#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/14/2001464.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2001464
loop_
_publ_author_name
'Yufit, D. S.'
'Struchkov, Yu. T.'
'Kozhushkov, S. I.'
'De Meijere, A.'
_publ_contact_author
;
Dr. Dmitrii S. Yufit
Institute of Organoelement Compounds
28 Vavilov St.,
Moscow 117813
Russia
;
_publ_section_title
;15,16-Bis(dispiro[2.0.2.1]hept-7-ylidene)hexaspiro[2.0.2.0.0.0.2.0.2.0.2.0]hexadecane,
 C₃₀H₃₂
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1517
_journal_page_last               1519
_journal_paper_doi               10.1107/S0108270193000472
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C30 H32'
_chemical_formula_sum            'C30 H32'
_chemical_formula_weight         392.56
_chemical_name_systematic
;
15,16-Bis(dispiro[2.0.2.1]hept-7-ylidene)hexaspiro[2.0.2.0.0.0.
2.0.2.0.2.0]hexadecane
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                102.63(3)
_cell_angle_beta                 106.08(3)
_cell_angle_gamma                115.82(2)
_cell_formula_units_Z            2
_cell_length_a                   10.344(3)
_cell_length_b                   11.270(3)
_cell_length_c                   12.361(4)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293.0(10)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      11
_cell_volume                     1146.5(8)
_computing_structure_refinement  'SHELXL-92 (Sheldrick, 1992)'
_computing_structure_solution    'SHELXTL-Plus (Sheldrick, 1989)'
_diffrn_ambient_temperature      173.0(10)
_diffrn_measurement_device       'Siemens P3/PC'
_diffrn_measurement_method       θ/2θ
_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  0.0221
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3918
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         1.86
_diffrn_standards_decay_%        1.5
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_description       'transparent plate'
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.345
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.990
_refine_ls_goodness_of_fit_obs   0.954
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     399
_refine_ls_number_reflns         3670
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_restrained_S_obs      0.954
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_obs          0.0489
_refine_ls_shift/esd_max         -0.006
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0490P)²+1.3986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1435
_refine_ls_wR_factor_obs         0.1142
_reflns_number_observed          3087
_reflns_number_total             3672
