Isolation, Structure Elucidation and Racemization of (+)- and (−)-Pratensilins A–C, Unprecedented Spiro Indolinone-naphthofuran Alkaloids from a Marine Streptomyces sp.
Zhang, Shumin; Yang, Qin; Guo, Lin; Zhang, Ying; Feng, Lingling; Zhou, Ling; Yang, Shengxiang; Yao, Qingshou; Pescitelli, Gennaro; Zeping, Xie; Chem. Commun.  (2017) –; doi:10.1039/C7CC04983H

data_7120579
_publ_section_title
;
 Isolation, Structure Elucidation and Racemization of (+)- and
 (&#x2212;)-Pratensilins A--C, Unprecedented Spiro Indolinone-naphthofuran
 Alkaloids from a Marine Streptomyces sp.
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC04983H
_journal_year                    2017
_chemical_formula_moiety         4(C22
_chemical_formula_sum            'C89 H80 N4 O21'
_chemical_formula_weight         1541.57
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-06-22 deposited with the CCDC.
2017-08-18 downloaded from the CCDC.
;
_cell_angle_alpha                82.066(2)
_cell_angle_beta                 75.198(3)
_cell_angle_gamma                70.107(3)
_cell_formula_units_Z            1
_cell_length_a                   12.3247(13)
_cell_length_b                   12.4856(12)
_cell_length_c                   13.5866(14)
_cell_measurement_reflns_used    9551
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.27
_cell_measurement_theta_min      3.37
_cell_volume                     1897.7(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23992
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.493
_diffrn_reflns_theta_min         3.370
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_description       block
_exptl_crystal_F_000             810
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.270
_exptl_transmission_factor_max   0.7534
_exptl_transmission_factor_min   0.5357
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       0.0042(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         6743
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0566
_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^)+(0.1048P)^2^+1.3710P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1654
_refine_ls_wR_factor_ref         0.1674
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6457
_reflns_number_total             6743
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc04983h2.cif
_cod_data_source_block           cu_xzp_r8629_0m
_cod_database_code               7120579
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.668
_shelx_estimated_absorpt_t_max   0.814
_shelx_res_checksum              45125