#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/54/1515407.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_1515407
loop_
_publ_author_name
'Johnston, Priscilla'
'Wheldale, Dylan'
'Braybrook, Carl'
'Saito, Kei'
_publ_section_title
;
 Topochemical polymerization using bis-thyminyl monomers
;
_journal_issue                   14
_journal_name_full               'Polymer Chemistry'
_journal_page_first              4375
_journal_paper_doi               10.1039/c4py00265b
_journal_volume                  5
_journal_year                    2014
_chemical_formula_moiety         'C30 H38 N4 O10'
_chemical_formula_sum            'C30 H38 N4 O10'
_chemical_formula_weight         614.64
_chemical_name_common            DiEtOArylBisThyPropOate
_chemical_name_systematic
;
 DiEtOArylBisThyPropOate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                75.17(3)
_cell_angle_beta                 72.07(3)
_cell_angle_gamma                69.32(3)
_cell_formula_units_Z            2
_cell_length_a                   11.598(2)
_cell_length_b                   13.027(3)
_cell_length_c                   13.432(3)
_cell_measurement_temperature    100(2)
_cell_volume                     1781.5(8)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.835
_diffrn_measured_fraction_theta_max 0.835
_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     0.71070
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0772
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7508
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.9991
_exptl_absorpt_correction_T_min  0.9983
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.735
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.122(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         5234
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1312
_refine_ls_R_factor_gt           0.0956
_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)+(0.1685P)²+2.2330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2796
_refine_ls_wR_factor_ref         0.3108
_reflns_number_gt                3474
_reflns_number_total             5234
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4py00265b2.cif
_cod_data_source_block           7EtOArylBisThyPropOate
_cod_depositor_comments
'Adding full bibliography for 1515405--1515407.cif.'
_cod_original_cell_volume        1781.6(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1515407
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.5900(4) 0.8514(4) 0.2600(3) 0.0476(11) Uani 1 1 d .
C2 C 0.6849(5) 0.8996(5) 0.2464(4) 0.0457(12) Uani 1 1 d .
N3 N 0.6746(3) 1.0003(4) 0.1798(3) 0.0444(11) Uani 1 1 d .
C4 C 0.5776(4) 1.0569(5) 0.1244(4) 0.0450(12) Uani 1 1 d .
C5 C 0.4764(4) 1.0050(5) 0.1516(4) 0.0468(13) Uani 1 1 d .
C6 C 0.4886(4) 0.9072(5) 0.2140(4) 0.0479(13) Uani 1 1 d .
H6 H 0.4237 0.8732 0.2281 0.057 Uiso 1 1 calc R
O7 O 0.7709(3) 0.8544(3) 0.2920(3) 0.0531(10) Uani 1 1 d .
O8 O 0.5834(3) 1.1400(3) 0.0608(3) 0.0522(10) Uani 1 1 d .
C9 C 0.3619(5) 1.0689(6) 0.1050(5) 0.0576(15) Uani 1 1 d .
H9A H 0.3044 1.0234 0.1231 0.086 Uiso 1 1 calc R
H9B H 0.3902 1.0864 0.0276 0.086 Uiso 1 1 calc R
H9C H 0.3172 1.1381 0.1341 0.086 Uiso 1 1 calc R
C10 C 0.5987(5) 0.7424(5) 0.3270(5) 0.0546(14) Uani 1 1 d .
H10A H 0.5175 0.7259 0.3415 0.065 Uiso 1 1 calc R
H10B H 0.6123 0.7443 0.3957 0.065 Uiso 1 1 calc R
C11 C 0.7062(6) 0.6505(5) 0.2755(5) 0.0587(15) Uani 1 1 d .
H11A H 0.7880 0.6606 0.2723 0.070 Uiso 1 1 calc R
H11B H 0.7028 0.5781 0.3209 0.070 Uiso 1 1 calc R
C12 C 0.7028(5) 0.6466(5) 0.1664(5) 0.0558(15) Uani 1 1 d .
O13 O 0.6005(3) 0.6256(4) 0.1638(3) 0.0581(11) Uani 1 1 d .
C14 C 0.5894(6) 0.6215(6) 0.0610(5) 0.0623(16) Uani 1 1 d .
H14A H 0.5846 0.6944 0.0159 0.094 Uiso 1 1 calc R
H14B H 0.5124 0.6021 0.0690 0.094 Uiso 1 1 calc R
H14C H 0.6638 0.5653 0.0281 0.094 Uiso 1 1 calc R
O15 O 0.7802(6) 0.6624(8) 0.0888(4) 0.135(3) Uani 1 1 d .
C16 C 0.7696(4) 1.0553(4) 0.1671(4) 0.0443(12) Uani 1 1 d .
H16A H 0.7948 1.0378 0.2350 0.053 Uiso 1 1 calc R
H16B H 0.7299 1.1368 0.1526 0.053 Uiso 1 1 calc R
C17 C 0.8879(4) 1.0235(4) 0.0798(4) 0.0417(11) Uani 1 1 d .
C18 C 0.9173(4) 0.9373(4) 0.0277(4) 0.0418(11) Uani 1 1 d .
