#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/68/1506863.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_1506863
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                 90.49(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.811(2)
_cell_length_b                   4.857(1)
_cell_length_c                   32.313(9)
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    203.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     912.0(4)
_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 0.9923
_diffrn_measured_fraction_theta_max 0.9923
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_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       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            6805
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    4.480
_exptl_absorpt_correction_T_max  0.799
_exptl_absorpt_correction_T_min  0.111
_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    1.748
_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         1.25
_refine_diff_density_min         -1.42
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1614
_refine_ls_R_factor_gt           0.0770
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[0.0080Fo² + 3.0000σ(Fo²) + 0.5000]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1250
_reflns_number_gt                1609
_reflns_number_total             2086
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ma048905asi20040818_045702.cif
_cod_data_source_block           '_poly4-BR-70______________'
_cod_original_cell_volume        912.1(4)
_cod_original_formula_sum        'C20 H16 Br2 O4 '
_cod_database_code               1506863
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 1.4044(1) -1.0768(2) 0.28716(3) 0.0459(3) Uani 1.00 1 d .
O(1) O 0.649(1) 0.082(1) 0.4436(2) 0.066(2) Uani 1.00 1 d .
O(2) O 0.964(1) -0.129(1) 0.4202(2) 0.040(1) Uani 1.00 1 d .
C(1) C 0.848(2) 0.029(2) 0.4476(3) 0.044(2) Uani 1.00 1 d .
C(2) C 1.010(1) 0.116(2) 0.4829(2) 0.039(2) Uani 1.00 1 d .
C(3) C 0.928(2) 0.391(1) 0.4993(3) 0.042(2) Uani 1.00 1 d .
C(4) C 0.833(1) -0.233(2) 0.3857(2) 0.046(2) Uani 1.00 1 d .
C(5) C 0.974(2) -0.445(2) 0.3636(2) 0.040(2) Uani 1.00 1 d .
C(6) C 0.901(1) -0.534(2) 0.3248(3) 0.044(2) Uani 1.00 1 d .
C(7) C 1.029(1) -0.723(2) 0.3020(3) 0.043(2) Uani 1.00 1 d .
C(8) C 1.231(1) -0.823(2) 0.3188(2) 0.040(2) Uani 1.00 1 d .
C(9) C 1.309(1) -0.737(2) 0.3574(3) 0.048(2) Uani 1.00 1 d .
C(10) C 1.182(1) -0.547(2) 0.3788(3) 0.042(2) Uani 1.00 1 d .
H(1) H 1.1688 0.1287 0.4730 0.047 Uiso 1.00 1 c R
H(2) H 0.7776 0.4098 0.5084 0.050 Uiso 1.00 1 c R
H(3) H 0.6927 -0.3169 0.3956 0.055 Uiso 1.00 1 c R
H(4) H 0.7923 -0.0845 0.3670 0.055 Uiso 1.00 1 c R
H(5) H 0.7625 -0.4687 0.3139 0.052 Uiso 1.00 1 c R
H(6) H 0.9785 -0.7806 0.2760 0.052 Uiso 1.00 1 c R
H(7) H 1.4441 -0.8077 0.3686 0.057 Uiso 1.00 1 c R
H(8) H 1.2357 -0.4858 0.4044 0.050 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) 118.2(6)
Br(1) C(8) C(9) 120.7(6)
O(1) C(1) O(2) 122.8(8)
O(1) C(1) C(2) 127.5(8)
O(2) C(1) C(2) 109.7(7)
C(4) O(2) C(1) 116.2(6)
O(2) C(4) C(5) 109.0(7)
C(1) C(2) C(3) 108.1(7)
C(4) C(5) C(10) 123.4(7)
C(4) C(5) C(6) 118.9(7)
C(5) C(6) C(7) 121.5(8)
C(10) C(5) C(6) 117.6(8)
C(5) C(10) C(9) 122.0(8)
C(6) C(7) C(8) 118.8(7)
C(7) C(8) C(9) 121.0(8)
C(8) C(9) C(10) 119.0(8)
O(2) C(4) H(3) 109.6894
O(2) C(4) H(4) 110.4277
C(1) C(2) H(1) 110.3324
H(1) C(2) C(3) 111.0710
C(2) C(3) H(2) 119.7414
H(3) C(4) C(5) 109.2939
H(4) C(4) C(5) 110.1800
H(4) C(4) H(3) 108.2471
C(5) C(6) H(5) 119.3191
C(5) C(10) H(8) 119.0221
C(6) C(7) H(6) 120.5481
H(5) C(6) C(7) 119.2214
H(6) C(7) C(8) 120.6674
C(8) C(9) H(7) 120.1897
H(7) C(9) C(10) 120.7801
C(9) C(10) H(8) 118.9719
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br(1) C(8) 1.896(8)
O(1) C(1) 1.19(1)
O(2) C(1) 1.35(1)
O(2) C(4) 1.44(1)
C(1) C(2) 1.53(1)
C(2) C(3) 1.52(1)
C(4) C(5) 1.50(1)
C(5) C(6) 1.39(1)
C(5) C(10) 1.39(1)
C(6) C(7) 1.40(1)
C(7) C(8) 1.38(1)
C(8) C(9) 1.39(1)
C(9) C(10) 1.37(1)
C(2) H(1) 0.9800
C(3) H(2) 0.9301
C(4) H(3) 0.9700
C(4) H(4) 0.9699
C(6) H(5) 0.9300
C(7) H(6) 0.9302
C(9) H(7) 0.9300
C(10) H(8) 0.9299
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) 2.822(8) .
