#------------------------------------------------------------------------------
#$Date: 2017-03-04 11:45:32 +0100 (Sat 04 de Mar de 2017) $
#$Revision: 193329 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/54/1545424.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_1545424
loop_
_publ_author_name
'Heo, Jung-Moo'
'Kim, Youngmee'
'Han, Seulki'
'Joung, Joonyoung F.'
'Lee, Sang-hwa'
'Han, Sejin'
'Noh, Jaegeun'
'Kim, Jaeyong'
'Park, Sungnam'
'Lee, Haiwon'
'Choi, Yoon Mi'
'Jung, Young-Sik'
'Kim, Jong-Man'
_publ_section_title
;
 Chromogenic Tubular Polydiacetylenes from Topochemical Polymerization of
 Self-Assembled Macrocyclic Diacetylenes
;
_journal_issue                   3
_journal_name_full               Macromolecules
_journal_page_first              900
_journal_paper_doi               10.1021/acs.macromol.6b02493
_journal_volume                  50
_journal_year                    2017
_chemical_formula_sum            'C40 H38 O8'
_chemical_formula_weight         646.70
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                63.9253(18)
_cell_angle_beta                 87.608(2)
_cell_angle_gamma                79.959(2)
_cell_formula_units_Z            1
_cell_length_a                   5.3252(2)
_cell_length_b                   14.5283(4)
_cell_length_c                   14.8739(5)
_cell_measurement_reflns_used    6639
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.2178
_cell_measurement_theta_min      2.7526
_cell_volume                     1016.99(6)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.947
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23492
_diffrn_reflns_point_group_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.585
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.056
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3498
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.1192
_refine_ls_R_factor_gt           0.0776
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1105P)²+0.3339P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2103
_refine_ls_wR_factor_ref         0.2308
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2247
_reflns_number_total             3498
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma6b02493_si_003.cif
_cod_data_source_block           MCDA-2
_cod_database_code               1545424
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.978
_shelx_estimated_absorpt_t_max   0.986
_platon_squeeze_void_probe_radius 1.20
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.8148(6) 0.4056(2) 0.2764(2) 0.0485(8) Uani 1 1 d . . .
H1 H 0.7875 0.3378 0.3140 0.058 Uiso 1 1 calc R U .
C2 C 0.6717(5) 0.4861(2) 0.2912(2) 0.0454(7) Uani 1 1 d . . .
C3 C 0.7075(6) 0.5881(2) 0.2335(2) 0.0507(8) Uani 1 1 d . . .
H3 H 0.6079 0.6427 0.2422 0.061 Uiso 1 1 calc R U .
C4 C 0.8932(6) 0.6070(2) 0.1630(2) 0.0478(8) Uani 1 1 d . . .
C5 C 1.0420(6) 0.5256(2) 0.1485(2) 0.0510(8) Uani 1 1 d . . .
H5 H 1.1676 0.5386 0.1013 0.061 Uiso 1 1 calc R U .
C6 C 0.9986(6) 0.4262(2) 0.2055(2) 0.0460(7) Uani 1 1 d . . .
C7 C 0.9446(7) 0.7133(2) 0.1010(2) 0.0567(9) Uani 1 1 d . . .
C8 C 0.7827(17) 0.8973(5) 0.0496(6) 0.060(2) Uani 0.5 1 d . U P
C8* C 0.8946(16) 0.8858(4) 0.0721(6) 0.063(2) Uani 0.5 1 d D U P
C9 C 0.4252(6) 0.3741(2) 0.4185(2) 0.0501(8) Uani 1 1 d . . .
H9A H 0.5755 0.3246 0.4545 0.060 Uiso 1 1 calc R U .
H9B H 0.3566 0.3500 0.3749 0.060 Uiso 1 1 calc R U .
C10 C 0.2298(6) 0.3837(2) 0.4905(2) 0.0542(8) Uani 1 1 d . . .
H10A H 0.0908 0.4396 0.4536 0.065 Uiso 1 1 calc R U .
H10B H 0.3065 0.4025 0.5367 0.065 Uiso 1 1 calc R U .
C11 C 0.1230(6) 0.2853(2) 0.5497(2) 0.0524(8) Uani 1 1 d . . .
H11A H 0.2631 0.2277 0.5806 0.063 Uiso 1 1 calc R U .
H11B H 0.0287 0.2709 0.5044 0.063 Uiso 1 1 calc R U .
C12 C -0.0512(8) 0.2923(3) 0.6303(3) 0.0715(10) Uani 1 1 d . . .
H12A H 0.0495 0.2965 0.6808 0.086 Uiso 1 1 calc R U .
H12B H -0.1754 0.3560 0.6008 0.086 Uiso 1 1 calc R U .
C13 C -0.1864(7) 0.2050(3) 0.6788(3) 0.0677(10) Uani 1 1 d . . .
C14 C -0.2996(6) 0.1334(3) 0.7130(3) 0.0592(9) Uani 1 1 d . . .
C15 C -0.4398(6) 0.0539(2) 0.7490(3) 0.0581(9) Uani 1 1 d . . .
C16 C -0.5701(7) -0.0119(3) 0.7749(3) 0.0638(10) Uani 1 1 d . . .
C17 C -0.7351(7) -0.0907(3) 0.8058(3) 0.0762(12) Uani 1 1 d . . .
H17A H -0.8868 -0.0621 0.7618 0.091 Uiso 1 1 calc R U .
H17B H -0.7890 -0.1052 0.8731 0.091 Uiso 1 1 calc R U .
C18 C 1.6112(7) 0.1926(3) 0.1958(3) 0.0718(10) Uani 1 1 d . . .
H18A H 1.5406 0.1776 0.2609 0.086 Uiso 1 1 calc R U .
