The disruption of verM activates the production of gliocladiosin A and B in Clonostachys rogersoniana.
Wang, Ying; Ren, Jinwei; Li, Honghua; Pan, Yuanyuan; Liu, Xingzhong; Che, Yongsheng; Liu, Gang; Organic & biomolecular chemistry 17 (2019) 6782–6785; doi:10.1039/c9ob01102a

data_7156948
_publ_section_title
;
 The disruption of verM activates the production of gliocladiosin A and B
 in Clonostachys rogersoniana.
;
_journal_issue                   28
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6782
_journal_page_last               6785
_journal_paper_doi               10.1039/c9ob01102a
_journal_volume                  17
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C42 H37 Br2 N3 O11'
_chemical_formula_sum            'C42 H37 Br2 N3 O11'
_chemical_formula_weight         919.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2019-06-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-13 deposited with the CCDC.    2019-06-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.1269(12)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.23986(20)
_cell_length_b                   7.86116(8)
_cell_length_c                   19.8448(3)
_cell_measurement_reflns_used    44703
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      68.8430
_cell_measurement_theta_min      2.1530
_cell_volume                     2199.15(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.6a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.6a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.6a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      160.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -90.00  90.00   1.00    1.00    --    0.00  45.00  80.00  180
  2  \w    -90.00   2.00   1.00    1.00    --    0.00  60.00 160.00   92
  3  \w    -90.00 -30.00   1.00    1.00    --    0.00  15.00 200.00   60
  4  \w     20.00  50.00   1.00    1.00    --    0.00  45.00  40.00   30
  5  \w   -135.00  45.00   1.00    1.00    --  -45.00  60.00   0.00  180
  6  \w   -135.00  39.00   1.00    1.00    --  -45.00  30.00   0.00  174
  7  \w   -135.00  45.00   1.00    1.00    --  -45.00  60.00 280.00  180
  8  \w   -135.00  31.00   1.00    1.00    --  -45.00   0.00   0.00  166
  9  \w   -135.00  36.00   1.00    1.00    --  -45.00  60.00 240.00  171
 10  \w   -160.00  20.00   1.00    3.00    --  -70.00  30.00 320.00  180
 11  \w   -160.00  20.00   1.00    4.00    --  -70.00  60.00  80.00  180
 12  \w   -160.00  20.00   1.00    4.00    --  -70.00  60.00  40.00  180
 13  \w   -160.00  20.00   1.00    4.00    --  -70.00  60.00   0.00  180
 14  \w   -160.00  20.00   1.00    4.00    --  -70.00  60.00 320.00  180
 15  \w   -160.00  20.00   1.00    4.00    --  -70.00  60.00 280.00  180
 16  \w   -130.00-100.00   1.00    4.00    --  -70.00   0.00 160.00   30
 17  \w   -180.00   0.00   1.00    6.00    --  -90.00  30.00 320.00  180
 18  \w   -180.00   0.00   1.00    6.00    --  -90.00  45.00  40.00  180
 19  \w   -180.00   0.00   1.00    6.00    --  -90.00  30.00  40.00  180
 20  \w   -180.00   0.00   1.00    6.00    --  -90.00  45.00  80.00  180
 21  \w   -180.00   0.00   1.00    6.00    --  -90.00  45.00   0.00  180
 22  \w   -180.00   0.00   1.00    6.00    --  -90.00  60.00  80.00  180
 23  \w   -180.00   0.00   1.00    6.00    --  -90.00  60.00 120.00  180
 24  \w   -180.00   0.00   1.00    6.00    --  -90.00  45.00 320.00  180
 25  \w   -180.00   0.00   1.00    6.00    --  -90.00  60.00  40.00  180
 26  \w   -180.00   0.00   1.00    6.00    --  -90.00  60.00   0.00  180
 27  \w   -180.00   0.00   1.00    6.00    --  -90.00  60.00 320.00  180
 28  \w   -180.00   0.00   1.00    6.00    --  -90.00  60.00 280.00  180
 29  \w   -110.00 -70.00   1.00    6.00    --  -90.00  30.00   0.00   40
 30  \w   -100.00 -70.00   1.00    6.00    --  -90.00  15.00 120.00   30
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            78181
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.075
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_min         2.249
_exptl_absorpt_coefficient_mu    2.843
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62435
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.6a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light colourless'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_description       plate
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.147
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 2952 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(8)
_refine_ls_extinction_coef       0.0037(7)
_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   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     637
_refine_ls_number_reflns         7752
_refine_ls_number_restraints     431
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0662
_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^)+(0.1304P)^2^+1.0629P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1938
_refine_ls_wR_factor_ref         0.1988
_reflns_Friedel_coverage         0.830
_reflns_Friedel_fraction_full    0.973
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                7308
_reflns_number_total             7752
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ob01102a2.cif
_cod_data_source_block           a-4-1-br__sq
_cod_depositor_comments          'Adding full bibliography for 7156948.cif.'
