#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/50/4115044.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_4115044
loop_
_publ_author_name
'Toshihiro Tanaka'
'Akikazu Matsumoto'
_publ_section_title
;
 First Disyndiotactic Polymer from a 1,4-Disubstituted Butadiene by
 Alternate Molecular Stacking in the Crystalline State
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9676
_journal_page_last               9677
_journal_paper_doi               10.1021/ja020615r
_journal_volume                  124
_journal_year                    2002
_chemical_formula_moiety         'C22 H22 O6 '
_chemical_formula_sum            'C22 H22 O6'
_chemical_formula_weight         382.41
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 100.27(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   36.026(3)
_cell_length_b                   5.6019(4)
_cell_length_c                   9.4840(7)
_cell_measurement_reflns_used    6583
_cell_measurement_temperature    203.1
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      2.3
_cell_volume                     1883.3(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure Ver. 2.00'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9904
_diffrn_measured_fraction_theta_max 0.9904
_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  0.087
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7901
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_description       platelet
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     171
_refine_ls_number_reflns         1269
_refine_ls_R_factor_gt           0.0700
_refine_ls_shift/su_max          0.0020
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[0.005Fo² + 1.000σ²(Fo)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1040
_reflns_number_gt                1252
_reflns_number_total             2367
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja020615r_s1_1.cif
_cod_data_source_block           1
_cod_original_cell_volume        1883.4(2)
_cod_original_formula_sum        'C22 H22 O6 '
_cod_database_code               4115044
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
x+1/2,-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
O1 O 0.0418(1) 0.1200(6) 0.1594(5) 0.093(1) Uani 1.00 1 d
O2 O 0.07830(7) 0.3294(5) 0.3249(3) 0.0428(8) Uani 1.00 1 d
O3 O 0.21650(7) 0.2905(5) 0.8345(3) 0.0433(8) Uani 1.00 1 d
C1 C 0.0512(1) 0.3089(8) 0.2097(4) 0.046(1) Uani 1.00 1 d
C2 C 0.0372(1) 0.5433(8) 0.1587(4) 0.045(1) Uani 1.00 1 d
C3 C 0.0100(1) 0.5858(8) 0.0468(5) 0.043(1) Uani 1.00 1 d
C4 C 0.0944(1) 0.1113(8) 0.3861(5) 0.045(1) Uani 1.00 1 d
C5 C 0.1266(1) 0.1706(7) 0.5050(4) 0.037(1) Uani 1.00 1 d