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            hu1043.cif
_cod_data_source_block           dak1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0490P)^2^+1.3986P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0490P)^2^+1.3986P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1146.5(6)
_cod_database_code               2001464
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.6844(3) -0.0640(3) 0.9354(2) 0.0325(14) Uani d . 1 . C
H11 0.662(3) -0.102(3) 0.999(3) 0.037(7) Uiso d . 1 . H
H12 0.782(4) -0.056(3) 0.923(3) 0.043(8) Uiso d . 1 . H
C2 0.6511(3) 0.0539(3) 0.9276(2) 0.0295(13) Uani d . 1 . C
H21 0.608(3) 0.084(3) 0.982(3) 0.038(8) Uiso d . 1 . H
H22 0.726(4) 0.136(3) 0.911(3) 0.047(8) Uiso d . 1 . H
C3 0.5507(3) -0.0910(2) 0.8284(2) 0.0226(12) Uani d . 1 . C
C4 0.4921(3) -0.1451(2) 0.6958(2) 0.0224(12) Uani d . 1 . C
C5 0.5062(3) -0.0799(3) 0.6057(2) 0.031(2) Uani d . 1 . C
H51 0.601(4) 0.022(3) 0.635(3) 0.049(8) Uiso d . 1 . H
H52 0.404(3) -0.105(3) 0.539(3) 0.040(8) Uiso d . 1 . H
C6 0.5378(4) -0.2003(3) 0.6023(3) 0.034(2) Uani d . 1 . C
H61 0.461(3) -0.291(3) 0.537(3) 0.036(7) Uiso d . 1 . H
H62 0.651(4) -0.173(3) 0.632(3) 0.052(9) Uiso d . 1 . H
C7 0.3769(3) -0.1998(2) 0.7500(2) 0.0185(11) Uani d . 1 . C
C8 0.2748(3) -0.3500(2) 0.7438(2) 0.0209(12) Uani d . 1 . C
C9 0.3204(3) -0.4443(2) 0.7911(2) 0.0250(13) Uani d . 1 . C
C10 0.4629(3) -0.4312(3) 0.8756(3) 0.0341(14) Uani d . 1 . C
H101 0.545(3) -0.336(3) 0.940(2) 0.032(7) Uiso d . 1 . H
H102 0.502(3) -0.491(3) 0.841(3) 0.047(8) Uiso d . 1 . H
C11 0.3056(3) -0.5051(3) 0.8846(3) 0.0330(15) Uani d . 1 . C
H111 0.247(3) -0.610(3) 0.856(2) 0.032(7) Uiso d . 1 . H
H112 0.300(3) -0.449(3) 0.954(3) 0.036(7) Uiso d . 1 . H
C12 0.2341(3) -0.4923(2) 0.6596(2) 0.0269(14) Uani d . 1 . C
C13 0.0902(4) -0.6245(3) 0.5615(3) 0.041(2) Uani d . 1 . C
H131 0.000(4) -0.621(3) 0.512(3) 0.042(8) Uiso d . 1 . H
H132 0.059(4) -0.717(3) 0.573(3) 0.050(9) Uiso d . 1 . H
C14 0.2441(4) -0.5536(3) 0.5454(3) 0.042(2) Uani d . 1 . C
H141 0.243(4) -0.504(4) 0.485(3) 0.061(10) Uiso d . 1 . H
H142 0.307(4) -0.601(3) 0.548(3) 0.054(9) Uiso d . 1 . H
C15 0.1548(3) -0.3131(2) 0.7578(2) 0.0208(12) Uani d . 1 . C
C16 0.2446(3) -0.1745(2) 0.7486(2) 0.0205(11) Uani d . 1 . C
C17 0.0265(3) -0.3806(2) 0.7759(2) 0.0224(11) Uani d . 1 . C
C18 -0.1053(3) -0.3842(3) 0.7993(2) 0.0268(12) Uani d . 1 . C
C19 -0.2330(3) -0.3553(3) 0.7550(3) 0.036(2) Uani d . 1 . C
H191 -0.343(4) -0.437(3) 0.721(3) 0.042(8) Uiso d . 1 . H
H192 -0.214(3) -0.282(3) 0.714(3) 0.045(8) Uiso d . 1 . H
C20 -0.1295(3) -0.2965(3) 0.8911(3) 0.036(2) Uani d . 1 . C
