Singly and Doubly Neo-Confused Smaragdyrins.
Rao, Yutao; Zhou, Wenjing; Xu, Ling; Zhou, Mingbo; Yin, Bangshao; Tanaka, Takayuki; Osuka, Atsuhiro; Song, Jianxin; Journal of the American Chemical Society 141 (2019) 18836–18844; doi:10.1021/jacs.9b10270

data_4129105
_publ_section_title
;
 Singly and Doubly Neo-Confused Smaragdyrins.
;
_journal_issue                   47
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18836
_journal_page_last               18844
_journal_paper_doi               10.1021/jacs.9b10270
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C2 H4 Cl2, C50 H45 N5 O'
_chemical_formula_sum            'C52 H49 Cl2 N5 O'
_chemical_formula_weight         830.86
_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             2018-07-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                92.5156(18)
_cell_angle_beta                 95.7126(19)
_cell_angle_gamma                98.8312(19)
_cell_formula_units_Z            2
_cell_length_a                   8.6711(2)
_cell_length_b                   15.7062(4)
_cell_length_c                   16.1757(4)
_cell_measurement_reflns_used    15598
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.5530
_cell_measurement_theta_min      4.0680
_cell_volume                     2162.12(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_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    -27.00  54.00   1.00    1.50    --   34.73 -38.00 -30.00   81
  2  \w     24.00  71.00   1.00    1.50    --   34.73 -99.00  30.00   47
  3  \w     69.00 107.00   1.00    5.00    --  107.46-111.00 150.00   38
  4  \w     41.00 134.00   1.00    5.00    --  107.46 -77.00   0.00   93
  5  \w     82.00 109.00   1.00    5.00    --  107.46 -94.00 -60.00   27
  6  \w     57.00 115.00   1.00    5.00    --  107.46-111.00-150.00   58
  7  \w     40.00  85.00   1.00    1.50    --   34.73-125.00-180.00   45
  8  \w     41.00 134.00   1.00    5.00    --  107.46 -77.00-150.00   93
  9  \w     70.00 108.00   1.00    5.00    --  107.46  15.00-120.00   38
 10  \w    123.00 162.00   1.00    5.00    --  107.46  30.00 -90.00   39
 11  \w    140.00 166.00   1.00    5.00    --  107.46  77.00-120.00   26
 12  \w    125.00 174.00   1.00    5.00    --  107.46  77.00 -60.00   49
 13  \w    129.00 176.00   1.00    5.00    --  107.46  30.00  30.00   47
 14  \w    126.00 173.00   1.00    5.00    --  107.46  77.00 120.00   47
 15  \w    133.00 164.00   1.00    5.00    --  107.46  77.00 150.00   31
 16  \w    126.00 157.00   1.00    5.00    --  107.46  77.00  60.00   31
 17  \w    126.00 174.00   1.00    5.00    --  107.46  77.00 -30.00   48
 18  \w    121.00 173.00   1.00    5.00    --  107.46  77.00 -90.00   52
 19  \w    126.00 173.00   1.00    5.00    --  107.46  77.00-150.00   47
 20  \w    111.00 169.00   1.00    5.00    --  107.46  77.00-180.00   58
 21  \w     90.00 115.00   1.00    5.00    --  107.46  61.00-180.00   25
 22  \w     89.00 115.00   1.00    5.00    --  107.46  61.00-150.00   26
 23  \w     89.00 115.00   1.00    5.00    --  107.46  61.00-120.00   26
 24  \w     89.00 155.00   1.00    5.00    --  107.46  61.00 -90.00   66
 25  \w    113.00 173.00   1.00    5.00    --  107.46  77.00  30.00   60
 26  \w     89.00 115.00   1.00    5.00    --  107.46  61.00 120.00   26
 27  \w     89.00 115.00   1.00    5.00    --  107.46  61.00  90.00   26
 28  \w     90.00 115.00   1.00    5.00    --  107.46  61.00  60.00   25
 29  \w     87.00 123.00   1.00    5.00    --  107.46  30.00  30.00   36
 30  \w     89.00 116.00   1.00    5.00    --  107.46  61.00 -30.00   27
 31  \w     90.00 116.00   1.00    5.00    --  107.46  61.00 -60.00   26
 32  \w     81.00 107.00   1.00    5.00    --  107.46  77.00 -60.00   26
 33  \w     81.00 107.00   1.00    5.00    --  107.46  77.00 -90.00   26
 34  \w     81.00 107.00   1.00    5.00    --  107.46  77.00-120.00   26
 35  \w     81.00 111.00   1.00    5.00    --  107.46  77.00-150.00   30
 36  \w     81.00 107.00   1.00    5.00    --  107.46  77.00-180.00   26
 37  \w     86.00 119.00   1.00    5.00    --  107.46  30.00-180.00   33
 38  \w     86.00 120.00   1.00    5.00    --  107.46  30.00 -90.00   34
 39  \w     88.00 121.00   1.00    5.00    --  107.46  30.00 -30.00   33
 40  \w     86.00 128.00   1.00    5.00    --  107.46  30.00   0.00   42
 41  \w     89.00 115.00   1.00    5.00    --  107.46  61.00  30.00   26
 42  \w     81.00 107.00   1.00    5.00    --  107.46  77.00   0.00   26
 43  \w     81.00 107.00   1.00    5.00    --  107.46  77.00 -30.00   26
