Three cyclic pentapeptides and a cyclic lipopeptide produced by endophytic Fusarium decemcellulare LG53
Li, Gang; Kusari, Souvik; Golz, Christopher; Strohmann, Carsten; Spiteller, Michael; RSC Advances 6 (2016) 54092–; doi:10.1039/C6RA10905E

data_7236236
_publ_section_title
;
 Three cyclic pentapeptides and a cyclic lipopeptide produced by
 endophytic Fusarium decemcellulare LG53
;
_journal_issue                   59
_journal_name_full               'RSC Advances'
_journal_page_first              54092
_journal_paper_doi               10.1039/C6RA10905E
_journal_volume                  6
_journal_year                    2016
_chemical_absolute_configuration rmad
_chemical_compound_source        'fungus Fusarium decemcellulare LG53'
_chemical_formula_moiety         'C30 H55 N5 O5'
_chemical_formula_sum            'C30 H55 N5 O5'
_chemical_formula_weight         565.79
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-04-25
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-04-25 deposited with the CCDC.
2016-05-23 downloaded from the CCDC.
;
_cell_angle_alpha                117.706(11)
_cell_angle_beta                 91.142(11)
_cell_angle_gamma                108.782(16)
_cell_formula_units_Z            3
_cell_length_a                   13.594(4)
_cell_length_b                   14.583(3)
_cell_length_c                   15.223(3)
_cell_measurement_reflns_used    767
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.04
_cell_measurement_theta_min      30.07
_cell_volume                     2477.2(11)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0418
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            62098
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.993
_diffrn_reflns_theta_min         3.348
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.620
_exptl_absorpt_correction_T_max  0.7535
_exptl_absorpt_correction_T_min  0.6828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0817 before and 0.0647 after correction.
The Ratio of minimum to maximum transmission is 0.9062.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_description       plate
_exptl_crystal_F_000             930
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 7260 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1111
_refine_ls_number_reflns         17320
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0461
_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^)+(0.0603P)^2^+1.2346P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1187
_reflns_Friedel_coverage         0.920
_reflns_Friedel_fraction_full    0.918
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                16243
_reflns_number_total             17320
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ra10905e2.cif
_cod_data_source_block           cu_b0043_0m_a
_cod_original_cell_volume        2477.1(10)
_cod_database_code               7236236
_shelx_estimated_absorpt_t_max   0.964
_shelx_estimated_absorpt_t_min   0.911
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2A), C4(H4A), C8(H8), C10(H10), C14(H14), C16(H16), C20(H20), C21(H21),
 C26(H26), C28(H28), C32(H32), C34(H34), C38(H38), C40(H40), C44(H44), C45(H45),
  C50(H50), C52(H52), C56(H56), C58(H58), C62(H62), C64(H64), C68(H68),
 C70(H70), C74(H74), C76(H76), C80(H80), C81(H81), C86(H86), C88(H88)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C9(H9A,H9B), C15(H15A,H15B), C23(H23A,H23B), C27(H27A,H27B),
 C33(H33A,H33B), C39(H39A,H39B), C47(H47A,H47B), C51(H51A,H51B), C57(H57A,H57B),
  C63(H63A,H63B), C69(H69A,H69B), C75(H75A,H75B), C83(H83A,H83B), C87(H87A,H87B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), N5(H5), N6(H6), N7(H7), N8(H8A), N9(H9),
 N10(H10A), N11(H11), N12(H12), N13(H13), N14(H14A), N15(H15)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C),
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C35(H35A,H35B,H35C), C36(H36A,
 H36B,H36C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C46(H46A,H46B,H46C),
 C48(H48A,H48B,H48C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C), C59(H59A,H59B,
 H59C), C60(H60A,H60B,H60C), C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C71(H71A,
 H71B,H71C), C72(H72A,H72B,H72C), C77(H77A,H77B,H77C), C78(H78A,H78B,H78C),
 C82(H82A,H82B,H82C), C84(H84A,H84B,H84C), C89(H89A,H89B,H89C), C90(H90A,H90B,
 H90C)
;
_shelx_res_checksum              18706
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_solvent_exptl_crystal_recrystallization_method 'Dichloromethane and DMSO'