H201 -0.181(4) -0.344(3) 0.941(3) 0.050(9) Uiso d . 1 . H
H202 -0.051(3) -0.194(3) 0.935(3) 0.040(8) Uiso d . 1 . H
C21 -0.0859(3) -0.5087(2) 0.7842(2) 0.0272(12) Uani d . 1 . C
C22 -0.1887(3) -0.6653(3) 0.7098(3) 0.038(2) Uani d . 1 . C
H221 -0.304(4) -0.710(3) 0.678(3) 0.039(8) Uiso d . 1 . H
H222 -0.154(4) -0.709(3) 0.655(3) 0.048(9) Uiso d . 1 . H
C23 -0.0929(3) -0.6080(3) 0.8471(3) 0.037(2) Uani d . 1 . C
H231 -0.151(4) -0.615(4) 0.900(3) 0.065(10) Uiso d . 1 . H
H232 0.002(4) -0.616(3) 0.879(3) 0.048(8) Uiso d . 1 . H
C24 0.2216(3) -0.0702(2) 0.7362(2) 0.0221(12) Uani d . 1 . C
C25 0.1297(3) -0.0020(2) 0.7315(2) 0.0235(12) Uani d . 1 . C
C26 -0.0304(3) -0.0367(3) 0.6533(2) 0.0318(14) Uani d . 1 . C
H261 -0.118(3) -0.142(3) 0.610(3) 0.039(8) Uiso d . 1 . H
H262 -0.038(3) 0.022(3) 0.609(3) 0.042(8) Uiso d . 1 . H
C27 0.0368(3) 0.0305(3) 0.7924(2) 0.0319(14) Uani d . 1 . C
H271 0.073(3) 0.134(3) 0.829(3) 0.038(7) Uiso d . 1 . H
H272 -0.009(3) -0.032(3) 0.834(3) 0.042(8) Uiso d . 1 . H
C28 0.2870(3) 0.0711(2) 0.7309(2) 0.0243(12) Uani d . 1 . C
C29 0.3547(3) 0.1486(3) 0.6588(3) 0.035(2) Uani d . 1 . C
H291 0.299(3) 0.194(3) 0.622(3) 0.044(8) Uiso d . 1 . H
H292 0.405(3) 0.114(3) 0.615(3) 0.046(8) Uiso d . 1 . H
C30 0.4370(3) 0.2134(3) 0.7979(3) 0.0337(15) Uani d . 1 . C
H301 0.536(3) 0.216(3) 0.839(3) 0.039(8) Uiso d . 1 . H
H302 0.433(3) 0.295(3) 0.843(3) 0.047(8) Uiso d . 1 . H
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 1992 Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C 1992 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 C1 C2 . . 58.9(2) yes
C3 C2 C1 . . 59.1(2) yes
C4 C3 C2 . . 134.2(2) yes
C4 C3 C1 . . 138.2(2) yes
C2 C3 C1 . . 62.0(2) yes
C4 C3 C7 . . 60.55(15) yes
C2 C3 C7 . . 138.1(2) yes
C1 C3 C7 . . 140.2(2) yes
C3 C4 C5 . . 135.3(2) yes
C3 C4 C6 . . 137.6(2) yes
C5 C4 C6 . . 62.2(2) yes
C3 C4 C7 . . 61.44(15) yes
C5 C4 C7 . . 137.0(2) yes
C6 C4 C7 . . 139.6(2) yes
C4 C5 C6 . . 59.3(2) yes
C4 C6 C5 . . 58.5(2) yes
C4 C7 C3 . . 58.01(15) yes
C4 C7 C16 . . 129.26(9) yes
C3 C7 C16 . . 124.81(8) yes
C4 C7 C8 . . 131.0(2) yes
C3 C7 C8 . . 129.3(2) yes
C16 C7 C8 . . 88.75(9) yes
C9 C8 C12 . . 57.99(15) yes
C9 C8 C15 . . 128.8(2) yes
C12 C8 C15 . . 124.8(2) yes
C9 C8 C7 . . 130.8(2) yes
C12 C8 C7 . . 129.6(2) yes
C15 C8 C7 . . 89.1(2) yes
C12 C9 C11 . . 136.6(2) yes
C12 C9 C10 . . 137.7(2) yes
C11 C9 C10 . . 62.0(2) yes
C12 C9 C8 . . 61.25(15) yes
C11 C9 C8 . . 137.5(2) yes
C10 C9 C8 . . 138.2(2) yes
C9 C10 C11 . . 59.1(2) yes
C9 C11 C10 . . 58.9(2) yes
C9 C12 C13 . . 135.3(2) yes
C9 C12 C14 . . 138.5(2) yes
C13 C12 C14 . . 62.4(2) yes
C9 C12 C8 . . 60.77(15) yes