C6 C 0.1563(1) 0.0138(7) 0.5374(4) 0.041(1) Uani 1.00 1 d
C7 C 0.1855(1) 0.0573(8) 0.6484(4) 0.039(1) Uani 1.00 1 d
C8 C 0.1860(1) 0.2615(7) 0.7277(4) 0.035(1) Uani 1.00 1 d
C9 C 0.1568(1) 0.4210(8) 0.6970(4) 0.040(1) Uani 1.00 1 d
C10 C 0.1271(1) 0.3749(7) 0.5850(4) 0.039(1) Uani 1.00 1 d
C11 C 0.2178(1) 0.5005(9) 0.9179(5) 0.048(1) Uani 1.00 1 d
H1 H 0.047(1) 0.667(8) 0.212(4) 0.04(1) Uiso 1.00 1 c
H2 H 0.005(1) 0.73(1) 0.037(6) 0.07(2) Uiso 1.00 1 c
H3 H 0.104(1) 0.023(9) 0.321(5) 0.06(1) Uiso 1.00 1 c
H4 H 0.074(1) 0.043(8) 0.412(5) 0.05(1) Uiso 1.00 1 c
H5 H 0.156(1) -0.119(7) 0.486(4) 0.04(1) Uiso 1.00 1 c
H6 H 0.206(1) -0.017(8) 0.669(4) 0.04(1) Uiso 1.00 1 c
H7 H 0.157(1) 0.552(9) 0.749(5) 0.05(1) Uiso 1.00 1 c
H8 H 0.109(1) 0.508(8) 0.561(4) 0.04(1) Uiso 1.00 1 c
H9 H 0.241(1) 0.476(9) 0.982(6) 0.07(1) Uiso 1.00 1 c
H10 H 0.223(1) 0.654(9) 0.863(5) 0.07(1) Uiso 1.00 1 c
H11 H 0.194(2) 0.526(9) 0.964(5) 0.07(1) Uiso 1.00 1 c
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.006 0.003
;
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 0.017 0.010
;
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
_geom_angle_publ_flag
C1 O2 C4 116.3(3) yes
C8 O3 C11 117.1(3) yes
O1 C1 O2 121.4(4) yes
O1 C1 C2 127.9(4) yes
O2 C1 C2 110.7(3) yes
C1 C2 C3 125.9(4) yes
C1 C2 H1 115.5(25) no
C3 C2 H1 118.5(25) no
C2 C3 H2 112.4(35) no
O2 C4 C5 108.6(3) yes
O2 C4 H3 111.2(29) no
C5 C4 H3 107.9(30) no
O2 C4 H4 100.6(28) no
C5 C4 H4 116.5(28) no
H3 C4 H4 111.9(40) no
C4 C5 C6 119.5(4) yes
C4 C5 C10 122.2(3) yes
C6 C5 C10 118.4(3) yes
C5 C6 C7 121.2(4) yes
C5 C6 H5 118.3(25) no
C7 C6 H5 120.5(26) no
C6 C7 C8 120.1(4) yes
C6 C7 H6 127.9(29) no
C8 C7 H6 111.4(29) no
O3 C8 C7 115.8(3) yes
O3 C8 C9 124.4(4) yes
C7 C8 C9 119.8(3) yes
C8 C9 C10 119.8(4) yes
C8 C9 H7 120.6(28) no
C10 C9 H7 119.6(28) no
C5 C10 C9 120.7(4) yes
C5 C10 H8 123.6(23) no
C9 C10 H8 115.3(23) no
O3 C11 H9 100.0(31) no
O3 C11 H10 113.6(26) no
H9 C11 H10 103.0(40) no
O3 C11 H11 113.8(29) no
H9 C11 H11 117.1(41) no
H10 C11 H11 108.9(38) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.185(5) yes
O2 C1 1.335(4) yes
O2 C4 1.431(5) yes
O3 C8 1.366(4) yes
O3 C11 1.414(5) yes
C1 C2 1.458(6) yes
C2 C3 1.331(5) yes
C2 H1 0.90(4) no
C3 H2 0.85(6) no
C4 C5 1.502(5) yes
C4 H3 0.90(5) no
C4 H4 0.90(4) no
C5 C6 1.376(5) yes
C5 C10 1.372(5) yes
C6 C7 1.372(6) yes
C6 H5 0.89(4) no
C7 C8 1.368(5) yes
C7 H6 0.83(4) no
C8 C9 1.368(5) yes
C9 C10 1.392(5) yes
C9 H7 0.89(5) no
C10 H8 1.00(4) no
C11 H9 0.96(5) no
C11 H10 1.04(5) no
C11 H11 1.03(5) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_site_symmetry_2
