#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/80/2218099.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_2218099
loop_
_publ_author_name
'Zhang, Hai-Quan'
Bao-Li
'Yang, Guang-Di'
'Ma, Yu-Guang'
_publ_section_title
;
 2,2'-Bi[6,6'-dimethyldibenzo[d,f][1,3]dioxepine]
;
_journal_coeditor_code           DN2334
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o817
_journal_paper_doi               10.1107/S1600536808009094
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C30 H26 O4'
_chemical_formula_moiety         'C30 H26 O4'
_chemical_formula_sum            'C30 H26 O4'
_chemical_formula_weight         450.51
_chemical_name_systematic
;
2,2'-Bi[6,6'-dimethyldibenzo[d,f][1,3]dioxepine]
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 103.61(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.2938(16)
_cell_length_b                   7.3200(17)
_cell_length_c                   12.7067(11)
_cell_measurement_reflns_used    2961
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      54.61
_cell_measurement_theta_min      5.07
_cell_volume                     1201.8(4)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction
'CrystalStructure (Molecular Structure Corporation & Rigaku , 2002)'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_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  0.0721
_diffrn_reflns_av_sigmaI/netI    0.1063
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5035
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.58
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.133
_refine_diff_density_min         -0.165
_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     156
_refine_ls_number_reflns         2712
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.806
_refine_ls_R_factor_all          0.1092
_refine_ls_R_factor_gt           0.0373
_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)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1258
_reflns_number_gt                1170
_reflns_number_total             2712
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2334.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2218099
_cod_database_fobs_code          2218099
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_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
C C1 0.65924(15) 0.3273(3) 0.74573(16) 0.0426(5) Uani d . 1
C C2 0.59655(17) 0.4785(3) 0.74799(17) 0.0541(6) Uani d . 1
H H2 0.5968 0.5361 0.8133 0.065 Uiso calc R 1
C C3 0.53331(16) 0.5431(3) 0.65184(17) 0.0554(6) Uani d . 1
H H3 0.4909 0.6434 0.6542 0.066 Uiso calc R 1
C C4 0.53170(14) 0.4619(3) 0.55227(16) 0.0400(5) Uani d . 1
C C5 0.59453(15) 0.3071(3) 0.55358(16) 0.0411(5) Uani d . 1
H H5 0.5941 0.2488 0.4884 0.049 Uiso calc R 1
C C6 0.65776(15) 0.2372(3) 0.64907(16) 0.0394(5) Uani d . 1
C C7 0.72262(15) 0.0713(3) 0.65022(17) 0.0418(5) Uani d . 1
C C8 0.68640(17) -0.0820(3) 0.58720(19) 0.0523(6) Uani d . 1
H H8 0.6193 -0.0829 0.5441 0.063 Uiso calc R 1