_cod_database_code               7156948
_shelx_shelxl_version_number     2014/7
_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. Restrained distances
 C8A"-C7A" = C7A"-C6A" = C8A"-C3" = C4A"-C3" = C5A"-C4A" = C6A"-C5A"
 1.39 with sigma of 0.01
 C8B"-C7B" = C8B"-C3" = C7B"-C6B" = C6B"-C5B" = C5B"-C4B" = C4B"-C3"
 1.39 with sigma of 0.01
 C5'-C4'
 1.39 with sigma of 0.01
3. Rigid bond restraints
 C4B", C5B"
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N21, C16
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N1', C9'
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C4', C5'
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O1 \\sim O14 \\sim C13B \\sim C14B \\sim C15B \\sim C23B \\sim O1A \\sim O14A
\\sim C12A \\sim C13A \\sim C15A \\sim C23A: within 1.7A with sigma of 0.02 and
sigma for terminal atoms of 0.04
C3" \\sim Br9B \\sim C4B" \\sim C5B" \\sim C6B" \\sim C7B" \\sim C8B" \\sim
Br9A \\sim C4A" \\sim C5A" \\sim C6A" \\sim C7A" \\sim C8A": within 1.7A with
sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(O1) \\sim Ueq, Uanis(O14) \\sim Ueq, Uanis(C13B) \\sim Ueq, Uanis(C14B)
\\sim Ueq, Uanis(C12A) \\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(O1A) \\sim Ueq,
Uanis(C15B) \\sim Ueq, Uanis(C23B) \\sim Ueq, Uanis(O14A) \\sim Ueq,
Uanis(C15A) \\sim Ueq, Uanis(C23A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(Br9B) \\sim Ueq, Uanis(C4B") \\sim Ueq, Uanis(C5B") \\sim Ueq,
Uanis(C6B") \\sim Ueq, Uanis(C7B") \\sim Ueq, Uanis(C8B") \\sim Ueq,
Uanis(Br9A) \\sim Ueq, Uanis(C6A") \\sim Ueq, Uanis(C5A") \\sim Ueq,
Uanis(C4A") \\sim Ueq, Uanis(C7A") \\sim Ueq, Uanis(C8A") \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(H11A)=Sof(O1A)=Sof(O14A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(C15A)=
 Sof(H15A)=Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=1-FVAR(1)
 Sof(H11)=Sof(O1)=Sof(O14)=Sof(C13B)=Sof(H13B)=Sof(C14B)=Sof(C15B)=Sof(H15B)=
 Sof(C23B)=Sof(H23A)=Sof(H23B)=Sof(H23C)=FVAR(1)
 Sof(C4A")=Sof(H4A")=Sof(C5A")=Sof(H5A")=Sof(C6A")=Sof(C7A")=Sof(H7A")=
 Sof(C8A")=Sof(H8A")=1-FVAR(2)
 Sof(C4B")=Sof(H4B")=Sof(C5B")=Sof(H5B")=Sof(C6B")=Sof(C7B")=Sof(H7B")=
 Sof(C8B")=Sof(H8B")=FVAR(2)
 Fixed Sof: Br9B(0.4) Br9A(0.6)
 Fixed Y: Br18(0.52797)
6.a Riding coordinates:
 N21(H21)
6.b Ternary CH refined with riding coordinates:
 C4(H4), C7(H7), C10(H10), C17(H17), C15B(H15B), C15A(H15A)
6.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C25(H25A,H25B)
6.d Aromatic/amide H refined with riding coordinates:
 N1'(H1'), C2'(H2'), C5'(H5'), C6'(H6'), C7'(H7'), C8'(H8'), C11(H11),
 C11(H11A), C13"(H13"), C14"(H14"), C16"(H16"), C17"(H17"), C4B"(H4B"),
 C5B"(H5B"), C7B"(H7B"), C8B"(H8B"), C13B(H13B), C4A"(H4A"), C5A"(H5A"),
 C7A"(H7A"), C8A"(H8A"), C12A(H12A)
6.e Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C23B(H23A,H23B,H23C), C23A(H23D,
 H23E,H23F)
;
_shelx_res_checksum              6344
_shelx_fab_checksum              16881
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;