . 1 . .
    C C10 0.0482(4) 0.5595(7) 0.471(4)   0.051 Uiso d . 1 . .
    C C11 0.0544(4) 0.5322(6) 0.660(4)   0.051 Uiso d . 1 . .
    H H11 0.0445 0.5270 0.7934 0.061 Uiso calc . 1 . .
    C C12 0.0756(3) 0.5132(7) 0.645(4)   0.051 Uiso d . 1 . .
    H H12 0.0798 0.4945 0.7643 0.061 Uiso calc . 1 . .
    C C13 0.0905(4) 0.5225(7) 0.448(4)   0.051 Uiso d . 1 . .
    H H13 0.1045 0.5096 0.4299 0.061 Uiso calc . 1 . .
    C C14 0.0837(4) 0.5518(7) 0.278(4)   0.051 Uiso d . 1 . .
    H H14 0.0938 0.5589 0.1510 0.061 Uiso calc . 1 . .
    C C15 -0.0286(3) 0.5771(6) 0.840(3)   0.051 Uiso d . 1 . .
    C C16 -0.0263(4) 0.5425(7) 0.984(4)   0.051 Uiso d . 1 . .
    H H16 -0.0137 0.5259 0.9615 0.061 Uiso calc . 1 . .
    C C17 -0.0431(4) 0.5332(7) 1.161(4)   0.051 Uiso d . 1 . .
    H H17 -0.0415 0.5110 1.2628 0.061 Uiso calc . 1 . .
    C C18 -0.0624(4) 0.5579(7) 1.183(4)   0.051 Uiso d . 1 . .
    H H18 -0.0744 0.5516 1.2909 0.061 Uiso calc . 1 . .
    C C19 -0.0630(4) 0.5925(7) 1.035(4)   0.051 Uiso d . 1 . .
    H H19 -0.0748 0.6106 1.0631 0.061 Uiso calc . 1 . .
    O O20 -0.0608(2) 0.7962(4) 0.187(3)   0.067(3) Uiso d . 1 . .
    O O21 -0.0911(2) 0.8612(4) 0.246(3)   0.067(3) Uiso d . 1 . .
    O O22 -0.1263(3) 0.8329(4) -0.111(3)   0.067(3) Uiso d . 1 . .
    O O23 -0.1184(2) 0.7296(4) -0.314(3)   0.067(3) Uiso d . 1 . .
    O O24 -0.0706(2) 0.7416(4) -0.138(3)   0.067(3) Uiso d . 1 . .
    C C25 -0.0511(4) 0.7344(7) -0.001(4)   0.051 Uiso d . 1 . .
    C C26 -0.0454(4) 0.7653(7) 0.176(4)   0.051 Uiso d . 1 . .
    C C27 -0.0263(3) 0.7608(7) 0.327(4)   0.051 Uiso d . 1 . .
    H H27 -0.0215 0.7816 0.4291 0.061 Uiso calc . 1 . .
    C C28 -0.0139(4) 0.7242(7) 0.325(4)   0.051 Uiso d . 1 . .
    H H28 -0.0025 0.7196 0.4433 0.061 Uiso calc . 1 . .
    C C29 -0.0190(4) 0.6956(8) 0.146(4)   0.051 Uiso d . 1 . .
    C C30 -0.0376(3) 0.6998(6) -0.014(4)   0.051 Uiso d . 1 . .
    H H30 -0.0411 0.6800 -0.1292 0.061 Uiso calc . 1 . .
    C C31 -0.0540(4) 0.8312(7) 0.328(4)   0.051 Uiso d . 1 . .
    H H31A -0.0444 0.8235 0.4689 0.061 Uiso calc . 1 . .
    H H31B -0.0453 0.8490 0.2215 0.061 Uiso calc . 1 . .
    C C32 -0.0743(4) 0.8510(7) 0.419(4)   0.051 Uiso d . 1 . .
    H H32A -0.0813 0.8341 0.5447 0.061 Uiso calc . 1 . .
    H H32B -0.0695 0.8751 0.5038 0.061 Uiso calc . 1 . .
    C C33 -0.1144(3) 0.8536(7) 0.324(4)   0.051 Uiso d . 1 . .
