#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:22:48 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179575 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/40/4504012.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_4504012
loop_
_publ_author_name
'Matsumoto, Akikazu'
'Furukawa, Daisuke'
'Mori, Yutaka'
'Tanaka, Toshihiro'
'Oka, Kunio'
_publ_section_title
;
 Change in Crystal Structure and Polymerization Reactivity for the
 Solid-State Polymerization of Muconic Esters
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1078
_journal_paper_doi               10.1021/cg0606444
_journal_volume                  7
_journal_year                    2007
_chemical_formula_moiety         'C22 H18 O8 '
_chemical_formula_sum            'C22 H18 O8'
_chemical_formula_weight         410.36
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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                 105.67(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.85(3)
_cell_length_b                   4.702(4)
_cell_length_c                   18.73(2)
_cell_measurement_reflns_used    3380
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.4
_cell_measurement_theta_min      3.8
_cell_volume                     920(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0961
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            1984
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.76
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.9831
_exptl_absorpt_correction_T_min  0.9348
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1984
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.2338
_refine_ls_R_factor_gt           0.0926
_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)+(0.1661P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2357
_refine_ls_wR_factor_ref         0.3188
_reflns_number_gt                673
_reflns_number_total             1984
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0606444si20070319_011123.cif
_cod_data_source_block           poly(MDO)
_cod_database_code               4504012
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'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
O1 O 0.0559(4) -0.0152(9) 0.1437(2) 0.0704(13) Uani 1 1 d .
O2 O 0.2255(3) -0.1187(8) 0.10484(19) 0.0622(11) Uani 1 1 d .
O3 O 0.2907(5) 0.0267(12) 0.4222(2) 0.0970(16) Uani 1 1 d .
O4 O 0.4650(5) 0.3149(12) 0.4316(3) 0.1008(17) Uani 1 1 d .
C1 C 0.1095(5) -0.0062(12) 0.0970(3) 0.0548(14) Uani 1 1 d .
C2 C 0.0522(5) 0.1112(10) 0.0201(3) 0.0544(14) Uani 1 1 d .
H2 H 0.1187 0.1241 -0.0063 0.065 Uiso 1 1 calc R
C3 C -0.0054(5) 0.3932(11) 0.0221(3) 0.0569(15) Uani 1 1 d .
H3 H -0.0520 0.4237 0.0564 0.068 Uiso 1 1 calc R
C4 C 0.2778(5) -0.2954(13) 0.1709(3) 0.0658(16) Uani 1 1 d .
H4A H 0.3461 -0.4133 0.1627 0.079 Uiso 1 1 calc R
H4B H 0.2111 -0.4205 0.1782 0.079 Uiso 1 1 calc R
C5 C 0.3286(5) -0.1213(13) 0.2394(3) 0.0630(16) Uani 1 1 d .
C6 C 0.2732(6) -0.1390(14) 0.2967(3) 0.0692(17) Uani 1 1 d .
H6 H 0.2013 -0.2515 0.2932 0.083 Uiso 1 1 calc R
C7 C 0.3259(6) 0.0113(14) 0.3581(3) 0.0687(16) Uani 1 1 d .
C8 C 0.4298(6) 0.1839(15) 0.3635(3) 0.0711(18) Uani 1 1 d .
C9 C 0.4841(6) 0.2056(14) 0.3079(4) 0.081(2) Uani 1 1 d .
H9 H 0.5544 0.3234 0.3115 0.098 Uiso 1 1 calc R
C10 C 0.4337(6) 0.0506(14) 0.2456(3) 0.0714(18) Uani 1 1 d .
H10 H 0.4709 0.0606 0.2064 0.086 Uiso 1 1 calc R
C11 C 0.3629(8) 0.2573(18) 0.4618(4) 0.102(2) Uani 1 1 d .
H11A H 0.3089 0.4242 0.4579 0.123 Uiso 1 1 calc R
H11B H 0.3951 0.2082 0.5138 0.123 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 O2 C4 117.0(4) . .
C7 O3 C11 104.8(5) . .
C8 O4 C11 103.7(5) . .
O1 C1 O2 123.1(5) . .