 44  \w     82.00 107.00   1.00    5.00    --  107.46  77.00  30.00   25
 45  \w     81.00 108.00   1.00    5.00    --  107.46  77.00  60.00   27
 46  \w     81.00 173.00   1.00    5.00    --  107.46  77.00  90.00   92
 47  \w     90.00 116.00   1.00    5.00    --  107.46  61.00 150.00   26
 48  \w     86.00 113.00   1.00    5.00    --  107.46  30.00 150.00   27
 49  \w     86.00 112.00   1.00    5.00    --  107.46  30.00 120.00   26
 50  \w     86.00 113.00   1.00    5.00    --  107.46  30.00  90.00   27
 51  \w     86.00 112.00   1.00    5.00    --  107.46  30.00  60.00   26
 52  \w     81.00 107.00   1.00    5.00    --  107.46  77.00 150.00   26
 53  \w     81.00 107.00   1.00    5.00    --  107.46  77.00 120.00   26
 54  \w     57.00  97.00   1.00    1.50    --   34.73  77.00  60.00   40
 55  \w     61.00  97.00   1.00    1.50    --   34.73  77.00 -30.00   36
 56  \w     21.00  48.00   1.00    1.50    --   34.73  38.00   0.00   27
 57  \w     14.00  50.00   1.00    1.50    --   34.73  77.00  60.00   36
 58  \w     10.00  62.00   1.00    1.50    --   34.73  77.00 120.00   52
 59  \w     11.00 102.00   1.00    1.50    --   34.73  77.00  30.00   91
 60  \w     18.00  97.00   1.00    1.50    --   34.73  57.00 -30.00   79
 61  \w     18.00  94.00   1.00    1.50    --   34.73  57.00-150.00   76
 62  \w      8.00  90.00   1.00    1.50    --   34.73  77.00-120.00   82
 63  \w      8.00  38.00   1.00    1.50    --   34.73  77.00 -30.00   30
 64  \w      7.00  86.00   1.00    1.50    --   34.73  19.00-150.00   79
 65  \w      1.00  74.00   1.00    1.50    --   34.73 -99.00-120.00   73
 66  \w     38.00  64.00   1.00    5.00    --  107.46 -94.00 -60.00   26
 67  \w    -33.00  53.00   1.00    1.50    --   34.73 -38.00  60.00   86
 68  \w    -33.00  50.00   1.00    1.50    --   34.73 -57.00 -90.00   83
 69  \w    -37.00  -8.00   1.00    1.50    --  -34.73 -77.00 120.00   29
 70  \w    -33.00  36.00   1.00    1.50    --   34.73 -38.00 150.00   69
 71  \w    -94.00 -69.00   1.00    1.50    --  -34.73 -77.00 120.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0796691000
_diffrn_orient_matrix_UB_12      0.0578737000
_diffrn_orient_matrix_UB_13      -0.0597081000
_diffrn_orient_matrix_UB_21      0.0398305000
_diffrn_orient_matrix_UB_22      0.0757651000
_diffrn_orient_matrix_UB_23      0.0662935000
_diffrn_orient_matrix_UB_31      0.1573931000
_diffrn_orient_matrix_UB_32      0.0282698000
_diffrn_orient_matrix_UB_33      -0.0351382000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29332
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.598
_diffrn_reflns_theta_max         66.598
_diffrn_reflns_theta_min         4.082
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.698
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       needle
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.555
_refine_diff_density_min         -1.030
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     554
_refine_ls_number_reflns         7641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0687
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0984P)^2^+3.4048P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1841
_refine_ls_wR_factor_ref         0.1886
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6926
_reflns_number_total             7641
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            17.cif
_cod_data_source_block           exp_447
_cod_depositor_comments
'Adding full bibliography for 4129104--4129109.cif.'
_cod_original_cell_volume        2162.13(9)
_cod_database_code               4129105
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C50 N5 H50 O1 Cl2'
_shelx_estimated_absorpt_t_max   0.849
_shelx_estimated_absorpt_t_min   0.630
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 Secondary CH2 refined with riding coordinates:
 C51(H,HA), C50(HB,HC)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C43(H43), C2(H2), C20(H20), C3(H3A), C8(H8), C7(H7), C19(H19),
 C17(H17), C45(H45), C27(H27), C25(H25), C36(H36), C34(H34), C16(H16), C11(H11),
  C12(H12)
2.c Idealised Me refined as rotating group:
 C47(H47A,H47B,H47C), C30(H30A,H30B,H30C), C48(H48A,H48B,H48C), C38(H38A,H38B,
 H38C), C29(H29A,H29B,H29C), C49(H49A,H49B,H49C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C), C31(H31A,H31B,H31C)
;
_shelx_res_checksum              51619
_olex2_date_sample_data_collection 2018-07-07
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.911
_oxdiff_exptl_absorpt_empirical_full_min 0.276