Host–guest interactions of catechol and 4-ethylcatechol with surface-immobilized blue-box molecules
Owais, Ahmed; Djerdjev, Alex M.; Hook, James M.; Yuen, Alex; Rowlands, William; White, Nicholas G.; Neto, Chiara; Journal of Materials Chemistry A 7 (2019) 12713–; doi:10.1039/C9TA00556K

data_7237635
_publ_section_title
;
 Host--guest interactions of catechol and 4-ethylcatechol with
 surface-immobilized blue-box molecules
;
_journal_issue                   20
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              12713
_journal_paper_doi               10.1039/C9TA00556K
_journal_volume                  7
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_compound_source        synthesized
_chemical_formula_moiety         'C36 H32 N4,  C6 H6 O2, 4(C H4 O), 4(Cl)'
_chemical_formula_sum            'C46 H54 Cl4 N4 O6'
_chemical_formula_weight         900.77
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_update_record
;
2018-12-19 deposited with the CCDC.	2019-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                101.486(3)
_cell_angle_beta                 100.639(3)
_cell_angle_gamma                112.862(3)
_cell_formula_units_Z            1
_cell_length_a                   9.6750(3)
_cell_length_b                   10.7761(4)
_cell_length_c                   12.8860(4)
_cell_measurement_reflns_used    12354
_cell_measurement_temperature    150
_cell_measurement_theta_max      73.4
_cell_measurement_theta_min      4.61
_cell_volume                     1160.97(8)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'CrysAlisPro, (Agilent, 2011'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction Supernova'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_av_unetI/netI     0.049
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22221
_diffrn_reflns_theta_full        72.487
_diffrn_reflns_theta_max         73.966
_diffrn_reflns_theta_min         4.667
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.726
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             474
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol, diethyl ether'
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.86
_refine_diff_density_min         -0.66
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9781
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     550
_refine_ls_number_reflns         4654
_refine_ls_number_restraints     112
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0702
_refine_ls_shift/su_max          0.0083097
_refine_ls_shift/su_mean         0.0018436
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.17P)^2^ + 0.99P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2116
_refine_ls_wR_factor_gt          0.2062
_refine_ls_wR_factor_ref         0.2116
_reflns_limit_h_max              11
_reflns_limit_h_min              -12
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                4400
_reflns_number_total             4671
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.71
_oxford_diffrn_Wilson_scale      0.02
_oxford_refine_ls_r_factor_ref   0.0723
_oxford_refine_ls_scale          5.0(2)
_oxford_reflns_number_all        4655
_iucr_refine_instructions_details_constraints
;
BLOCK SCALE X'S  U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) H   ( 132,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) H   ( 202,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) H   ( 332,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) 
