Structural and kinetic study of self-assembling macrocyclic dimer natural product aminoglycoside 66-40C and unnatural variants
Hanessian, Stephen; Maianti, Juan Pablo; Ly, Vu Linh; Deschênes-Simard, Benoît; Chemical Science 3 (2012) 249–; doi:10.1039/c1sc00538c

data_1515278
_publ_section_title
;
 Structural and kinetic study of self-assembling macrocyclic dimer natural
 product aminoglycoside 66-40C and unnatural variants
;
_journal_issue                   1
_journal_name_full               'Chemical Science'
_journal_page_first              249
_journal_paper_doi               10.1039/c1sc00538c
_journal_volume                  3
_journal_year                    2012
_chemical_absolute_configuration rmad
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         '2(C28 H46 N6 O8), 5(O4 S), H4 N, 11(H2 O)'
_chemical_formula_sum            'C56 H118 N13 O47 S5'
_chemical_formula_weight         1885.98
_chemical_name_systematic
;
?
;
_space_group_IT_number           1
_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                101.113(3)
_cell_angle_beta                 92.328(3)
_cell_angle_gamma                95.176(3)
_cell_formula_units_Z            1
_cell_length_a                   6.6138(4)
_cell_length_b                   16.3922(10)
_cell_length_c                   23.9598(14)
_cell_measurement_reflns_used    24946
_cell_measurement_temperature    150
_cell_measurement_theta_max      68.56
_cell_measurement_theta_min      2.76
_cell_volume                     2534.0(3)
_computing_cell_refinement       'SAINT V7.60A(Bruker AXS, 2008)'
_computing_data_collection       'APEX2 (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT V7.60A(Bruker AXS, 2008)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.939
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'Helios optics'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.055
_diffrn_reflns_av_sigmaI/netI    0.0576
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            42684
_diffrn_reflns_theta_full        69.17
_diffrn_reflns_theta_max         69.17
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    1.835
_exptl_absorpt_correction_T_max  0.9640
_exptl_absorpt_correction_T_min  0.5025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1001
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_platon_squeeze_details
;
The crystal structure has been squeezed with PLATON to remove highly
disordered H2O, EtOH and ammonium ion contributions from its solvate
structure. Overall, PLATON found a solvent accessible void volume of
473.8 A^3 corresponding to a contribution of 129 electrons per cell.
More precisely, this void is estimated to contain 9 molecules of H2O,
2 molecules of EtOH and 1 ammonium ion, which were used as crystallization
solvents and crystallization agents ((NH4)2SO4). This speculation is based
on an attempt to solve this disordered area of the structure. Considering
the solvents and the ammonium ion the physical data should be:
Formula moiety: '2(C28 H46 N6 O8), 5(O4 S), 2(H4 N), 20(H2 O), 2(C2H5O)'
or 'C60 H150 N14 O58 S5'
Density: 1.413 g cm-3
Absorption coefficient: 1.988 mm-1
F000: 1152.0
;
_refine_diff_density_max         1.126
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.114
_refine_ls_abs_structure_details 'Friedel Pairs merged'
_refine_ls_abs_structure_Flack   0.10(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1168
_refine_ls_number_reflns         12907
_refine_ls_number_restraints     343
_refine_ls_restrained_S_all      0.962
_refine_ls_R_factor_all          0.0893
_refine_ls_R_factor_gt           0.0766
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1474P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1888
_refine_ls_wR_factor_ref         0.1971
_reflns_number_gt                9594
_reflns_number_total             12907
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            c1sc00538c.txt
_cod_data_source_block           bent70
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P1
_cod_database_code               1515278