    H H33A -0.1188 0.8739 0.4437 0.061 Uiso calc . 1 . .
    H H33B -0.1147 0.8284 0.4119 0.061 Uiso calc . 1 . .
    C C34 -0.1324(4) 0.8524(7) 0.116(4)   0.051 Uiso d . 1 . .
    H H34A -0.1460 0.8396 0.1823 0.061 Uiso calc . 1 . .
    H H34B -0.1366 0.8795 0.0750 0.061 Uiso calc . 1 . .
    C C35 -0.1172(4) 0.7936(7) -0.091(4)   0.051 Uiso d . 1 . .
    H H35A -0.1202 0.7829 0.0754 0.061 Uiso calc . 1 . .
    H H35B -0.1008 0.7940 -0.1177 0.061 Uiso calc . 1 . .
    C C36 -0.1289(4) 0.7680(7) -0.291(4)   0.051 Uiso d . 1 . .
    H H36A -0.1449 0.7647 -0.2477 0.061 Uiso calc . 1 . .
    H H36B -0.1281 0.7815 -0.4518 0.061 Uiso calc . 1 . .
    C C37 -0.0982(4) 0.7268(6) -0.462(4)   0.051 Uiso d . 1 . .
    H H37A -0.0945 0.7529 -0.5273 0.061 Uiso calc . 1 . .
    H H37B -0.1012 0.7095 -0.6039 0.061 Uiso calc . 1 . .
    C C38 -0.0776(4) 0.7110(6) -0.319(4)   0.051 Uiso d . 1 . .
    H H38A -0.0816 0.6867 -0.2314 0.061 Uiso calc . 1 . .
    H H38B -0.0651 0.7053 -0.4341 0.061 Uiso calc . 1 . .
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
    O1 C7 . 1.43(3) ?
    O1 C29 . 1.43(3) ?
    O20 C26 . 1.38(3) ?
    O20 C31 . 1.45(3) ?
    O21 C32 . 1.39(3) ?
    O21 C33 . 1.45(2) ?
    O22 C34 . 1.42(3) ?
    O22 C35 . 1.43(3) ?
    O23 C36 . 1.44(3) ?
    O23 C37 . 1.42(3) ?
    O24 C25 . 1.37(3) ?
    O24 C38 . 1.47(3) ?
    N2 C5 . 1.38(3) ?
    N2 C9 . 1.39(3) ?
    N3 C10 . 1.36(3) ?
    N3 C14 . 1.35(3) ?
    N4 C15 . 1.38(3) ?
    N4 C19 . 1.32(3) ?
    C5 C6 . 1.43(3) ?
    C5 C10 . 1.50(3) ?
    C6 C7 . 1.38(3) ?
    C7 C8 . 1.37(3) ?
    C8 C9 . 1.41(3) ?
    C9 C15 . 1.49(3) ?
    C10 C11 . 1.41(3) ?
    C11 C12 . 1.40(3) ?
    C12 C13 . 1.40(3) ?
    C13 C14 . 1.39(3) ?
    C15 C16 . 1.40(3) ?
    C16 C17 . 1.40(3) ?
    C17 C18 . 1.41(3) ?
    C18 C19 . 1.41(3) ?
    C25 C26 . 1.44(3) ?
    C25 C30 . 1.41(3) ?
    C26 C27 . 1.38(3) ?
    C27 C28 . 1.43(3) ?
    C28 C29 . 1.39(3) ?
    C29 C30 . 1.39(3) ?
    C31 C32 . 1.44(3) ?
    C33 C34 . 1.53(3) ?
    C35 C36 . 1.53(3) ?
    C37 C38 . 1.52(3) ?
    C6 H6 . 0.93 ?
    C8 H8 . 0.93 ?
    C11 H11 . 0.93 ?
    C12 H12 . 0.93 ?
    C13 H13 . 0.93 ?
    C14 H14 . 0.93 ?
    C16 H16 . 0.93 ?
    C17 H17 . 0.93 ?
    C18 H18 . 0.93 ?
    C19 H19 . 0.93 ?
    C27 H27 . 0.93 ?
    C28 H28 . 0.93 ?
    C30 H30 . 0.93 ?
    C31 H31A . 0.97 ?
    C31 H31B . 0.97 ?