C13 C12 C8 . . 137.0(2) yes
C14 C12 C8 . . 139.3(2) yes
C12 C13 C14 . . 58.9(2) yes
C12 C14 C13 . . 58.7(2) yes
C17 C15 C16 . . 136.97(13) yes
C17 C15 C8 . . 132.47(10) yes
C16 C15 C8 . . 90.51(9) yes
C24 C16 C15 . . 136.8(2) yes
C24 C16 C7 . . 132.2(2) yes
C15 C16 C7 . . 90.87(12) yes
C15 C17 C21 . . 148.6(2) yes
C15 C17 C18 . . 150.2(2) yes
C21 C17 C18 . . 61.2(2) yes
C17 C18 C21 . . 59.3(2) yes
C17 C18 C19 . . 140.7(2) yes
C21 C18 C19 . . 138.6(2) yes
C17 C18 C20 . . 138.0(2) yes
C21 C18 C20 . . 135.7(2) yes
C19 C18 C20 . . 61.6(2) yes
C18 C19 C20 . . 59.3(2) yes
C18 C20 C19 . . 59.1(2) yes
C17 C21 C18 . . 59.4(2) yes
C17 C21 C23 . . 141.6(2) yes
C18 C21 C23 . . 137.1(2) yes
C17 C21 C22 . . 138.2(2) yes
C18 C21 C22 . . 135.9(2) yes
C23 C21 C22 . . 61.6(2) yes
C21 C22 C23 . . 59.2(2) yes
C21 C23 C22 . . 59.2(2) yes
C16 C24 C28 . . 147.4(2) yes
C16 C24 C25 . . 151.5(2) yes
C28 C24 C25 . . 60.7(2) yes
C24 C25 C28 . . 59.7(2) yes
C24 C25 C27 . . 141.1(2) yes
C28 C25 C27 . . 139.2(2) yes
C24 C25 C26 . . 137.6(2) yes
C28 C25 C26 . . 134.4(2) yes
C27 C25 C26 . . 61.6(2) yes
C25 C26 C27 . . 59.2(2) yes
C25 C27 C26 . . 59.2(2) yes
C24 C28 C25 . . 59.6(2) yes
C24 C28 C29 . . 141.1(2) yes
C25 C28 C29 . . 135.6(2) yes
C24 C28 C30 . . 137.9(2) yes
C25 C28 C30 . . 138.2(2) yes
C29 C28 C30 . . 61.6(2) yes
C28 C29 C30 . . 59.3(2) yes
C28 C30 C29 . . 59.1(2) yes
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
C1 C3 . 1.482(3) yes
C1 C2 . 1.526(4) yes
C2 C3 . 1.480(3) yes
C3 C4 . 1.455(3) yes
C3 C7 . 1.507(3) yes
C4 C5 . 1.469(3) yes
C4 C6 . 1.480(3) yes
C4 C7 . 1.494(3) yes
C5 C6 . 1.523(4) yes
C7 C16 . 1.511(2) yes
C7 C8 . 1.526(3) yes
C8 C9 . 1.500(3) yes
C8 C12 . 1.507(3) yes
C8 C15 . 1.510(3) yes
C9 C12 . 1.458(3) yes
C9 C11 . 1.477(3) yes
C9 C10 . 1.475(3) yes
C10 C11 . 1.521(4) yes
C12 C13 . 1.478(4) yes
C12 C14 . 1.482(4) yes
C13 C14 . 1.533(4) yes
C15 C17 . 1.323(2) yes
C15 C16 . 1.480(2) yes
C16 C24 . 1.328(3) yes
C17 C21 . 1.455(3) yes
C17 C18 . 1.456(3) yes
C18 C21 . 1.482(3) yes
C18 C19 . 1.484(4) yes
C18 C20 . 1.486(4) yes
C19 C20 . 1.521(4) yes
C21 C23 . 1.483(4) yes
C21 C22 . 1.485(4) yes
C22 C23 . 1.520(4) yes
C24 C28 . 1.459(3) yes
C24 C25 . 1.457(3) yes
C25 C28 . 1.473(3) yes
C25 C27 . 1.486(4) yes
C25 C26 . 1.487(3) yes
C26 C27 . 1.523(4) yes
C28 C29 . 1.483(3) yes
C28 C30 . 1.485(3) yes
C29 C30 . 1.520(4) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C18 C17 C15 C16 . . . . -1.8(5) ?
C17 C15 C16 C24 . . . . -12.8(3) ?
C15 C16 C24 C25 . . . . 7.1(6) ?
C7 C8 C15 C16 . . . . 6.46(8) ?
C8 C15 C16 C7 . . . . -6.52(8) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21139715
