Towards sensory Langmuir monolayers consisting of macrocyclic pentaaminoanthraquinone
Ranyuk, Elena; Ermakova, Elizaveta V.; Bovigny, Laura; Meyer, Michel; Bessmertnykh-Lemeune, Alla; Guilard, Roger; Rousselin, Yoann; Tsivadze, Aslan Yu.; Arslanov, Vladimir V.; New Journal of Chemistry 38 (2014) 317–; doi:10.1039/c3nj01121f

data_7053978
_publ_section_title
;
 Towards sensory Langmuir monolayers consisting of macrocyclic
 pentaaminoanthraquinone
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              317
_journal_paper_doi               10.1039/c3nj01121f
_journal_volume                  38
_journal_year                    2014
_chemical_formula_moiety         'C22 H28 N5 O2, C F3 O3 S, H2 O '
_chemical_formula_sum            'C23 H30 F3 N5 O6 S'
_chemical_formula_weight         561.58
_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   mixed
_audit_creation_date             2013-06-14
_audit_creation_method
;
  Olex2 1.2
  (compiled 2013.04.25 svn.r2679, GUI svn.r4466)
;
_audit_update_record
;
2013-06-14 # Formatted by publCIF
;
_cell_angle_alpha                107.004(2)
_cell_angle_beta                 93.659(2)
_cell_angle_gamma                102.9980(10)
_cell_formula_units_Z            2
_cell_length_a                   7.1884(2)
_cell_length_b                   11.2777(3)
_cell_length_c                   16.3837(6)
_cell_measurement_temperature    115
_cell_volume                     1225.57(7)
_computing_cell_refinement       'DENZO, (Otwinowski & Minor, 1997)'
_computing_data_collection
'Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.'
_computing_data_reduction        'DENZO, (Otwinowski & Minor, 1997)'
_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    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      115.0
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean 9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Nonius Kappa Apex II'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a~1~'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0836
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9265
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         1.312
_diffrn_source                   'X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_description       prism
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.057
_refine_diff_density_min         -0.854
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         5578
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.1635
_refine_ls_R_factor_gt           0.0976
_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^)+(0.1664P)^2^+1.2191P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2758
_refine_ls_wR_factor_ref         0.3203
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3076
_reflns_number_total             5578
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c3nj01121f.txt
_cod_data_source_block           08er03
_cod_database_code               7053978
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O10-H10A = O10-H10B
 0.96 with sigma of 0.02
 H10A-H10B
 1.52 with sigma of 0.02
3. Others
 Uiso(C23A)=Uiso(S1A)=Uiso(O3A)=Uiso(O4A)=Uiso(O6A)=Uiso(F1A)=Uiso(F2A)=
 Uiso(F3A)=FVAR(1)
 Fixed Sof: C23B(0.77573) S1B(0.77573) O3B(0.77573) O4B(0.77573) O6B(0.77573)
 F1B(0.77573) F2B(0.77573) F3B(0.77573) C23A(0.22427) S1A(0.22427) O3A(0.22427)
 O4A(0.22427) O6A(0.22427) F1A(0.22427) F2A(0.22427) F3A(0.22427)
4.a Fixed occupancy and ADP/Uiso:
 H10A, H10B, H1, N5, H5, N4, N3, N2, C19, C18, C17, C16, C15, C20, C21, C22,
 C13, C14, C12, C11, C10, C9, C8, C7, C6, C5, C4, C3, C2, C1
4.b Free rotating group:
 C23B(S1B,O3B,O4B,O6B,F1B,F2B,F3B), C23A(S1A,O3A,O4A,O6A,F1A,F2A,F3A)
4.c Secondary CH2 refined with riding coordinates:
 N3(H3A,H3B), C8(H8A,H8B), C7(H7A,H7B), C6(H6A,H6B), C5(H5A,H5B), C4(H4A,H4B),
 C3(H3C,H3D), C2(H2A,H2B), C1(H1A,H1B)
4.d Aromatic/amide H refined with riding coordinates:
 N4(H4), N2(H2), C18(H18), C17(H17), C16(H16), C12(H12), C11(H11), C10(H10)
;
_shelx_estimated_absorpt_t_max   0.970
_shelx_estimated_absorpt_t_min   0.922
_shelx_hkl_checksum              18513
_shelx_res_checksum              91630
_shelxl_version_number           2013-2