    C32 H32A . 0.97 ?
    C32 H32B . 0.97 ?
    C33 H33A . 0.97 ?
    C33 H33B . 0.97 ?
    C34 H34A . 0.97 ?
    C34 H34B . 0.97 ?
    C35 H35A . 0.97 ?
    C35 H35B . 0.97 ?
    C36 H36A . 0.97 ?
    C36 H36B . 0.97 ?
    C37 H37A . 0.97 ?
    C37 H37B . 0.97 ?
    C38 H38A . 0.97 ?
    C38 H38B . 0.97 ?
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
    C7 O1 C29 . . 132.4(14) ?
    C26 O20 C31 . . 117.3(16) ?
    C32 O21 C33 . . 115.2(16) ?
    C34 O22 C35 . . 117.3(16) ?
    C36 O23 C37 . . 117.4(15) ?
    C25 O24 C38 . . 117.0(16) ?
    C5 N2 C9 . . 114.7(19) ?
    C10 N3 C14 . . 118.3(19) ?
    C15 N4 C19 . . 117.9(19) ?
    N2 C5 C6 . . 123(2) ?
    N2 C5 C10 . . 117.8(19) ?
    C6 C5 C10 . . 118.8(19) ?
    C5 C6 C7 . . 119(2) ?
    O1 C7 C6 . . 119.3(19) ?
    O1 C7 C8 . . 121(2) ?
    C6 C7 C8 . . 120(2) ?
    C7 C8 C9 . . 119(2) ?
    N2 C9 C8 . . 124(2) ?
    N2 C9 C15 . . 117.8(19) ?
    C8 C9 C15 . . 118(2) ?
    N3 C10 C5 . . 117.7(16) ?
    N3 C10 C11 . . 121(2) ?
    C5 C10 C11 . . 120.8(19) ?
    C10 C11 C12 . . 119(2) ?
    C11 C12 C13 . . 119(2) ?
    C12 C13 C14 . . 118(2) ?
    N3 C14 C13 . . 124(2) ?
    N4 C15 C9 . . 117.4(18) ?
    N4 C15 C16 . . 121.5(18) ?
    C9 C15 C16 . . 121.0(18) ?
    C15 C16 C17 . . 119(2) ?
    C16 C17 C18 . . 119(2) ?
    C17 C18 C19 . . 118(2) ?
    N4 C19 C18 . . 124(2) ?
    O24 C25 C26 . . 114.2(19) ?
    O24 C25 C30 . . 125.7(19) ?
    C26 C25 C30 . . 120(2) ?
    O20 C26 C25 . . 115.1(19) ?
    O20 C26 C27 . . 126(2) ?
    C25 C26 C27 . . 119(2) ?
    C26 C27 C28 . . 120(2) ?
    C27 C28 C29 . . 120(2) ?
    O1 C29 C28 . . 117.6(19) ?
    O1 C29 C30 . . 121(2) ?
    C28 C29 C30 . . 121(2) ?
    C25 C30 C29 . . 119(2) ?
    O20 C31 C32 . . 108.9(18) ?
    O21 C32 C31 . . 118.0(18) ?
    O21 C33 C34 . . 116.2(17) ?
    O22 C34 C33 . . 117.2(19) ?
    O22 C35 C36 . . 107.7(18) ?
    O23 C36 C35 . . 112.1(18) ?
    O23 C37 C38 . . 113.7(17) ?
    O24 C38 C37 . . 107.6(16) ?
    C5 C6 H6 . . 120 ?
    C7 C6 H6 . . 120 ?
    C7 C8 H8 . . 120 ?
    C9 C8 H8 . . 120 ?
    C10 C11 H11 . . 120 ?
    C12 C11 H11 . . 120 ?
    C11 C12 H12 . . 120 ?
    C13 C12 H12 . . 120 ?
    C12 C13 H13 . . 121 ?
    C14 C13 H13 . . 121 ?
    N3 C14 H14 . . 118 ?
    C13 C14 H14 . . 118 ?
    C15 C16 H16 . . 120 ?
    C17 C16 H16 . . 120 ?
    C16 C17 H17 . . 120 ?
    C18 C17 H17 . . 121 ?
    C17 C18 H18 . . 121 ?
