#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/78/4107828.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_4107828
loop_
_publ_author_name
'Birgit Esser'
'Frank Rominger'
'Rolf Gleiter'
_publ_contact_author_address
;
        Organisch-Chemisches Institut
        Universität Heidelberg
        Im Neuenheimer Feld 270
        D-69120 Heidelberg
        Germany
;
_publ_contact_author_email       rolf.gleiter@oci.uni-heidelberg.de
_publ_contact_author_fax         '049 6221 54- 4205'
_publ_contact_author_name        'Gleiter, Rolf'
_publ_contact_author_phone       '049 6221 54- 8400'
_publ_section_title
;
 Synthesis of [6.8]3Cyclacene: Conjugated Belt and Model for an Unusual
 Type of Carbon Nanotube
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6716
_journal_page_last               6717
_journal_paper_doi               10.1021/ja801918n
_journal_volume                  130
_journal_year                    2008
_chemical_formula_sum            'C30 H18'
_chemical_formula_weight         378.44
_chemical_name_common            4_in_paper
_chemical_name_systematic
; 
 [6.8]₃cyclacene 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 90.6650(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.3781(6)
_cell_length_b                   6.8444(3)
_cell_length_c                   18.2608(7)
_cell_measurement_temperature    200(2)
_cell_volume                     1921.89(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'ω 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  0.0699
_diffrn_reflns_av_sigmaI/netI    0.0512
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11783
_diffrn_reflns_theta_full        22.00
_diffrn_reflns_theta_max         22.00
_diffrn_reflns_theta_min         1.12
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.9963
_exptl_absorpt_correction_T_min  0.9681
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-38.'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      0
_exptl_crystal_description       platte
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0066(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         2340
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0504
_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)+(0.0443P)²+0.7813P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1163
_reflns_number_gt                1722
_reflns_number_total             2340
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja801918n-file003_2.cif
_cod_data_source_block           be31
_cod_database_code               4107828
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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
C1 C 0.5721(2) 0.4494(5) 0.18896(18) 0.0344(8) Uani 1 1 d .
C2 C 0.5990(2) 0.5510(5) 0.25112(18) 0.0387(9) Uani 1 1 d .
H2 H 0.5781 0.6801 0.2583 0.046 Uiso 1 1 calc R
C3 C 0.6554(2) 0.4711(5) 0.30329(18) 0.0374(9) Uani 1 1 d .
C4 C 0.6797(2) 0.2749(5) 0.29605(18) 0.0366(9) Uani 1 1 d .
C5 C 0.6466(2) 0.1683(5) 0.23750(18) 0.0363(9) Uani 1 1 d .
H5 H 0.6588 0.0324 0.2351 0.044 Uiso 1 1 calc R
C6 C 0.5961(2) 0.2525(5) 0.18205(18) 0.0353(9) Uani 1 1 d .
C7 C 0.6952(3) 0.5999(5) 0.35937(18) 0.0452(10) Uani 1 1 d .
H7 H 0.6599 0.6480 0.3977 0.054 Uiso 1 1 calc R
C8 C 0.7782(2) 0.6507(5) 0.35799(18) 0.0419(9) Uani 1 1 d .
H8 H 0.8007 0.7336 0.3954 0.050 Uiso 1 1 calc R
C9 C 0.7450(2) 0.1844(5) 0.34599(18) 0.0436(10) Uani 1 1 d .
H9 H 0.7266 0.0881 0.3799 0.052 Uiso 1 1 calc R
C10 C 0.8284(3) 0.2345(5) 0.34452(17) 0.0432(10) Uani 1 1 d .
H10 H 0.8682 0.1723 0.3772 0.052 Uiso 1 1 calc R
C11 C 0.8371(2) 0.5815(5) 0.29961(17) 0.0340(9) Uani 1 1 d .
C12 C 0.8627(2) 0.7109(5) 0.24536(18) 0.0353(9) Uani 1 1 d .
H12 H 0.8503 0.8460 0.2512 0.042 Uiso 1 1 calc R
C13 C 0.90581(19) 0.6498(5) 0.18289(17) 0.0319(8) Uani 1 1 d .
C14 C 0.93020(19) 0.4523(5) 0.17667(17) 0.0322(8) Uani 1 1 d .
C15 C 0.9100(2) 0.3259(5) 0.23390(17) 0.0348(9) Uani 1 1 d .
H15 H 0.9304 0.1951 0.2320 0.042 Uiso 1 1 calc R
C16 C 0.8611(2) 0.3842(5) 0.29342(17) 0.0340(9) Uani 1 1 d .
C17 C 0.9189(2) 0.7881(5) 0.12173(18) 0.0353(9) Uani 1 1 d .
H17 H 0.9604 0.8899 0.1276 0.042 Uiso 1 1 calc R
C18 C 0.8750(2) 0.7752(5) 0.05922(18) 0.0346(9) Uani 1 1 d .
H18 H 0.8862 0.8667 0.0214 0.042 Uiso 1 1 calc R
C19 C 0.9674(2) 0.3710(4) 0.10925(18) 0.0353(8) Uani 1 1 d .