H18 H 0.8606 0.8941 0.0455 0.050 Uiso 1 1 calc R
C19 C 1.0288(4) 0.9107(4) -0.0513(4) 0.0432(12) Uani 1 1 d .
O20 O 1.0670(3) 0.8258(3) -0.1073(3) 0.0512(10) Uani 1 1 d .
C21 C 0.9981(6) 0.7451(6) -0.0698(5) 0.0611(16) Uani 1 1 d .
H21A H 0.9138 0.7771 -0.0866 0.073 Uiso 1 1 calc R
H21B H 0.9854 0.7224 0.0081 0.073 Uiso 1 1 calc R
C22 C 1.0747(7) 0.6476(7) -0.1241(6) 0.087(3) Uani 1 1 d .
H22A H 1.0676 0.6657 -0.1978 0.130 Uiso 1 1 calc R
H22B H 1.0431 0.5839 -0.0874 0.130 Uiso 1 1 calc R
H22C H 1.1639 0.6290 -0.1227 0.130 Uiso 1 1 calc R
N23 N 0.9021(4) 0.2315(4) 0.6601(3) 0.0435(10) Uani 1 1 d .
C24 C 0.8121(4) 0.2380(4) 0.6089(4) 0.0411(11) Uani 1 1 d .
N25 N 0.8241(3) 0.2976(4) 0.5076(3) 0.0415(10) Uani 1 1 d .
C26 C 0.9195(4) 0.3498(5) 0.4537(4) 0.0442(12) Uani 1 1 d .
C27 C 1.0147(5) 0.3306(5) 0.5109(4) 0.0477(13) Uani 1 1 d .
C28 C 1.0011(4) 0.2741(5) 0.6102(4) 0.0471(13) Uani 1 1 d .
H28 H 1.0631 0.2631 0.6475 0.057 Uiso 1 1 calc R
O29 O 0.7266(3) 0.1955(3) 0.6518(3) 0.0503(10) Uani 1 1 d .
O30 O 0.9167(3) 0.4058(4) 0.3666(3) 0.0556(10) Uani 1 1 d .
C31 C 1.1254(5) 0.3755(6) 0.4541(5) 0.0633(16) Uani 1 1 d .
H31A H 1.1772 0.3648 0.5035 0.095 Uiso 1 1 calc R
H31B H 1.0938 0.4550 0.4270 0.095 Uiso 1 1 calc R
H31C H 1.1771 0.3358 0.3947 0.095 Uiso 1 1 calc R
C32 C 0.8883(5) 0.1742(5) 0.7723(4) 0.0546(14) Uani 1 1 d .
H32A H 0.8768 0.1012 0.7773 0.065 Uiso 1 1 calc R
H32B H 0.9677 0.1603 0.7936 0.065 Uiso 1 1 calc R
C33 C 0.7809(5) 0.2376(5) 0.8474(4) 0.0565(15) Uani 1 1 d .
H33A H 0.7716 0.1890 0.9175 0.068 Uiso 1 1 calc R
H33B H 0.7027 0.2536 0.8236 0.068 Uiso 1 1 calc R
C34 C 0.7882(5) 0.3449(6) 0.8622(5) 0.0544(14) Uani 1 1 d .
O35 O 0.8985(4) 0.3611(5) 0.8205(4) 0.0802(16) Uani 1 1 d .
C36 C 0.9102(7) 0.4654(7) 0.8308(7) 0.087(2) Uani 1 1 d .
H36A H 0.8352 0.5265 0.8167 0.131 Uiso 1 1 calc R
H36B H 0.9864 0.4791 0.7796 0.131 Uiso 1 1 calc R
H36C H 0.9167 0.4609 0.9029 0.131 Uiso 1 1 calc R
O37 O 0.7008(5) 0.4115(6) 0.9109(6) 0.112(2) Uani 1 1 d .
C38 C 0.7259(4) 0.3106(5) 0.4524(4) 0.0455(12) Uani 1 1 d .
H38A H 0.7000 0.2419 0.4728 0.055 Uiso 1 1 calc R
H38B H 0.7621 0.3212 0.3748 0.055 Uiso 1 1 calc R
C39 C 0.6096(4) 0.4093(4) 0.4798(4) 0.0397(11) Uani 1 1 d .
C40 C 0.5161(4) 0.4388(4) 0.4233(4) 0.0422(12) Uani 1 1 d .
O41 O 0.5387(3) 0.3740(3) 0.3504(3) 0.0481(9) Uani 1 1 d .
C42 C 0.4532(5) 0.4101(5) 0.2817(4) 0.0519(14) Uani 1 1 d .
H42A H 0.4484 0.4872 0.2447 0.062 Uiso 1 1 calc R
H42B H 0.3670 0.4081 0.3232 0.062 Uiso 1 1 calc R
C43 C 0.5048(6) 0.3319(7) 0.2030(6) 0.0703(18) Uani 1 1 d .