RIDE C   (  40,X'S) H   ( 401,X'S) H   ( 402,X'S) 
RIDE O   ( 121,X'S) H   (1211,X'S) 
RIDE O   ( 111,X'S) H   (1111,X'S) 
RIDE C   ( 112,X'S) H   (1121,X'S) H   (1122,X'S) H   (1123,X'S) 
RIDE O   ( 101,X'S) H   (1011,X'S) 
RIDE C   ( 102,X'S) H   (1021,X'S) H   (1022,X'S) H   (1023,X'S) 
RIDE C   ( 122,X'S) H   (1221,X'S) H   (1222,X'S) H   (1223,X'S) 
RIDE C   (  55,X'S) H   ( 551,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) 
RIDE C   (  53,X'S) H   ( 531,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) 
RIDE C   (  56,X'S) H   ( 561,X'S) 
RIDE O   (  52,X'S) H   ( 522,X'S) 
RIDE O   ( 131,X'S) H   (   1,X'S) 
RIDE C   ( 132,X'S) H   (1321,X'S) H   (1322,X'S) H   (1323,X'S) 
RIDE O   (  51,X'S) H   ( 511,X'S) 
RIDE O   (  56,X'S) H   ( 562,X'S) 
END
;
_iucr_refine_instructions_details_restraints
;                                                                             
REM 
REM CATECHOL 
REM 
PLANAR O(51) O(52) C(51) C(52) C(53) C(54) C(55) C(56) O(56) 
DIST 1.36, 0.01 = O(51) TO C(51), O(52) TO C(52) 
CONT O(56) TO C(56) 
DIST 1.40, 0.01 = C(51) TO C(52), C(52) TO C(53) 
CONT C(53) TO C(54), C(54) TO C(55) 
CONT C(55) TO C(56), C(56) TO C(51) 
ANGL 120, 1 = C(51) TO C(52) TO C(53) 
CONT C(52) TO C(53) TO C(54) 
CONT C(53) TO C(54) TO C(55) 
CONT C(54) TO C(55) TO C(56) 
CONT C(55) TO C(56) TO C(51) 
CONT C(56) TO C(51) TO C(52) 
CONT O(51) TO C(51) TO C(52) 
CONT O(51) TO C(51) TO C(56) 
CONT O(52) TO C(52) TO C(51) 
CONT O(52) TO C(52) TO C(53) 
CONT O(56) TO C(56) TO C(51) 
CONT O(56) TO C(56) TO C(55) 
REM 
REM METHANOLS 
REM 
DIST 1.43, 0.01 = O(101) TO C(102), O(111) TO C(112) 
CONT O(121) TO C(122), O(131) TO C(132) 
REM   DELU   START (DO NOT REMOVE THIS LINE) 
VIBR .0, 0.00100 = C(55) TO C(54) 
VIBR .0, 0.00100 = C(55) TO C(56) 
VIBR .0, 0.00200 = C(56) TO C(54) 
VIBR .0, 0.00100 = C(54) TO C(53) 
VIBR .0, 0.00200 = C(53) TO C(55) 
VIBR .0, 0.00100 = C(51) TO C(52) 
VIBR .0, 0.00100 = C(51) TO C(56) 
VIBR .0, 0.00100 = C(51) TO O(51) 
VIBR .0, 0.00200 = C(56) TO C(52) 
VIBR .0, 0.00200 = O(51) TO C(52) 
VIBR .0, 0.00200 = O(51) TO C(56) 
VIBR .0, 0.00100 = C(53) TO C(52) 
VIBR .0, 0.00200 = C(52) TO C(54) 
VIBR .0, 0.00100 = C(52) TO O(52) 
VIBR .0, 0.00200 = C(51) TO C(53) 
VIBR .0, 0.00200 = O(52) TO C(53) 
VIBR .0, 0.00200 = O(52) TO C(51) 
VIBR .0, 0.00100 = C(56) TO O(56) 
VIBR .0, 0.00200 = C(55) TO C(51) 
VIBR .0, 0.00200 = O(56) TO C(51) 
VIBR .0, 0.00200 = O(56) TO C(55) 
REM   DELU   END (DO NOT REMOVE THIS LINE) 
REM   THERMSIM   START (DO NOT REMOVE THIS LINE) 
U(IJ) .0, 0.01000 = C(55) TO C(54) 
U(IJ) .0, 0.01000 = C(55) TO C(56) 
U(IJ) .0, 0.01000 = C(54) TO C(53) 
U(IJ) .0, 0.01000 = C(51) TO C(52) 
U(IJ) .0, 0.01000 = C(51) TO C(56) 
U(IJ) .0, 0.02000 = C(51) TO O(51) 
U(IJ) .0, 0.01000 = C(53) TO C(52) 
U(IJ) .0, 0.02000 = C(52) TO O(52) 
U(IJ) .0, 0.02000 = C(56) TO O(56) 
REM   THERMSIM   END (DO NOT REMOVE THIS LINE) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
_cod_data_source_file            c9ta00556k2.cif
_cod_data_source_block           BB4Clcatechol
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 1 '
_cod_database_code               7237635
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)