    C19 C18 H18 . . 121 ?
    N4 C19 H19 . . 118 ?
    C18 C19 H19 . . 118 ?
    C26 C27 H27 . . 120 ?
    C28 C27 H27 . . 120 ?
    C27 C28 H28 . . 120 ?
    C29 C28 H28 . . 120 ?
    C25 C30 H30 . . 120 ?
    C29 C30 H30 . . 120 ?
    O20 C31 H31A . . 110 ?
    O20 C31 H31B . . 110 ?
    C32 C31 H31A . . 110 ?
    C32 C31 H31B . . 110 ?
    H31A C31 H31B . . 108 ?
    O21 C32 H32A . . 108 ?
    O21 C32 H32B . . 108 ?
    C31 C32 H32A . . 108 ?
    C31 C32 H32B . . 108 ?
    H32A C32 H32B . . 107 ?
    O21 C33 H33A . . 108 ?
    O21 C33 H33B . . 108 ?
    C34 C33 H33A . . 108 ?
    C34 C33 H33B . . 108 ?
    H33A C33 H33B . . 107 ?
    O22 C34 H34A . . 108 ?
    O22 C34 H34B . . 108 ?
    C33 C34 H34A . . 108 ?
    C33 C34 H34B . . 108 ?
    H34A C34 H34B . . 107 ?
    O22 C35 H35A . . 110 ?
    O22 C35 H35B . . 110 ?
    C36 C35 H35A . . 110 ?
    C36 C35 H35B . . 110 ?
    H35A C35 H35B . . 108 ?
    O23 C36 H36A . . 109 ?
    O23 C36 H36B . . 109 ?
    C35 C36 H36A . . 109 ?
    C35 C36 H36B . . 109 ?
    H36A C36 H36B . . 108 ?
    O23 C37 H37A . . 109 ?
    O23 C37 H37B . . 109 ?
    C38 C37 H37A . . 109 ?
    C38 C37 H37B . . 109 ?
    H37A C37 H37B . . 108 ?
    O24 C38 H38A . . 110 ?
    O24 C38 H38B . . 110 ?
    C37 C38 H38A . . 110 ?
    C37 C38 H38B . . 110 ?
    H38A C38 H38B . . 108 ?
data_global
_journal_date_recd_electronic     2007-11-15
_journal_date_accepted     2007-12-02
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2008
_journal_volume     64
_journal_issue      1
_journal_page_first     o225
_journal_page_last     o225
_journal_paper_category     QO
_journal_coeditor_code     YA2062
_publ_contact_author_name     'Vladimir V. Chernyshev'
_publ_contact_author_address
;
      Department of Chemistry
      Moscow State University
      119991 Moscow
      Russian Federation
;
_publ_contact_author_email     vladimir@struct.chem.msu.ru
_publ_contact_author_fax     '+ 7-495-9390898'
_publ_contact_author_phone     '+ 7-495-9393654'
_publ_section_title
;\
4'-(2,5,8,11,14-Pentaoxadicyclo[13.4.0]nonadeca-15,17,19-trien-17-yloxy)-2,2':\
6',2''-terpyridine: a powder study
;
loop_
    _publ_author_name
    _publ_author_address
    'Logacheva, Nadezhda M.'
;
A. N. Frumkin Institute of Physical Chemistry and Electrochemistry
Leninsky prospect 31
119991 Moscow GSP-1
Russian Federation
;
    'Puryaeva, Tamara P.'
;
A. N. Frumkin Institute of Physical Chemistry and Electrochemistry
Leninsky prospect 31
119991 Moscow GSP-1
Russian Federation
;
    'Tsivadze, Aslan Yu.'
;
A. N. Frumkin Institute of Physical Chemistry and Electrochemistry
Leninsky prospect 31
119991 Moscow GSP-1
Russian Federation
;
    'Velikodny, Yurii A.'
;     Department of Chemistry
      Moscow State University
      119991 Moscow
      Russian Federation
;
    'Chernyshev, Vladimir V.'
;     Department of Chemistry
      Moscow State University
      119991 Moscow
      Russian Federation
and
A. N. Frumkin Institute of Physical Chemistry and Electrochemistry
Leninsky prospect 31
119991 Moscow GSP-1
Russian Federation
;
