Mucroniferanines A-G, Isoquinoline Alkaloids from Corydalis mucronifera.
Zhang, Jun; Zhang, Qing-Ying; Tu, Peng-Fei; Xu, Fu-Chun; Liang, Hong; Journal of natural products 81 (2018) 364–370; doi:10.1021/acs.jnatprod.7b00847

data_1553321
_publ_section_title
;
 Mucroniferanines A-G, Isoquinoline Alkaloids from Corydalis mucronifera.
;
_journal_issue                   2
_journal_name_full               'Journal of natural products'
_journal_page_first              364
_journal_page_last               370
_journal_paper_doi               10.1021/acs.jnatprod.7b00847
_journal_volume                  81
_journal_year                    2018
_chemical_formula_moiety         'C19 H15 N O5'
_chemical_formula_sum            'C19 H15 N O5'
_chemical_formula_weight         337.32
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2017-05-04
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                71.8945(10)
_cell_angle_beta                 84.5865(10)
_cell_angle_gamma                75.6285(10)
_cell_formula_units_Z            2
_cell_length_a                   6.93466(8)
_cell_length_b                   9.91657(11)
_cell_length_c                   11.54675(14)
_cell_measurement_reflns_used    69778
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.9610
_cell_measurement_theta_min      4.0140
_cell_volume                     730.985(16)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.980
_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   0.00  90.00  180
  2  \w    -90.00  90.00   1.00    1.00    --    0.00  15.00 120.00  180
  3  \w    -90.00  90.00   1.00    1.00    --    0.00   0.00   0.00  180
  4  \w    -52.00  23.00   1.00    1.00    --    0.00   0.00 270.00   75
  5  \w    -90.00 -54.00   1.00    1.00    --    0.00  45.00  30.00   36
  6  \w    -11.00  10.00   1.00    1.00    --    0.00  15.00  30.00   21
  7  \w   -105.00  75.00   1.00    1.00    --  -15.00  60.00 240.00  180
  8  \w   -105.00  75.00   1.00    1.00    --  -15.00  60.00  90.00  180
  9  \w   -105.00  75.00   1.00    1.00    --  -15.00  60.00 270.00  180
 10  \w   -105.00  75.00   1.00    1.00    --  -15.00  60.00 330.00  180
 11  \w   -105.00 -13.00   1.00    1.00    --  -15.00  45.00 210.00   92
 12  \w   -105.00 -15.00   1.00    1.00    --  -15.00  45.00 120.00   90
 13  \w    -54.00  -3.00   1.00    1.00    --  -15.00   0.00  30.00   51
 14  \w   -105.00 -65.00   1.00    1.00    --  -15.00  60.00   0.00   40
 15  \w     15.00  45.00   1.00    1.00    --  -15.00   0.00 300.00   30
 16  \w   -120.00  60.00   1.00    1.00    --  -30.00  30.00  60.00  180
 17  \w   -120.00  60.00   1.00    1.00    --  -30.00   0.00 180.00  180
 18  \w   -120.00  60.00   1.00    1.00    --  -30.00  60.00 180.00  180
 19  \w   -120.00  60.00   1.00    1.00    --  -30.00  60.00 270.00  180
 20  \w   -120.00  60.00   1.00    1.00    --  -30.00  60.00 330.00  180
 21  \w   -120.00  60.00   1.00    1.00    --  -30.00  60.00 120.00  180
 22  \w   -120.00  54.00   1.00    1.00    --  -30.00   0.00   0.00  174
 23  \w   -120.00  30.00   1.00    1.00    --  -30.00  60.00  30.00  150
 24  \w   -135.00  45.00   1.00    1.00    --  -45.00  60.00 240.00  180
 25  \w   -135.00  45.00   1.00    1.00    --  -45.00  60.00 300.00  180
 26  \w   -135.00  45.00   1.00    1.00    --  -45.00  60.00 210.00  180
 27  \w   -135.00  45.00   1.00    1.00    --  -45.00  60.00 150.00  180
 28  \w   -135.00  45.00   1.00    1.00    --  -45.00  60.00  30.00  180
 29  \w   -135.00  44.00   1.00    1.00    --  -45.00  30.00  90.00  179
 30  \w   -135.00  42.00   1.00    1.00    --  -45.00   0.00 270.00  177
 31  \w   -135.00  37.00   1.00    1.00    --  -45.00  60.00 120.00  172
 32  \w   -135.00  37.00   1.00    1.00    --  -45.00  15.00 300.00  172
 33  \w   -135.00  23.00   1.00    1.00    --  -45.00  60.00   0.00  158
 34  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00   0.00  180
 35  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 210.00  180
 36  \w   -150.00  30.00   1.00    1.00    --  -60.00  45.00 180.00  180
 37  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 270.00  180
 38  \w   -150.00  30.00   1.00    1.00    --  -60.00  45.00 210.00  180
 39  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 300.00  180
 40  \w   -150.00  30.00   1.00    1.00    --  -60.00  45.00  30.00  180
 41  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 240.00  180
 42  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 150.00  180
 43  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00  30.00  180
 44  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 120.00  180
 45  \w   -150.00  30.00   1.00    1.00    --  -60.00  45.00 270.00  180
 46  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 180.00  180
 47  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00 330.00  180
 48  \w   -150.00  30.00   1.00    1.00    --  -60.00  30.00 300.00  180
 49  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00  90.00  180
 50  \w   -150.00  30.00   1.00    1.00    --  -60.00  15.00 240.00  180
 51  \w   -150.00  30.00   1.00    1.00    --  -60.00  60.00  60.00  180
 52  \w   -150.00  27.00   1.00    1.00    --  -60.00  15.00 330.00  177
