Thymine functionalised porphyrins, synthesis and heteromolecular surface-based self-assembly
Slater, Anna G.; Hu, Ya; Yang, Lixu; Argent, Stephen P.; Lewis, William; Blunt, Matthew O.; Champness, Neil R.; Chem. Sci. 6 (2015) 1562–; doi:10.1039/C4SC03531C

data_1518407
_publ_section_title
;
 Thymine functionalised porphyrins, synthesis and heteromolecular
 surface-based self-assembly
;
_journal_issue                   2
_journal_name_full               'Chem. Sci.'
_journal_page_first              1562
_journal_paper_doi               10.1039/C4SC03531C
_journal_volume                  6
_journal_year                    2015
_chemical_formula_moiety         'C73 H82 N6 O2, CH3OH'
_chemical_formula_sum            'C74 H86 N6 O3'
_chemical_formula_weight         1107.48
_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
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-05-29
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_audit_update_record
;
2014-11-14 deposited with the CCDC.
2014-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                69.273(5)
_cell_angle_beta                 81.505(5)
_cell_angle_gamma                87.976(5)
_cell_formula_units_Z            2
_cell_length_a                   9.8270(6)
_cell_length_b                   16.9659(8)
_cell_length_c                   21.6298(13)
_cell_measurement_reflns_used    7672
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.7530
_cell_measurement_theta_min      1.8420
_cell_volume                     3335.2(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.9748
_diffrn_measured_fraction_theta_max 0.8248
_diffrn_measurement_details
;
  1 omega  -60.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000    0.0000    0.0000 175

  2 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000    0.0000 120

  3 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  120.0000 120

  4 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  240.0000 120

  5 omega  -10.00  110.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   50.0000    0.0000 120

  6 omega  -10.00   43.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   50.0000  120.0000 53
;
_diffrn_measurement_device       ' 'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'omega rotation'
_diffrn_orient_matrix_UB_11      -0.0123235000
_diffrn_orient_matrix_UB_12      -0.0425101000
_diffrn_orient_matrix_UB_13      0.0168133000
_diffrn_orient_matrix_UB_21      0.0112981000
_diffrn_orient_matrix_UB_22      -0.0068004000
_diffrn_orient_matrix_UB_23      -0.0298996000
_diffrn_orient_matrix_UB_31      0.0688926000
_diffrn_orient_matrix_UB_32      -0.0056694000
_diffrn_orient_matrix_UB_33      0.0027874000
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.688900
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            31197
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         24.208
_diffrn_reflns_theta_min         1.840
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_platon_squeeze_details
;
TITL
CELL    9.8270   16.9659   21.6298     69.27     81.50     87.98
SPGR P-1
C101 0.117 0.909 0.673 !       4.01 eA-3
C102 0.109 0.084 0.982 !       0.51 eA-3
;
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     771
_refine_ls_number_reflns         11500
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1002
_refine_ls_R_factor_gt           0.0756
_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/[\s^2^(Fo^2^)+(0.0906P)^2^+1.8569P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1865
_refine_ls_wR_factor_ref         0.2097
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8405
_reflns_number_total             11500
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4sc03531c2.cif
_cod_data_source_block           porasc_sq_s
_cod_depositor_comments
'Adding full bibliography for 1518407--1518408.cif.'
_cod_original_cell_volume        3335.2(4)
_cod_database_code               1518407
_nottingham_internal_coll_name   PORASC
_nottingham_internal_coll_number 12275
_nottingham_internal_coll_client AS/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_time 1
_nottingham_internal_coll_frame_width 1
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_user   WL
_nottingham_internal_coll_date   27/4/2013
_nottingham_internal_coll_location DLS
_nottingham_internal_process_user WL
_nottingham_internal_process_date 27/4/2013
_nottingham_internal_solution_user WL
_nottingham_internal_solution_date 27/4/2013
_nottingham_internal_refinement_user WL
_nottingham_internal_refinement_date 23/5/2013
_nottingham_internal_validation_user WL
_nottingham_internal_validation_date 29/5/2013
_chemical_oxdiff_formula         'C74 H86 N6 O3'
_reflns_odcompleteness_completeness 97.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.21
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C41A-C43B \\sim C44A-C41A \\sim C41A-C42B \\sim C43A-C41A 
 \\sim C41A-C44B \\sim C42A-C41A
 with sigma of 0.02
 C44A-C43B \\sim C42A-C44B \\sim C43A-C42B
 with sigma of 0.02
 C42B-C44A \\sim C43B-C42A \\sim C44B-C43A
 with sigma of 0.02
 C33A-C42B \\sim C33A-C44A \\sim C33A-C43B \\sim C33A-C42A 
 \\sim C33A-C44B \\sim C33A-C43A
 with sigma of 0.02
3. Others
 Sof(C42B)=Sof(H42D)=Sof(H42E)=Sof(H42F)=Sof(C43B)=Sof(H43D)=Sof(H43E)=
 Sof(H43F)=Sof(C44B)=Sof(H44A)=Sof(H44B)=Sof(H44C)=1-FVAR(1)
 Sof(C42A)=Sof(H42A)=Sof(H42B)=Sof(H42C)=Sof(C43A)=Sof(H43A)=Sof(H43B)=
 Sof(H43C)=Sof(C44A)=Sof(H44D)=Sof(H44E)=Sof(H44F)=FVAR(1)
 Sof(H22A)=Sof(H24A)=1-FVAR(2)
 Sof(H21A)=Sof(H23A)=FVAR(2)
4.a Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C3A(H3A), C7A(H7A), C8A(H8A), C12A(H12A), C13A(H13A), C17A(H17A),
 C18A(H18A), N21A(H21A), N22A(H22A), N23A(H23A), N24A(H24A), C32A(H32A),
 C34A(H34A), C36A(H36A), C52A(H52A), C54A(H54A), C56A(H56A), C72A(H72A),
 C74A(H74A), C76A(H76A), C92A(H92A), C93A(H93A), C95A(H95A), C96A(H96A),
 N3TA(H3TA), C6TA(H6TA)
4.b Idealised Me refined as rotating group:
 C42A(H42A,H42B,H42C), C42B(H42D,H42E,H42F), C43A(H43A,H43B,H43C), C43B(H43D,
 H43E,H43F), C44B(H44A,H44B,H44C), C44A(H44D,H44E,H44F), C46A(H46A,H46B,H46C),
 C47A(H47A,H47B,H47C), C48A(H48A,H48B,H48C), C62A(H62A,H62B,H62C), C63A(H63A,
 H63B,H63C), C64A(H64A,H64B,H64C), C66A(H66A,H66B,H66C), C67A(H67A,H67B,H67C),
 C68A(H68A,H68B,H68C), C81A(H81A,H81B,H81C), C82A(H82A,H82B,H82C), C83A(H83A,
 H83B,H83C), C85A(H85A,H85B,H85C), C86A(H86A,H86B,H86C), C87A(H87A,H87B,H87C),
 C9TA(H9TA,H9TB,H9TC)
;
_shelx_fab_checksum              45726
_shelxl_version_number           2013-2