Br(1) C(9) 2.867(9) .
O(1) O(2) 2.238(9) .
O(1) C(2) 2.45(1) .
O(1) C(3) 2.84(1) .
O(1) C(4) 2.65(1) .
O(1) C(9) 3.52(1) 46501
O(2) C(2) 2.362(9) .
O(2) C(3) 3.47(1) 54501
O(2) C(5) 2.388(9) .
O(2) C(9) 3.44(1) 56501
O(2) C(10) 2.75(1) .
O(2) C(10) 3.38(1) 56501
C(1) C(3) 3.54(1) 54501
C(1) C(3) 2.47(1) .
C(1) C(4) 2.37(1) .
C(2) C(3) 3.59(1) 54501
C(3) O(2) 3.47(1) 56501
C(3) C(1) 3.54(1) 56501
C(3) C(2) 3.59(1) 56501
C(4) C(6) 2.49(1) .
C(4) C(10) 2.55(1) .
C(5) C(7) 2.43(1) .
C(5) C(8) 2.78(1) .
C(5) C(9) 2.42(1) .
C(6) C(8) 2.39(1) .
C(6) C(9) 2.77(1) .
C(6) C(10) 2.38(1) .
C(7) C(9) 2.41(1) .
C(7) C(10) 2.76(1) .
C(8) C(10) 2.38(1) .
C(9) O(1) 3.52(1) 64501
C(9) O(2) 3.44(1) 54501
C(10) O(2) 3.38(1) 54501
Br(1) H(4) 3.4114 64501
Br(1) H(5) 2.9453 64501
Br(1) H(6) 2.8828 .
Br(1) H(7) 2.9445 .
O(1) H(1) 2.9626 45501
O(1) H(1) 3.1674 .
O(1) H(2) 2.7310 .
O(1) H(3) 2.4971 .
O(1) H(3) 3.3196 56501
O(1) H(4) 2.7421 .
O(1) H(7) 2.7461 46501
O(1) H(8) 3.4252 46501
O(2) H(1) 2.4180 .
O(2) H(3) 1.9852 .
O(2) H(4) 1.9936 .
O(2) H(8) 2.4014 .
O(2) H(8) 3.5379 56501
C(1) H(1) 2.0865 .
C(1) H(2) 2.7354 .
C(1) H(3) 2.5361 .
C(1) H(4) 2.6784 .
C(1) H(7) 3.5447 46501
C(1) H(8) 3.5546 56501
C(2) H(2) 2.1365 .
C(2) H(8) 3.4553 56501
C(3) H(1) 2.0806 .
C(4) H(5) 2.6166 .
C(4) H(7) 3.1099 46501
C(4) H(8) 2.7046 .
C(5) H(3) 2.0356 .
C(5) H(4) 3.2831 54501
C(5) H(4) 2.0459 .
C(5) H(5) 2.0150 .
C(5) H(6) 3.2668 .
C(5) H(7) 3.5504 45501
C(5) H(7) 3.2564 .
C(5) H(8) 2.0159 .
C(6) H(3) 2.8012 .
C(6) H(4) 3.0678 54501
C(6) H(4) 2.6533 .
