#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/50/1515067.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_1515067
loop_
_publ_author_name
'Johnston, Priscilla'
'Braybrook, Carl'
'Saito, Kei'
_publ_section_title
;
 Topochemical photo-reversible polymerization of a bioinspired monomer and
 its recovery and repolymerization after photo-depolymerization
;
_journal_issue                   7
_journal_name_full               'Chemical Science'
_journal_page_first              2301
_journal_paper_doi               10.1039/c2sc20380d
_journal_volume                  3
_journal_year                    2012
_chemical_formula_moiety         'C24 H34 N4 O8, H2 O'
_chemical_formula_sum            'C24 H36 N4 O9'
_chemical_formula_weight         524.57
_chemical_name_common            'Hexyl-linked bis-thymine propanoate'
_chemical_name_systematic
;
Hexyl-linked bis-thymine propanoate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 131.959(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.4706(5)
_cell_length_b                   9.3600(19)
_cell_length_c                   16.0501(3)
_cell_measurement_temperature    173(2)
_cell_volume                     2510.3(5)
_computing_cell_refinement       XDS
_computing_data_collection       'Blu Ice'
_computing_data_reduction        XDS
_computing_molecular_graphics    X-Seed
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'φ goniostat with quantum 210r detector'
_diffrn_measurement_method       'f scan'
_diffrn_radiation_monochromator  'Silicon double crystal'
_diffrn_radiation_source         'MX1 Beamline, Australian Synchrotron'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.710699
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15754
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.49
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.9989
_exptl_absorpt_correction_T_min  0.9979
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2179
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0459
_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)+(0.0614P)²+3.5841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1217
_reflns_number_gt                1961
_reflns_number_total             2179
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2sc20380d.txt
_cod_data_source_block           Compound2
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1515067
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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
_atom_site_refinement_flags
O1 O 0.53358(8) 0.33511(15) 0.64011(11) 0.0257(3) Uani 1 1 d .
O2 O 0.35979(8) 0.00711(14) 0.36849(11) 0.0251(3) Uani 1 1 d .
O3 O 0.78269(7) 0.18225(14) 0.70111(11) 0.0255(3) Uani 1 1 d .
N4 N 0.44466(8) 0.17344(16) 0.50296(12) 0.0185(3) Uani 1 1 d .
O5 O 0.67938(8) 0.21371(16) 0.51645(11) 0.0299(4) Uani 1 1 d .
N6 N 0.53363(8) 0.29770(16) 0.50037(12) 0.0185(3) Uani 1 1 d .
C7 C 0.50215(10) 0.22909(19) 0.40231(14) 0.0197(4) Uani 1 1 d .
H7 H 0.5223 0.2524 0.3676 0.024 Uiso 1 1 calc R
C8 C 0.41220(10) 0.09635(19) 0.40550(14) 0.0188(4) Uani 1 1 d .
C9 C 0.40775(10) 0.1507(2) 0.55096(14) 0.0212(4) Uani 1 1 d .
H9A H 0.4468 0.1757 0.6315 0.025 Uiso 1 1 calc R
H9B H 0.3938 0.0485 0.5444 0.025 Uiso 1 1 calc R
C11 C 0.50589(10) 0.27232(19) 0.55370(14) 0.0191(4) Uani 1 1 d .
C12 C 0.44411(10) 0.13070(19) 0.35409(14) 0.0195(4) Uani 1 1 d .
C13 C 0.59968(10) 0.4004(2) 0.55231(15) 0.0240(4) Uani 1 1 d .
H13A H 0.5896 0.4840 0.5792 0.029 Uiso 1 1 calc R
H13B H 0.6007 0.4345 0.4949 0.029 Uiso 1 1 calc R
C14 C 0.40812(11) 0.0567(2) 0.24657(15) 0.0264(4) Uani 1 1 d .
H14A H 0.4330 0.0927 0.2187 0.040 Uiso 1 1 calc R
H14B H 0.3504 0.0754 0.1909 0.040 Uiso 1 1 calc R
H14C H 0.4174 -0.0464 0.2598 0.040 Uiso 1 1 calc R
C15 C 0.29078(10) 0.2134(2) 0.53531(15) 0.0213(4) Uani 1 1 d .
H15A H 0.2837 0.1092 0.5360 0.026 Uiso 1 1 calc R
H15B H 0.3253 0.2483 0.6134 0.026 Uiso 1 1 calc R
C16 C 0.68075(11) 0.3371(2) 0.64974(15) 0.0249(4) Uani 1 1 d .
H16A H 0.7196 0.4156 0.6945 0.030 Uiso 1 1 calc R
H16B H 0.6763 0.2839 0.6987 0.030 Uiso 1 1 calc R
C17 C 0.71184(11) 0.2384(2) 0.61260(15) 0.0225(4) Uani 1 1 d .
C18 C 0.81816(12) 0.0878(2) 0.67290(17) 0.0305(5) Uani 1 1 d .
H18A H 0.8233 0.1383 0.6245 0.046 Uiso 1 1 calc R
H18B H 0.7839 0.0037 0.6334 0.046 Uiso 1 1 calc R
H18C H 0.8712 0.0574 0.7417 0.046 Uiso 1 1 calc R
C19 C 0.33243(11) 0.2414(2) 0.49103(15) 0.0221(4) Uani 1 1 d .
H19A H 0.2948 0.2202 0.4098 0.027 Uiso 1 1 calc R
H19B H 0.3470 0.3437 0.5011 0.027 Uiso 1 1 calc R
O4 O 0.5000 0.5083(3) 0.7500 0.0459(6) Uani 1 2 d S
H1 H 0.4940(18) 0.451(3) 0.788(2) 0.063(9) Uiso 1 1 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'
N N 0.0061 0.0033 '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
C17 O3 C18 114.73(14) .
C11 N4 C8 124.79(14) .
C11 N4 C9 118.27(14) .
C8 N4 C9 116.88(14) .
C11 N6 C7 122.00(15) .
C11 N6 C13 117.72(15) .
C7 N6 C13 120.27(15) .
C12 C7 N6 122.51(16) .
O2 C8 N4 120.33(16) .
O2 C8 C12 123.89(16) .
N4 C8 C12 115.78(15) .
N4 C9 C19 111.31(14) .
O1 C11 N6 121.53(16) .
O1 C11 N4 122.66(16) .
N6 C11 N4 115.80(15) .
C7 C12 C8 119.04(16) .
C7 C12 C14 123.36(16) .
C8 C12 C14 117.57(16) .
N6 C13 C16 112.90(15) .
C15 C15 C19 112.43(18) 7_556
C17 C16 C13 112.81(16) .
O5 C17 O3 123.52(18) .
O5 C17 C16 125.49(17) .
O3 C17 C16 110.97(15) .
C9 C19 C15 112.13(14) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C11 1.226(2) .
O2 C8 1.226(2) .
O3 C17 1.343(2) .
O3 C18 1.451(2) .
N4 C11 1.384(2) .
N4 C8 1.405(2) .
N4 C9 1.477(2) .
O5 C17 1.209(2) .
N6 C11 1.375(2) .
N6 C7 1.379(2) .
N6 C13 1.472(2) .
C7 C12 1.341(3) .
C8 C12 1.445(2) .
C9 C19 1.528(3) .
C12 C14 1.499(2) .
C13 C16 1.519(3) .
C15 C15 1.528(3) 7_556
C15 C19 1.530(2) .
C16 C17 1.501(3) .
