#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/68/1506864.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_1506864
loop_
_publ_author_name
'Matsumoto, Akikazu'
'Nakazawa, Hideyuki'
_publ_section_title
;
 Two-Step and Reversible Phase Transitions of Organic Polymer Crystals
 Produced by Topochemical Polymerization
;
_journal_issue                   23
_journal_name_full               Macromolecules
_journal_page_first              8538
_journal_paper_doi               10.1021/ma048905a
_journal_volume                  37
_journal_year                    2004
_chemical_formula_moiety         'C20 H16 Br2 O4 '
_chemical_formula_sum            'C20 H16 Br2 O4'
_chemical_formula_weight         480.15
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 91.05(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.837(2)
_cell_length_b                   4.856(1)
_cell_length_c                   32.742(9)
_cell_measurement_reflns_used    8712
_cell_measurement_temperature    303.1
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.1
_cell_volume                     927.9(5)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9791
_diffrn_measured_fraction_theta_max 0.9791
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.049
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            6690
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    4.404
_exptl_absorpt_correction_T_max  0.802
_exptl_absorpt_correction_T_min  0.336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             476.00
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.48
_refine_diff_density_min         -0.70
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1456
_refine_ls_R_factor_gt           0.0640
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[0.0030Fo² + 3.0000σ(Fo²) + 0.5000]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0910
_reflns_number_gt                1446
_reflns_number_total             2095
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ma048905asi20040818_045716.cif
_cod_data_source_block           '_poly4-BR30_______________'
_cod_original_cell_volume        927.8(5)
_cod_original_formula_sum        'C20 H16 Br2 O4 '
_cod_database_code               1506864
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
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
Br(1) Br 1.4041(1) -1.0541(2) 0.28736(2) 0.0602(3) Uani 1.00 1 d .
O(1) O 0.649(1) 0.079(1) 0.4444(2) 0.089(2) Uani 1.00 1 d .
O(2) O 0.9628(9) -0.121(1) 0.4207(1) 0.054(1) Uani 1.00 1 d .
C(1) C 0.850(2) 0.031(2) 0.4476(2) 0.055(2) Uani 1.00 1 d .
C(2) C 1.007(1) 0.115(1) 0.4831(2) 0.045(2) Uani 1.00 1 d .
C(3) C 0.932(1) 0.393(1) 0.4988(2) 0.052(2) Uani 1.00 1 d .
C(4) C 0.832(1) -0.230(2) 0.3866(2) 0.059(2) Uani 1.00 1 d .
C(5) C 0.977(1) -0.432(1) 0.3637(2) 0.047(2) Uani 1.00 1 d .
C(6) C 0.905(1) -0.515(2) 0.3253(2) 0.058(2) Uani 1.00 1 d .
C(7) C 1.027(1) -0.705(2) 0.3027(2) 0.060(2) Uani 1.00 1 d .
C(8) C 1.231(1) -0.805(2) 0.3191(2) 0.050(2) Uani 1.00 1 d .
C(9) C 1.306(1) -0.724(2) 0.3571(2) 0.053(2) Uani 1.00 1 d .
C(10) C 1.182(1) -0.542(2) 0.3789(2) 0.055(2) Uani 1.00 1 d .
H(1) H 1.1606 0.1259 0.4741 0.053 Uiso 1.00 1 c R
H(2) H 0.7781 0.4126 0.5075 0.062 Uiso 1.00 1 c R