_geom_contact_distance
_geom_contact_publ_flag
O1 O2 . 2.198(4) yes
O1 C1 . 1.185(5) yes
O1 C2 1_545 3.234(6) yes
O1 C2 . 2.377(6) yes
O1 C3 1_545 3.312(6) yes
O1 C3 . 2.971(6) yes
O1 C3 2_565 2.954(5) yes
O1 C4 . 2.601(5) yes
O1 H1 1_545 2.59(4) no
O1 H1 . 3.11(4) no
O1 H2 1_545 2.70(5) no
O1 H2 2_565 2.42(5) no
O1 H3 . 2.53(4) no
O1 H4 . 2.51(4) no
O1 H4 6_554 2.94(4) no
O1 H8 6_564 3.43(4) no
O2 C1 . 1.335(4) yes
O2 C2 . 2.297(5) yes
O2 C3 . 3.572(5) yes
O2 C3 6_565 3.542(5) yes
O2 C4 . 1.431(5) yes
O2 C5 . 2.382(4) yes
O2 C9 6_564 3.558(5) yes
O2 C10 . 2.774(4) yes
O2 C10 6_564 3.527(5) yes
O2 H1 . 2.36(4) no
O2 H3 . 1.95(5) no
O2 H4 . 1.82(5) no
O2 H7 6_564 3.10(4) no
O2 H8 . 2.52(4) no
O2 H8 6_564 3.04(4) no
O3 C6 . 3.587(5) yes
O3 C6 6_555 3.579(5) yes
O3 C7 . 2.316(5) yes
O3 C8 . 1.366(4) yes
O3 C9 . 2.419(4) yes
O3 C11 . 1.414(5) yes
O3 C11 4_557 3.435(5) yes
O3 H5 6_555 2.98(4) no
O3 H6 . 2.31(4) no
O3 H6 7_556 3.01(4) no
O3 H7 . 2.62(4) no
O3 H9 . 1.84(5) no
O3 H9 4_557 2.58(5) no
O3 H10 1_545 3.58(5) no
O3 H10 . 2.06(5) no
O3 H10 7_546 3.22(5) no
O3 H11 . 2.06(5) no
C1 C2 . 1.458(6) yes
C1 C3 . 2.485(6) yes
C1 C3 2_565 3.036(6) yes
C1 C4 . 2.350(6) yes
C1 H1 1_545 3.60(4) no
C1 H1 . 2.01(4) no
C1 H2 . 3.19(6) no
C1 H2 2_565 2.81(5) no
C1 H3 . 2.56(5) no
C1 H4 . 2.45(4) no
C1 H8 6_564 2.89(4) no
C2 C2 5_555 3.444(9) yes
C2 C3 . 1.331(5) yes
C2 C3 2_565 2.457(6) yes
C2 C3 5_555 3.529(6) yes
C2 C10 6_564 3.463(6) yes
C2 H1 . 0.90(4) no
C2 H1 5_555 3.55(4) no
C2 H2 . 1.83(6) no
C2 H2 2_565 2.67(5) no
C2 H8 6_564 2.90(4) no
C3 C3 2_565 1.416(8) yes
C3 H1 . 1.93(4) no
C3 H1 2_565 3.24(4) no
C3 H1 5_555 3.37(4) no
C3 H2 . 0.85(6) no
C3 H2 2_565 1.99(6) no
C3 H4 6_564 3.51(4) no
C3 H8 6_564 3.57(4) no
C4 C5 . 1.502(5) yes
C4 C6 . 2.486(6) yes
C4 C10 . 2.517(6) yes
C4 H1 1_545 3.29(4) no
C4 H3 . 0.90(5) no
C4 H4 . 0.90(4) no
C4 H5 . 2.59(4) no
C4 H7 6_564 3.36(5) no
C4 H8 . 2.77(4) no
C5 C6 . 1.376(5) yes
C5 C7 . 2.394(5) yes
C5 C8 . 2.772(5) yes
C5 C9 . 2.402(5) yes
C5 C10 . 1.372(5) yes
C5 H3 . 1.97(5) no
C5 H3 6_555 3.42(5) no
C5 H4 . 2.06(4) no
C5 H5 . 1.96(4) no
C5 H6 . 3.17(4) no
C5 H7 . 3.20(5) no
C5 H7 6_564 3.22(5) no
C5 H8 . 2.10(4) no
C5 H11 6_564 3.06(5) no
C6 C7 . 1.372(6) yes
C6 C8 . 2.374(5) yes
C6 C9 . 2.736(6) yes
C6 C10 . 2.359(6) yes
C6 H3 . 2.53(5) no
C6 H3 6_555 3.56(5) no
C6 H4 . 2.99(4) no
C6 H5 . 0.89(4) no
C6 H6 . 1.99(4) no
C6 H7 1_545 3.27(5) no
C6 H8 1_545 3.34(4) no
C6 H8 . 3.29(4) no
C6 H11 6_554 3.44(5) no
C6 H11 6_564 3.06(5) no
C7 C8 . 1.368(5) yes
C7 C9 . 2.367(6) yes
C7 C10 . 2.739(6) yes
C7 H5 . 1.98(4) no
C7 H5 6_555 3.57(4) no
C7 H6 . 0.83(4) no