H19 H 1.0262 0.3278 0.1102 0.042 Uiso 1 1 calc R
C20 C 0.9221(2) 0.3556(5) 0.04716(18) 0.0342(8) Uani 1 1 d .
H20 H 0.9491 0.3002 0.0055 0.041 Uiso 1 1 calc R
C21 C 0.8088(2) 0.6212(4) 0.04685(16) 0.0303(8) Uani 1 1 d .
C22 C 0.7211(2) 0.6714(5) 0.04847(16) 0.0325(8) Uani 1 1 d .
H22 H 0.7058 0.8059 0.0486 0.039 Uiso 1 1 calc R
C23 C 0.6550(2) 0.5329(5) 0.04986(16) 0.0309(8) Uani 1 1 d .
C24 C 0.6772(2) 0.3348(5) 0.04343(16) 0.0301(8) Uani 1 1 d .
C25 C 0.7645(2) 0.2855(5) 0.03614(16) 0.0313(8) Uani 1 1 d .
H25 H 0.7792 0.1528 0.0274 0.038 Uiso 1 1 calc R
C26 C 0.8309(2) 0.4224(4) 0.04114(16) 0.0284(8) Uani 1 1 d .
C27 C 0.5650(2) 0.5960(5) 0.0663(2) 0.0382(9) Uani 1 1 d .
H27 H 0.5334 0.6676 0.0303 0.046 Uiso 1 1 calc R
C28 C 0.5272(2) 0.5565(5) 0.1290(2) 0.0408(9) Uani 1 1 d .
H28 H 0.4690 0.5983 0.1360 0.049 Uiso 1 1 calc R
C29 C 0.6123(2) 0.1765(5) 0.05175(19) 0.0350(9) Uani 1 1 d .
H29 H 0.5970 0.0998 0.0102 0.042 Uiso 1 1 calc R
C30 C 0.5751(2) 0.1386(5) 0.11480(19) 0.0383(9) Uani 1 1 d .
H30 H 0.5337 0.0357 0.1174 0.046 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 118.5(3)
C2 C1 C28 119.2(3)
C6 C1 C28 121.9(3)
C1 C2 C3 122.6(3)
C2 C3 C4 118.5(3)
C2 C3 C7 119.3(3)
C4 C3 C7 121.9(3)
C5 C4 C3 118.8(3)
C5 C4 C9 119.6(3)
C3 C4 C9 121.4(3)
C4 C5 C6 122.6(3)
C5 C6 C1 118.5(3)
C5 C6 C30 119.8(3)
C1 C6 C30 121.5(3)
C8 C7 C3 122.3(3)
C7 C8 C11 121.8(3)
C10 C9 C4 121.8(3)
C9 C10 C16 121.8(3)
C12 C11 C16 118.6(3)
C12 C11 C8 119.3(3)
C16 C11 C8 121.8(3)
C11 C12 C13 122.3(3)
C12 C13 C14 119.0(3)
C12 C13 C17 119.8(3)
C14 C13 C17 121.0(3)
C15 C14 C13 118.2(3)
C15 C14 C19 119.0(3)
C13 C14 C19 122.5(3)
C16 C15 C14 122.4(3)
C15 C16 C11 119.0(3)
C15 C16 C10 119.1(3)
C11 C16 C10 121.6(3)
C18 C17 C13 122.4(3)
C17 C18 C21 121.5(3)
C20 C19 C14 122.6(3)
C19 C20 C26 121.8(3)
C22 C21 C26 118.3(3)
C22 C21 C18 119.1(3)
C26 C21 C18 122.3(3)
C23 C22 C21 122.7(3)
C22 C23 C24 118.6(3)
C22 C23 C27 119.3(3)
C24 C23 C27 121.7(3)
C25 C24 C23 118.5(3)
C25 C24 C29 118.9(3)
C23 C24 C29 122.3(3)
C26 C25 C24 122.7(3)
C25 C26 C21 118.7(3)
C25 C26 C20 119.5(3)
C21 C26 C20 121.5(3)
C28 C27 C23 122.6(3)
C27 C28 C1 122.5(3)
C30 C29 C24 122.2(3)
C29 C30 C6 121.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.390(4)
C1 C6 1.403(5)
C1 C28 1.482(5)
C2 C3 1.393(4)
C3 C4 1.400(5)
C3 C7 1.478(5)
C4 C5 1.387(4)
C4 C9 1.484(5)
C5 C6 1.394(5)
C6 C30 1.487(5)
C7 C8 1.323(5)
C8 C11 1.485(5)
C9 C10 1.329(5)
C10 C16 1.478(5)
C11 C12 1.389(4)
C11 C16 1.405(4)
C12 C13 1.391(4)
C13 C14 1.408(4)
C13 C17 1.479(4)
C14 C15 1.395(4)
C14 C19 1.473(4)
C15 C16 1.387(4)
C17 C18 1.322(4)
C18 C21 1.480(4)
C19 C20 1.328(4)
C20 C26 1.479(4)
C21 C22 1.392(4)
C21 C26 1.407(4)
C22 C23 1.390(4)
C23 C24 1.403(4)
C23 C27 1.485(4)
C24 C25 1.393(4)
C24 C29 1.482(4)
C25 C26 1.388(4)
C27 C28 1.317(4)
C29 C30 1.318(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660313