C(6) H(6) 2.0333 .
C(6) H(7) 3.2962 45501
C(6) H(8) 3.2206 .
C(7) H(4) 3.0705 54501
C(7) H(5) 2.0203 .
C(7) H(7) 3.2441 .
C(8) H(4) 3.2560 54501
C(8) H(5) 3.2231 .
C(8) H(5) 3.5418 65501
C(8) H(6) 2.0167 .
C(8) H(7) 2.0236 .
C(8) H(8) 3.2157 .
C(9) H(3) 3.2574 65501
C(9) H(4) 3.4594 54501
C(9) H(4) 3.2927 64501
C(9) H(5) 3.2700 65501
C(9) H(6) 3.2489 .
C(9) H(8) 1.9946 .
C(10) H(1) 3.4269 54501
C(10) H(3) 3.1055 .
C(10) H(3) 3.2140 65501
C(10) H(4) 3.4746 54501
C(10) H(4) 3.2092 .
C(10) H(5) 3.2233 .
C(10) H(7) 2.0120 .
H(1) O(1) 2.9626 65501
H(1) C(10) 3.4269 56501
H(3) O(1) 3.3196 54501
H(3) C(9) 3.2574 45501
H(3) C(10) 3.2140 45501
H(4) Br(1) 3.4114 46501
H(4) C(5) 3.2831 56501
H(4) C(6) 3.0678 56501
H(4) C(7) 3.0705 56501
H(4) C(8) 3.2560 56501
H(4) C(9) 3.2927 46501
H(4) C(9) 3.4594 56501
H(4) C(10) 3.4746 56501
H(5) Br(1) 2.9453 46501
H(5) C(8) 3.5418 45501
H(5) C(9) 3.2700 45501
H(7) O(1) 2.7461 64501
H(7) C(1) 3.5447 64501
H(7) C(4) 3.1099 64501
H(7) C(5) 3.5504 65501
H(7) C(6) 3.2962 65501
H(8) O(1) 3.4252 64501
H(8) O(2) 3.5379 54501
H(8) C(1) 3.5546 54501
H(8) C(2) 3.4553 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) -0.5(9)
C(4) O(2) C(1) C(2) 178.5(6)
C(1) O(2) C(4) C(5) -168.8(6)
C(1) O(2) C(4) H(3) -49.2
C(1) O(2) C(4) H(4) 70.0
O(1) C(1) C(2) C(3) -30(1)
O(1) C(1) C(2) H(1) -151.8
O(2) C(1) C(2) C(3) 150.8(7)
O(2) C(1) C(2) H(1) 29.2
C(1) C(2) C(3) H(2) 55.9
H(1) C(2) C(3) H(2) 177.1
O(2) C(4) C(5) C(6) -167.5(8)
O(2) C(4) C(5) C(10) 8(1)
H(3) C(4) C(5) C(6) 72.6
H(3) C(4) C(5) C(10) -111.2
H(4) C(4) C(5) C(6) -46.2
H(4) C(4) C(5) C(10) 130.0
C(4) C(5) C(6) C(7) 177.4(8)
C(4) C(5) C(6) H(5) -3.4
C(10) C(5) C(6) C(7) 1(1)
C(10) C(5) C(6) H(5) -179.8
C(4) C(5) C(10) C(9) -178.6(8)
C(4) C(5) C(10) H(8) 2.0
C(6) C(5) C(10) C(9) -2(1)
C(6) C(5) C(10) H(8) 178.2
C(5) C(6) C(7) C(8) 0(1)
C(5) C(6) C(7) H(6) -179.7
H(5) C(6) C(7) C(8) -178.7
H(5) C(6) C(7) H(6) 1.1
C(6) C(7) C(8) Br(1) -179.4(6)
C(6) C(7) C(8) C(9) 0(1)
H(6) C(7) C(8) Br(1) 0.8
H(6) C(7) C(8) C(9) 179.4
Br(1) C(8) C(9) C(10) 178.1(7)
Br(1) C(8) C(9) H(7) -2.3
C(7) C(8) C(9) C(10) 0(1)
C(7) C(8) C(9) H(7) 179.1
C(8) C(9) C(10) C(5) 2(1)
C(8) C(9) C(10) H(8) -178.5
H(7) C(9) C(10) C(5) -177.5
H(7) C(9) C(10) H(8) 1.9