 53  \w    -75.00  25.00   1.00    1.00    --  -60.00  45.00  90.00  100
 54  \w    -40.00 -10.00   1.00    1.00    --  -60.00  45.00   0.00   30
 55  \w    -59.00 -31.00   1.00    1.00    --  -60.00  15.00 150.00   28
 56  \w   -165.00  15.00   1.00    1.00    --  -75.00  45.00 270.00  180
 57  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 240.00  180
 58  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 210.00  180
 59  \w   -165.00  15.00   1.00    1.00    --  -75.00  45.00 330.00  180
 60  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 150.00  180
 61  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00  90.00  180
 62  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00   0.00  180
 63  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 180.00  180
 64  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 300.00  180
 65  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 330.00  180
 66  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 270.00  180
 67  \w   -165.00  15.00   1.00    1.00    --  -75.00  30.00  60.00  180
 68  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00  30.00  180
 69  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00  60.00  180
 70  \w   -165.00  15.00   1.00    1.00    --  -75.00  60.00 120.00  180
 71  \w    -25.00   5.00   1.00    1.00    --  -75.00  45.00 210.00   30
 72  \w    -70.00 -49.00   1.00    1.00    --  -75.00  15.00  90.00   21
 73  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 210.00  180
 74  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00 270.00  180
 75  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00  30.00  180
 76  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00 210.00  180
 77  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00 120.00  180
 78  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 180.00  180
 79  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 240.00  180
 80  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00  60.00  180
 81  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00  30.00  180
 82  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00 150.00  180
 83  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00   0.00  180
 84  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00 330.00  180
 85  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00 240.00  180
 86  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 330.00  180
 87  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00 300.00  180
 88  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 120.00  180
 89  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00  90.00  180
 90  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 300.00  180
 91  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00   0.00  180
 92  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 270.00  180
 93  \w   -180.00   0.00   1.00    4.00    --  -90.00  60.00 150.00  180
 94  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00  90.00  180
 95  \w   -180.00   0.00   1.00    4.00    --  -90.00  45.00  60.00  180
 96  \w   -180.00 -15.00   1.00    4.00    --  -90.00  15.00 180.00  165
 97  \w   -110.00 -80.00   1.00    4.00    --  -90.00  15.00  90.00   30
 98  \w   -166.00-138.00   1.00    4.00    --  -90.00  15.00 330.00   28
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0555471000
_diffrn_orient_matrix_UB_12      -0.1540837000
_diffrn_orient_matrix_UB_13      0.0909887000
_diffrn_orient_matrix_UB_21      -0.0636476000
_diffrn_orient_matrix_UB_22      0.0645950000
_diffrn_orient_matrix_UB_23      0.1067849000
_diffrn_orient_matrix_UB_31      -0.2132473000
_diffrn_orient_matrix_UB_32      -0.0176146000
_diffrn_orient_matrix_UB_33      -0.0053487000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0085
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            81430
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.829
_diffrn_reflns_theta_min         4.029
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.933
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36994
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       'rect. Prism'
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.87
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2648
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0325
_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^)+(0.0400P)^2^+0.3550P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0825
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2643
_reflns_number_total             2648
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np7b00847_si_001.cif
_cod_data_source_block           cm-10a
_cod_database_code               1553321
_reflns_odcompleteness_completeness 97.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.71
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C7'(H7'A,H7'B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4), C5(H5), C5'(H5'), C6'(H6'), C8(H8)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_shelx_res_checksum              60580
_shelx_hkl_checksum              62294
_shelx_shelxl_version_number     2014/7
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.861
_oxdiff_exptl_absorpt_empirical_full_min 0.462