C7 H7 1_545 3.22(5) no
C7 H7 . 3.17(5) no
C7 H9 7_546 3.14(5) no
C7 H10 1_545 3.17(5) no
C7 H10 7_546 3.37(5) no
C7 H11 6_564 2.97(5) no
C8 C9 . 1.368(5) yes
C8 C10 . 2.388(5) yes
C8 C11 . 2.371(5) yes
C8 C11 6_564 3.595(6) yes
C8 H5 . 3.18(4) no
C8 H5 6_555 2.96(4) no
C8 H6 . 1.84(4) no
C8 H7 . 1.97(5) no
C8 H8 . 3.26(4) no
C8 H9 . 3.09(5) no
C8 H10 . 2.76(5) no
C8 H10 7_546 3.60(5) no
C8 H11 . 2.65(5) no
C8 H11 6_564 2.84(5) no
C9 C10 . 1.392(5) yes
C9 C11 . 2.786(5) yes
C9 H3 6_555 3.47(5) no
C9 H5 1_565 3.26(4) no
C9 H5 6_555 3.23(4) no
C9 H6 . 3.06(4) no
C9 H7 . 0.89(5) no
C9 H8 . 2.03(4) no
C9 H10 . 2.91(5) no
C9 H11 . 2.71(5) no
C9 H11 6_564 2.81(5) no
C10 H1 6_565 3.32(4) no
C10 H3 . 3.18(5) no
C10 H3 6_555 3.37(5) no
C10 H4 . 2.95(4) no
C10 H5 . 3.15(4) no
C10 H5 1_565 3.21(4) no
C10 H6 . 3.56(4) no
C10 H7 . 1.99(5) no
C10 H7 6_564 3.56(4) no
C10 H8 . 1.00(4) no
C10 H11 6_564 2.91(6) no
C11 H5 6_555 3.24(4) no
C11 H6 1_565 3.56(4) no
C11 H6 7_556 3.02(4) no
C11 H7 . 2.50(4) no
C11 H9 . 0.96(5) no
C11 H9 4_557 3.12(5) no
C11 H9 4_567 3.34(5) no
C11 H10 . 1.04(5) no
C11 H10 4_567 3.33(5) no
C11 H11 . 1.03(5) no
H1 H2 . 2.08(6) no
H1 H2 2_565 3.54(7) no
H1 H2 5_555 3.30(7) no
H1 H3 1_565 2.90(6) no
H1 H4 1_565 2.88(6) no
H1 H4 6_564 3.56(5) no
H1 H8 6_564 3.00(5) no
H2 H2 2_565 2.71(11) no
H2 H2 2_575 3.07(12) no
H2 H4 5_565 3.43(7) no
H2 H4 6_564 3.21(7) no
H3 H4 . 1.49(6) no
H3 H5 . 2.36(6) no
H3 H7 6_564 3.19(6) no
H3 H8 . 3.53(6) no
H4 H5 . 3.04(6) no
H4 H8 1_545 3.45(6) no
H4 H8 . 3.11(6) no
H5 H6 . 2.34(6) no
H5 H7 1_545 3.10(6) no
H5 H7 6_554 3.31(6) no
H5 H8 1_545 2.86(6) no
H5 H11 6_554 2.70(7) no
H6 H7 1_545 3.16(6) no
H6 H9 4_557 3.52(6) no
H6 H9 7_546 2.58(6) no
H6 H9 6_554 3.50(7) no
H6 H10 1_545 2.60(7) no
H6 H10 7_546 2.82(6) no
H6 H11 6_554 3.44(7) no
H6 H11 6_564 3.36(7) no
H7 H8 . 2.26(6) no
H7 H9 . 3.46(7) no
H7 H10 . 2.50(6) no
H7 H11 . 2.24(7) no
H7 H11 6_564 3.27(7) no
H8 H11 6_564 3.38(7) no
H9 H9 4_557 2.62(11) no
H9 H9 4_567 3.1(1) no
H9 H10 . 1.56(7) no
H9 H10 4_567 2.73(7) no
H9 H11 . 1.69(7) no
H10 H10 4_567 3.2(1) no
H10 H11 . 1.68(6) no
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_publ_flag
C4 O2 C1 O1 -1.8(9) yes
C4 O2 C1 C2 179.9(5) yes
C1 O2 C4 C5 174.8(5) yes
C11 O3 C8 C7 179.8(5) yes
C11 O3 C8 C9 -0.1(9) yes
O1 C1 C2 C3 2.4(1) yes
O2 C1 C2 C3 -179.4(5) yes
O2 C4 C5 C6 -151.1(5) yes
O2 C4 C5 C10 30.2(6) yes
C4 C5 C6 C7 -177.7(5) yes
C10 C5 C6 C7 1.1(8) yes
C4 C5 C10 C9 178.1(5) yes
C6 C5 C10 C9 -0.6(8) yes
C5 C6 C7 C8 -1.2(8) yes
C6 C7 C8 O3 -179.1(5) yes
C6 C7 C8 C9 0.8(8) yes
O3 C8 C9 C10 179.6(4) yes
C7 C8 C9 C10 -0.3(8) yes
C8 C9 C10 C5 0.2(8) yes