H(3) H 0.7012 -0.3225 0.3964 0.070 Uiso 1.00 1 c R
H(4) H 0.7854 -0.0840 0.3690 0.070 Uiso 1.00 1 c R
H(5) H 0.7649 -0.4435 0.3144 0.070 Uiso 1.00 1 c R
H(6) H 0.9743 -0.7638 0.2765 0.072 Uiso 1.00 1 c R
H(7) H 1.4452 -0.7970 0.3679 0.064 Uiso 1.00 1 c R
H(8) H 1.2338 -0.4875 0.4053 0.066 Uiso 1.00 1 c R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Br Br -0.290 2.459
;
International Tables for Crystallography
(1992, 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
Br(1) C(8) C(7) 118.3(5)
Br(1) C(8) C(9) 121.3(5)
O(1) C(1) O(2) 123.1(7)
O(1) C(1) C(2) 126.2(7)
O(2) C(1) C(2) 110.7(7)
C(4) O(2) C(1) 117.0(6)
O(2) C(4) C(5) 109.3(6)
C(1) C(2) C(3) 108.8(6)
C(4) C(5) C(10) 124.1(7)
C(4) C(5) C(6) 118.6(7)
C(5) C(6) C(7) 121.8(7)
C(10) C(5) C(6) 117.3(7)
C(5) C(10) C(9) 121.8(7)
C(6) C(7) C(8) 118.4(7)
C(7) C(8) C(9) 120.4(7)
C(8) C(9) C(10) 120.2(7)
O(2) C(4) H(3) 109.1973
O(2) C(4) H(4) 110.0332
C(1) C(2) H(1) 109.7215
H(1) C(2) C(3) 109.7510
C(2) C(3) H(2) 118.1907
H(3) C(4) C(5) 108.8303
H(4) C(4) C(5) 109.9454
H(4) C(4) H(3) 109.4646
C(5) C(6) H(5) 118.8369
C(5) C(10) H(8) 118.4533
C(6) C(7) H(6) 121.2010
H(5) C(6) C(7) 119.3537
H(6) C(7) C(8) 120.3877
C(8) C(9) H(7) 119.1016
H(7) C(9) C(10) 120.6528
C(9) C(10) H(8) 119.7485
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br(1) C(8) 1.896(7)
O(1) C(1) 1.20(1)
O(2) C(1) 1.333(9)
O(2) C(4) 1.440(9)
C(1) C(2) 1.52(1)
C(2) C(3) 1.51(1)
C(4) C(5) 1.50(1)
C(5) C(6) 1.38(1)
C(5) C(10) 1.39(1)
C(6) C(7) 1.39(1)
C(7) C(8) 1.39(1)
C(8) C(9) 1.37(1)
C(9) C(10) 1.35(1)
C(2) H(1) 0.9500
C(3) H(2) 0.9500
C(4) H(3) 0.9500
C(4) H(4) 0.9501
C(6) H(5) 0.9500
C(7) H(6) 0.9500
C(9) H(7) 0.9500
C(10) H(8) 0.9501
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
Br(1) C(7) 2.830(8) .
Br(1) C(9) 2.856(7) .
O(1) O(2) 2.226(9) .
O(1) C(2) 2.43(1) .
O(1) C(3) 2.85(1) .
O(1) C(4) 2.66(1) .
O(1) C(9) 3.591(9) 46501
O(2) C(2) 2.350(8) .
O(2) C(3) 3.485(9) 54501
O(2) C(3) 3.581(9) .
O(2) C(5) 2.402(9) .
O(2) C(9) 3.495(9) 56501
O(2) C(10) 2.784(9) .
O(2) C(10) 3.391(9) 56501
C(1) C(3) 3.55(1) 54501
C(1) C(3) 2.47(1) .
C(1) C(4) 2.37(1) .
C(2) C(3) 3.570(9) 54501
C(3) O(2) 3.485(9) 56501
C(3) C(1) 3.55(1) 56501
C(3) C(2) 3.570(9) 56501
C(4) C(6) 2.48(1) .
C(4) C(10) 2.56(1) .
C(5) C(7) 2.42(1) .
C(5) C(8) 2.78(1) .
C(5) C(9) 2.40(1) .
C(6) C(8) 2.38(1) .
C(6) C(9) 2.74(1) .
C(6) C(10) 2.37(1) .
C(7) C(9) 2.39(1) .
C(7) C(10) 2.75(1) .
C(8) C(10) 2.36(1) .
C(9) O(1) 3.591(9) 64501
C(9) O(2) 3.495(9) 54501
C(10) O(2) 3.391(9) 54501
Br(1) H(4) 3.4487 64501
Br(1) H(5) 2.9535 64501
Br(1) H(6) 2.8938 .
Br(1) H(7) 2.9227 .
O(1) H(1) 3.0370 45501
O(1) H(1) 3.1302 .
O(1) H(2) 2.7196 .
O(1) H(3) 2.5276 .
O(1) H(3) 3.3185 56501
O(1) H(4) 2.7279 .
O(1) H(7) 2.8197 46501
O(1) H(8) 3.4381 46501
O(2) H(1) 2.3966 .
O(2) H(3) 1.9689 .
O(2) H(4) 1.9784 .
O(2) H(8) 2.4402 .
O(2) H(8) 3.4997 56501
C(1) H(1) 2.0478 .
C(1) H(2) 2.7356 .
C(1) H(3) 2.5413 .
C(1) H(4) 2.6557 .
C(1) H(7) 3.5867 46501
C(1) H(8) 3.5377 56501
C(2) H(2) 2.1348 .
C(2) H(8) 3.4753 56501
C(3) H(1) 2.0421 .
C(4) H(5) 2.6071 .
C(4) H(7) 3.1377 46501
C(4) H(8) 2.7169 .
C(5) H(3) 2.0214 .
C(5) H(4) 3.3655 54501
C(5) H(4) 2.0344 .
C(5) H(5) 2.0201 .