H43A H 0.5869 0.3394 0.1584 0.105 Uiso 1 1 calc R
H43B H 0.4453 0.3498 0.1582 0.105 Uiso 1 1 calc R
H43C H 0.5157 0.2553 0.2407 0.105 Uiso 1 1 calc R
C44 C 0.5926(4) 0.4713(4) 0.5550(4) 0.0412(11) Uani 1 1 d .
H2 H 0.6561 0.4525 0.5930 0.049 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'
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
_geom_angle_site_symmetry_3
C6 N1 C2 120.6(5) . .
C6 N1 C10 121.1(4) . .
C2 N1 C10 118.2(4) . .
O7 C2 N3 122.7(4) . .
O7 C2 N1 121.4(5) . .
N3 C2 N1 115.9(4) . .
C2 N3 C4 125.5(4) . .
C2 N3 C16 117.4(4) . .
C4 N3 C16 117.1(5) . .
O8 C4 N3 120.2(4) . .
O8 C4 C5 125.4(5) . .
N3 C4 C5 114.3(5) . .
C6 C5 C4 119.3(5) . .
C6 C5 C9 123.9(4) . .
C4 C5 C9 116.8(5) . .
C5 C6 N1 123.9(4) . .
N1 C10 C11 112.1(5) . .
C12 C11 C10 114.0(5) . .
O15 C12 O13 121.7(6) . .
O15 C12 C11 125.1(5) . .
O13 C12 C11 113.1(4) . .
C12 O13 C14 116.6(4) . .
N3 C16 C17 115.0(4) . .
C18 C17 C19 119.0(4) . 2_775
C18 C17 C16 124.1(4) . .
C19 C17 C16 116.9(4) 2_775 .
C17 C18 C19 121.6(4) . .
O20 C19 C18 125.9(4) . .
O20 C19 C17 114.7(4) . 2_775
C18 C19 C17 119.4(5) . 2_775
C19 O20 C21 117.0(4) . .
O20 C21 C22 107.3(4) . .
C28 N23 C24 121.9(5) . .
C28 N23 C32 120.6(4) . .
C24 N23 C32 117.4(4) . .
O29 C24 N25 122.5(4) . .
O29 C24 N23 122.1(5) . .
N25 C24 N23 115.4(4) . .
C24 N25 C26 125.5(4) . .
C24 N25 C38 116.7(4) . .
C26 N25 C38 117.8(4) . .
O30 C26 N25 120.0(4) . .
O30 C26 C27 125.3(4) . .
N25 C26 C27 114.8(5) . .
C28 C27 C26 119.2(4) . .
C28 C27 C31 123.4(5) . .
C26 C27 C31 117.4(5) . .
C27 C28 N23 122.9(4) . .
C33 C32 N23 113.8(5) . .
C32 C33 C34 117.3(4) . .
O37 C34 O35 121.3(6) . .
O37 C34 C33 124.2(5) . .
O35 C34 C33 114.5(5) . .
C34 O35 C36 116.8(5) . .
N25 C38 C39 111.7(4) . .
C44 C39 C40 118.8(5) . .
C44 C39 C38 123.9(4) . .
C40 C39 C38 117.3(4) . .
O41 C40 C44 124.4(4) . 2_666
O41 C40 C39 115.8(5) . .
C44 C40 C39 119.8(4) 2_666 .
C40 O41 C42 117.1(4) . .
O41 C42 C43 106.9(5) . .
C39 C44 C40 121.4(4) . 2_666
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C6 1.381(7) .
N1 C2 1.394(6) .
N1 C10 1.462(7) .
C2 O7 1.222(6) .
C2 N3 1.375(7) .
N3 C4 1.418(7) .
N3 C16 1.461(5) .
C4 O8 1.204(7) .
C4 C5 1.462(6) .
C5 C6 1.321(8) .
C5 C9 1.521(7) .
C10 C11 1.518(9) .
C11 C12 1.492(8) .
C12 O15 1.174(7) .
C12 O13 1.320(6) .
O13 C14 1.442(7) .
C16 C17 1.511(7) .
C17 C18 1.362(7) .
C17 C19 1.415(6) 2_775
C18 C19 1.394(7) .
C19 O20 1.364(6) .
C19 C17 1.415(6) 2_775
O20 C21 1.440(6) .
C21 C22 1.488(9) .
N23 C28 1.364(6) .
N23 C24 1.385(6) .
N23 C32 1.488(7) .
C24 O29 1.222(6) .
C24 N25 1.376(7) .
N25 C26 1.412(6) .
N25 C38 1.481(6) .
C26 O30 1.213(6) .
C26 C27 1.450(7) .
C27 C28 1.340(8) .
C27 C31 1.507(7) .
C32 C33 1.475(9) .
C33 C34 1.495(9) .
C34 O37 1.213(8) .
C34 O35 1.298(6) .
O35 C36 1.456(8) .
C38 C39 1.523(7) .
C39 C44 1.375(7) .
C39 C40 1.401(7) .
C40 O41 1.360(6) .
C40 C44 1.398(7) 2_666
O41 C42 1.438(6) .
C42 C43 1.499(8) .
C44 C40 1.398(7) 2_666