O1 C1 C2 124.3(5) . .
O2 C1 C2 112.5(5) . .
C3 C2 C1 111.9(4) . .
C3 C2 C2 110.8(5) . 3
C1 C2 C2 105.6(5) . 3
C3 C2 H2 109.5 . .
C1 C2 H2 109.5 . .
C2 C2 H2 109.5 3 .
C3 C3 C2 123.7(6) 3_565 .
C3 C3 H3 118.1 3_565 .
C2 C3 H3 118.1 . .
O2 C4 C5 112.4(5) . .
O2 C4 H4A 109.1 . .
C5 C4 H4A 109.1 . .
O2 C4 H4B 109.1 . .
C5 C4 H4B 109.1 . .
H4A C4 H4B 107.9 . .
C6 C5 C10 119.9(6) . .
C6 C5 C4 120.1(6) . .
C10 C5 C4 119.9(5) . .
C7 C6 C5 117.8(6) . .
C7 C6 H6 121.1 . .
C5 C6 H6 121.1 . .
C6 C7 O3 129.1(6) . .
C6 C7 C8 121.9(6) . .
O3 C7 C8 109.0(6) . .
C9 C8 C7 121.1(6) . .
C9 C8 O4 128.4(7) . .
C7 C8 O4 110.5(5) . .
C8 C9 C10 117.9(6) . .
C8 C9 H9 121.0 . .
C10 C9 H9 121.0 . .
C9 C10 C5 121.4(5) . .
C9 C10 H10 119.3 . .
C5 C10 H10 119.3 . .
O4 C11 O3 108.7(5) . .
O4 C11 H11A 109.9 . .
O3 C11 H11A 109.9 . .
O4 C11 H11B 109.9 . .
O3 C11 H11B 109.9 . .
H11A C11 H11B 108.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.175(6) .
O2 C1 1.337(7) .
O2 C4 1.471(6) .
O3 C7 1.356(7) .
O3 C11 1.423(8) .
O4 C8 1.374(7) .
O4 C11 1.400(9) .
C1 C2 1.511(7) .
C2 C3 1.471(7) .
C2 C2 1.575(10) 3
C2 H2 0.9800 .
C3 C3 1.327(10) 3_565
C3 H3 0.9300 .
C4 C5 1.495(8) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.368(8) .
C5 C10 1.377(9) .
C6 C7 1.339(8) .
C6 H6 0.9300 .
C7 C8 1.371(9) .
C8 C9 1.333(8) .
C9 C10 1.358(8) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C4 O2 C1 O1 9.0(8) . .
C4 O2 C1 C2 -166.5(4) . .
O1 C1 C2 C3 49.6(7) . .
O2 C1 C2 C3 -134.9(5) . .
O1 C1 C2 C2 -71.1(8) . 3
O2 C1 C2 C2 104.4(6) . 3
C1 C2 C3 C3 139.0(7) . 3_565
C2 C2 C3 C3 -103.4(8) 3 3_565
C1 O2 C4 C5 -77.6(6) . .
O2 C4 C5 C6 116.1(6) . .
O2 C4 C5 C10 -65.9(7) . .
C10 C5 C6 C7 -1.0(9) . .
C4 C5 C6 C7 177.0(5) . .
C5 C6 C7 O3 -179.0(6) . .
C5 C6 C7 C8 1.7(9) . .
C11 O3 C7 C6 -168.8(7) . .
C11 O3 C7 C8 10.5(7) . .
C6 C7 C8 C9 -1.1(10) . .
O3 C7 C8 C9 179.5(6) . .
C6 C7 C8 O4 179.7(6) . .
O3 C7 C8 O4 0.3(7) . .
C11 O4 C8 C9 169.8(7) . .
C11 O4 C8 C7 -11.2(7) . .
C7 C8 C9 C10 -0.2(10) . .
O4 C8 C9 C10 178.8(6) . .
C8 C9 C10 C5 0.9(10) . .
C6 C5 C10 C9 -0.3(9) . .
C4 C5 C10 C9 -178.3(5) . .
C8 O4 C11 O3 17.7(7) . .
C7 O3 C11 O4 -17.8(7) . .