C C9 0.74995(19) -0.2334(3) 0.5884(2) 0.0610(7) Uani d . 1
H H9 0.7250 -0.3349 0.5463 0.073 Uiso calc R 1
C C10 0.85074(19) -0.2339(3) 0.6522(2) 0.0605(7) Uani d . 1
H H10 0.8932 -0.3348 0.6517 0.073 Uiso calc R 1
C C11 0.88765(17) -0.0849(3) 0.71621(18) 0.0524(6) Uani d . 1
H H11 0.9546 -0.0854 0.7595 0.063 Uiso calc R 1
C C12 0.82413(15) 0.0658(3) 0.71547(16) 0.0409(5) Uani d . 1
C C13 0.82810(16) 0.2702(3) 0.86599(17) 0.0477(6) Uani d . 1
C C14 0.86854(19) 0.1391(4) 0.95822(19) 0.0705(8) Uani d . 1
H H14A 0.8475 0.0170 0.9356 0.106 Uiso calc R 1
H H14B 0.8411 0.1718 1.0191 0.106 Uiso calc R 1
H H14C 0.9427 0.1453 0.9785 0.106 Uiso calc R 1
C C15 0.86209(18) 0.4649(4) 0.89127(19) 0.0651(7) Uani d . 1
H H15A 0.9360 0.4726 0.9031 0.098 Uiso calc R 1
H H15B 0.8416 0.5042 0.9552 0.098 Uiso calc R 1
H H15C 0.8303 0.5420 0.8315 0.098 Uiso calc R 1
O O1 0.86503(10) 0.2224(2) 0.77162(11) 0.0462(4) Uani d . 1
O O2 0.71592(11) 0.2534(2) 0.84347(11) 0.0493(4) Uani d . 1
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'
O O 0.0106 0.0060 '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_site_symmetry_3
_geom_angle
C2 C1 C6 . 120.82(19)
C2 C1 O2 . 119.3(2)
C6 C1 O2 . 119.53(19)
C1 C2 C3 . 119.6(2)
C1 C2 H2 . 120.2
C3 C2 H2 . 120.2
C2 C3 C4 . 121.9(2)
C2 C3 H3 . 119.0
C4 C3 H3 . 119.0
C3 C4 C5 . 116.81(19)
C3 C4 C4 3_666 122.0(2)
C5 C4 C4 3_666 121.2(2)
C6 C5 C4 . 122.6(2)
C6 C5 H5 . 118.7
C4 C5 H5 . 118.7
C1 C6 C5 . 118.23(19)
C1 C6 C7 . 119.41(18)
C5 C6 C7 . 122.36(19)
C8 C7 C12 . 117.9(2)
C8 C7 C6 . 121.97(18)
C12 C7 C6 . 120.12(19)
C9 C8 C7 . 120.5(2)
C9 C8 H8 . 119.8
C7 C8 H8 . 119.8
C8 C9 C10 . 120.5(2)
C8 C9 H9 . 119.8
C10 C9 H9 . 119.8
C11 C10 C9 . 120.0(2)
C11 C10 H10 . 120.0
C9 C10 H10 . 120.0
C10 C11 C12 . 119.5(2)
C10 C11 H11 . 120.2
C12 C11 H11 . 120.2
C11 C12 O1 . 119.18(18)
C11 C12 C7 . 121.6(2)
O1 C12 C7 . 118.90(19)
O1 C13 O2 . 110.46(15)
O1 C13 C15 . 105.26(18)
O2 C13 C15 . 111.31(18)
O1 C13 C14 . 111.23(19)
O2 C13 C14 . 105.06(19)
C15 C13 C14 . 113.6(2)
C13 C14 H14A . 109.5
C13 C14 H14B . 109.5
H14A C14 H14B . 109.5
C13 C14 H14C . 109.5
H14A C14 H14C . 109.5
H14B C14 H14C . 109.5
C13 C15 H15A . 109.5
C13 C15 H15B . 109.5
H15A C15 H15B . 109.5
C13 C15 H15C . 109.5
H15A C15 H15C . 109.5
H15B C15 H15C . 109.5
C12 O1 C13 . 117.27(16)
C1 O2 C13 . 117.00(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.389(3)
C1 C6 . 1.390(3)
C1 O2 . 1.401(2)
C2 C3 . 1.393(3)
C2 H2 . 0.9300
C3 C4 . 1.394(3)
C3 H3 . 0.9300
C4 C5 . 1.405(3)
C4 C4 3_666 1.503(4)
C5 C6 . 1.400(3)
C5 H5 . 0.9300
C6 C7 . 1.488(3)
C7 C8 . 1.397(3)
C7 C12 . 1.408(3)
C8 C9 . 1.391(3)
C8 H8 . 0.9300
C9 C10 . 1.393(3)
C9 H9 . 0.9300
C10 C11 . 1.380(3)
C10 H10 . 0.9300
C11 C12 . 1.388(3)
C11 H11 . 0.9300
C12 O1 . 1.391(2)
C13 O1 . 1.442(3)
C13 O2 . 1.456(3)
C13 C15 . 1.507(3)
C13 C14 . 1.512(3)
C14 H14A . 0.9600
C14 H14B . 0.9600
C14 H14C . 0.9600
C15 H15A . 0.9600
C15 H15B . 0.9600
C15 H15C . 0.9600