H18B H 1.7411 0.2348 0.1866 0.086 Uiso 1 1 calc R U .
C19 C 1.4040(7) 0.2534(3) 0.1168(3) 0.0656(10) Uani 1 1 d . . .
H19A H 1.2690 0.2129 0.1286 0.079 Uiso 1 1 calc R U .
H19B H 1.4720 0.2641 0.0520 0.079 Uiso 1 1 calc R U .
C20 C 1.2919(7) 0.3572(3) 0.1131(3) 0.0647(10) Uani 1 1 d . . .
H20A H 1.4270 0.3934 0.1151 0.078 Uiso 1 1 calc R U .
H20B H 1.1900 0.3997 0.0516 0.078 Uiso 1 1 calc R U .
O1 O 0.4897(4) 0.47446(16) 0.36115(17) 0.0604(7) Uani 1 1 d . . .
O2 O 1.1351(4) 0.33998(16) 0.19815(16) 0.0626(7) Uani 1 1 d . . .
O3 O 1.1011(6) 0.73355(19) 0.0380(2) 0.0923(10) Uani 1 1 d . . .
O4 O 0.7956(6) 0.78633(17) 0.11804(19) 0.0848(9) Uani 1 1 d D . .
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
C6 C1 C2 119.7(3) . .
C6 C1 H1 120.2 . .
C2 C1 H1 120.2 . .
O1 C2 C1 124.7(3) . .
O1 C2 C3 114.9(2) . .
C1 C2 C3 120.5(3) . .
C4 C3 C2 118.9(3) . .
C4 C3 H3 120.5 . .
C2 C3 H3 120.5 . .
C3 C4 C5 121.0(3) . .
C3 C4 C7 121.6(3) . .
C5 C4 C7 117.5(3) . .
C6 C5 C4 118.6(3) . .
C6 C5 H5 120.7 . .
C4 C5 H5 120.7 . .
C5 C6 C1 121.4(3) . .
C5 C6 O2 123.5(3) . .
C1 C6 O2 115.1(3) . .
O3 C7 O4 121.9(3) . .
O3 C7 C4 123.9(3) . .
O4 C7 C4 114.2(3) . .
C8* C8 O4 78.3(7) . .
C8 C8* O4 76.1(7) . .
O1 C9 C10 107.4(2) . .
O1 C9 H9A 110.2 . .
C10 C9 H9A 110.2 . .
O1 C9 H9B 110.2 . .
C10 C9 H9B 110.2 . .
H9A C9 H9B 108.5 . .
C9 C10 C11 113.5(3) . .
C9 C10 H10A 108.9 . .
C11 C10 H10A 108.9 . .
C9 C10 H10B 108.9 . .
C11 C10 H10B 108.9 . .
H10A C10 H10B 107.7 . .
C10 C11 C12 112.8(3) . .
C10 C11 H11A 109.0 . .
C12 C11 H11A 109.0 . .
C10 C11 H11B 109.0 . .
C12 C11 H11B 109.0 . .
H11A C11 H11B 107.8 . .
C13 C12 C11 114.0(3) . .
C13 C12 H12A 108.7 . .
C11 C12 H12A 108.7 . .
C13 C12 H12B 108.7 . .
C11 C12 H12B 108.7 . .
H12A C12 H12B 107.6 . .
C14 C13 C12 175.9(4) . .
C13 C14 C15 177.2(4) . .
C16 C15 C14 176.0(4) . .
C15 C16 C17 178.7(4) . .
C16 C17 C18 114.5(3) . 2_656
C16 C17 H17A 108.6 . .
C18 C17 H17A 108.6 2_656 .
C16 C17 H17B 108.6 . .
C18 C17 H17B 108.6 2_656 .
H17A C17 H17B 107.6 . .
C19 C18 C17 113.3(3) . 2_656
C19 C18 H18A 108.9 . .
C17 C18 H18A 108.9 2_656 .
C19 C18 H18B 108.9 . .
C17 C18 H18B 108.9 2_656 .
H18A C18 H18B 107.7 . .
C18 C19 C20 113.8(3) . .
C18 C19 H19A 108.8 . .
C20 C19 H19A 108.8 . .
C18 C19 H19B 108.8 . .
C20 C19 H19B 108.8 . .
H19A C19 H19B 107.7 . .
O2 C20 C19 108.2(3) . .
O2 C20 H20A 110.1 . .
C19 C20 H20A 110.1 . .
O2 C20 H20B 110.1 . .
C19 C20 H20B 110.1 . .
H20A C20 H20B 108.4 . .
C2 O1 C9 119.0(2) . .
C6 O2 C20 117.7(2) . .
C7 O4 C8 121.3(4) . .
C7 O4 C8* 111.3(4) . .
C8 O4 C8* 25.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.377(4) .
C1 C2 1.378(4) .
C1 H1 0.9300 .
C2 O1 1.367(3) .
C2 C3 1.392(4) .
C3 C4 1.381(4) .
C3 H3 0.9300 .
C4 C5 1.399(4) .
C4 C7 1.478(4) .
C5 C6 1.372(4) .
C5 H5 0.9300 .
C6 O2 1.380(3) .
C7 O3 1.198(4) .
C7 O4 1.322(4) .
C8 C8* 0.655(9) .
C8 O4 1.471(7) .
C8* O4 1.483(2) .
C9 O1 1.424(4) .
C9 C10 1.496(4) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.509(4) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.513(5) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.456(5) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.196(5) .
C14 C15 1.379(5) .
C15 C16 1.195(4) .
C16 C17 1.465(5) .
C17 C18 1.522(5) 2_656
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C19 1.495(5) .
C18 C17 1.522(5) 2_656
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.500(5) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 O2 1.437(4) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.041 0.000 0.500 145 36 ' '