C(5) H(6) 3.2790 .
C(5) H(7) 3.5814 45501
C(5) H(7) 3.2576 .
C(5) H(8) 2.0238 .
C(6) H(3) 2.7951 .
C(6) H(4) 3.1928 54501
C(6) H(4) 2.6360 .
C(6) H(6) 2.0478 .
C(6) H(7) 3.3379 45501
C(6) H(8) 3.2245 .
C(7) H(4) 3.1921 54501
C(7) H(5) 2.0298 .
C(7) H(7) 3.2423 .
C(8) H(4) 3.3806 54501
C(8) H(5) 3.2417 .
C(8) H(5) 3.5813 65501
C(8) H(6) 2.0393 .
C(8) H(7) 2.0088 .
C(8) H(8) 3.2171 .
C(9) H(3) 3.2688 65501
C(9) H(4) 3.5314 54501
C(9) H(4) 3.3173 64501
C(9) H(5) 3.3370 65501
C(9) H(6) 3.2474 .
C(9) H(8) 2.0040 .
C(10) H(1) 3.5147 54501
C(10) H(3) 3.0647 .
C(10) H(3) 3.2539 65501
C(10) H(4) 3.5175 54501
C(10) H(4) 3.2198 .
C(10) H(5) 3.2280 .
C(10) H(7) 2.0127 .
H(1) O(1) 3.0370 65501
H(1) C(10) 3.5147 56501
H(3) O(1) 3.3185 54501
H(3) C(9) 3.2688 45501
H(3) C(10) 3.2539 45501
H(4) Br(1) 3.4487 46501
H(4) C(5) 3.3655 56501
H(4) C(6) 3.1928 56501
H(4) C(7) 3.1921 56501
H(4) C(8) 3.3806 56501
H(4) C(9) 3.3173 46501
H(4) C(9) 3.5314 56501
H(4) C(10) 3.5175 56501
H(5) Br(1) 2.9535 46501
H(5) C(8) 3.5813 45501
H(5) C(9) 3.3370 45501
H(7) O(1) 2.8197 64501
H(7) C(1) 3.5867 64501
H(7) C(4) 3.1377 64501
H(7) C(5) 3.5814 65501
H(7) C(6) 3.3379 65501
H(8) O(1) 3.4381 64501
H(8) O(2) 3.4997 54501
H(8) C(1) 3.5377 54501
H(8) C(2) 3.4753 54501
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
C(4) O(2) C(1) O(1) 0(1)
C(4) O(2) C(1) C(2) 176.4(5)
C(1) O(2) C(4) C(5) -170.7(5)
C(1) O(2) C(4) H(3) -51.7
C(1) O(2) C(4) H(4) 68.4
O(1) C(1) C(2) C(3) -35(1)
O(1) C(1) C(2) H(1) -155.2
O(2) C(1) C(2) C(3) 148.6(7)
O(2) C(1) C(2) H(1) 28.5
C(1) C(2) C(3) H(2) 56.9
H(1) C(2) C(3) H(2) 177.0
O(2) C(4) C(5) C(6) -166.3(7)
O(2) C(4) C(5) C(10) 13(1)
H(3) C(4) C(5) C(6) 74.5
H(3) C(4) C(5) C(10) -105.4
H(4) C(4) C(5) C(6) -45.4
H(4) C(4) C(5) C(10) 134.7
C(4) C(5) C(6) C(7) -178.7(7)
C(4) C(5) C(6) H(5) -0.2
C(10) C(5) C(6) C(7) 1(1)
C(10) C(5) C(6) H(5) 179.7
C(4) C(5) C(10) C(9) 179.7(7)
C(4) C(5) C(10) H(8) 0.5
C(6) C(5) C(10) C(9) -0.3(9)
C(6) C(5) C(10) H(8) -179.5
C(5) C(6) C(7) C(8) -2(1)
C(5) C(6) C(7) H(6) 178.8
H(5) C(6) C(7) C(8) 179.5
H(5) C(6) C(7) H(6) 0.4
C(6) C(7) C(8) Br(1) -177.7(6)
C(6) C(7) C(8) C(9) 1(1)
H(6) C(7) C(8) Br(1) 1.5
H(6) C(7) C(8) C(9) -179.0
Br(1) C(8) C(9) C(10) 178.5(6)
Br(1) C(8) C(9) H(7) -1.2
C(7) C(8) C(9) C(10) 0(1)
C(7) C(8) C(9) H(7) 179.3
C(8) C(9) C(10) C(5) 0.2(9)
C(8) C(9) C(10) H(8) 179.4
H(7) C(9) C(10) C(5) 179.9
H(7) C(9) C(10) H(8) -0.9
