Entry point into new trimeric and tetrameric imide-based macrocyclic esters derived from isophthaloyl dichloride and methyl 6-aminonicotinate
Mocilac, Pavle; Gallagher, John F.; Acta Crystallographica Section B 69 (2013) 62–69; doi:10.1107/S0108768112047416

data_2105319
_publ_section_title
;
 Entry point into new trimeric and tetrameric imide-based macrocyclic
 esters derived from isophthaloyl dichloride and methyl 6-aminonicotinate
;
_journal_coeditor_code           GP5057
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              62
_journal_page_last               69
_journal_paper_doi               10.1107/S0108768112047416
_journal_volume                  69
_journal_year                    2013
_chemical_formula_moiety         'C45 H30 N6 O12'
_chemical_formula_sum            'C45 H30 N6 O12'
_chemical_formula_weight         846.75
_chemical_melting_point          490
_chemical_name_common            (EsIO)3
_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                87.273(5)
_cell_angle_beta                 83.350(7)
_cell_angle_gamma                89.825(4)
_cell_formula_units_Z            4
_cell_length_a                   16.3411(13)
_cell_length_b                   16.5747(4)
_cell_length_c                   17.4806(16)
_cell_measurement_reflns_used    784
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      51.86
_cell_measurement_theta_min      2.54
_cell_volume                     4697.4(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  SHELXL97
_computing_structure_refinement
'SHELXL97 (Sheldrick, 2008) and SORTX (McArdle, 1995)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       'Xcalibur, Sapphire3, Gemini Ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.083
_diffrn_reflns_av_sigmaI/netI    0.1347
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16648
_diffrn_reflns_theta_full        51.36
_diffrn_reflns_theta_max         51.36
_diffrn_reflns_theta_min         2.55
_diffrn_standards_decay_%        1
_exptl_absorpt_coefficient_mu    0.745
_exptl_absorpt_correction_T_max  0.9889
_exptl_absorpt_correction_T_min  0.6634
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(ABSFAC, Clark and Reid, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.015
_platon_squeeze_details
;
------------------------
SQUEEZE RUN on 23-2-2012
------------------------
Void  X(av) Y(av) Z(av) Volume Ang^3^ El-Count (e-) Vol/Electron Vol/Atom
=========================================================================
"12-015    "  PLATON-ADP-Anal  Page  233
=========================================================================
   1  0.000 0.498 0.500          977      306               3.2       26
Total (Positive) Electron Count in Voids/Cell =   306
Total (Fo-Fc)map Electron Count in  Unit Cell =   305
VOID-Fo-Fc-Map:    Rho(min) =     -0.66, Rho(max) =      3.98, RhoCutOff =  0.00
PeaksCloseToAtoms: Rho(min) =     -0.72, Rho(max) =      1.02, RhoCutOff =  0.50
:: Fo-scale =0.918619E+00 - SinT/L-Min = 0.20 for Fo/Fc-Scaling
:: Cycle = 25, R(F) = 0.28, Nref(Hemi) = 10049, R(F > 4SIGF) = 0.15 Nref =  3594
:: Reflection Data are READ from File : platon.fcf - ( OBS-Data)
:: Reflection Data are READ from File : platon.fcf - ( OBS-Data)
Total (positive electron count in voids/cell = 306)
Significant Residual Model Density Excursions:  -0.7, 1.0
Number of Missing reflections below sintheta/lambda = 2
Electron count uncertain
N: Number of Isotropic Non-H Atoms    72
W: Number of unusual anisotropic displacement parameters 1
N: Total Potential Solvent Accessible Void Vol    978.4 Ang^3^
N: Electron Count / Cell = 306 - To be included in D(calc), F000 & Mol.Wght.
The Platon SQUEEZE procedure was applied to recover 306 electrons per unit cell.
PLATON Reference : Spek, A.L. (2003), J. Appl. Cryst. 36, 7-13.
As the solvent composition derives from a mixture originating from a solvent
mixture of diethylether/n-hexane mixtures but with some CHCl3 and ethyl acetate
from the recrystallization, it is an extimation as to what could possibly be in
the solvent voids. Therefore, Dcalc, F(000), Mw remain as for the known and
refined components only. Therefore no changes have been made in the formula
for the calculation of intensive properties.
;
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.354
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1141
_refine_ls_number_reflns         10048
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.914
_refine_ls_R_factor_all          0.1851
_refine_ls_R_factor_gt           0.1214
_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^)+(0.1927P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3073
_refine_ls_wR_factor_ref         0.3517
_reflns_number_gt                4137
_reflns_number_total             10048
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            gp5057.cif
_cod_data_source_block           EsIO3_II_12-015_Squeeze
_cod_database_code               2105319