Synthesis of Sterically Fixed Phytochrome Chromophore Derivatives Bearing a 15 E- Fixed or 15 E- Anti- Fixed CD-Ring Component.
Soeta, Takahiro; Ohashi, Nobuhiko; Kobayashi, Toshiharu; Sakata, Yoko; Suga, Takuya; Ukaji, Yutaka; The Journal of organic chemistry 83 (2018) 10743–10748; doi:10.1021/acs.joc.8b01252

data_4035652
_publ_section_title
;
 Synthesis of Sterically Fixed Phytochrome Chromophore Derivatives Bearing
 a 15 E- Fixed or 15 E- Anti- Fixed CD-Ring Component.
;
_journal_issue                   18
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              10743
_journal_page_last               10748
_journal_paper_doi               10.1021/acs.joc.8b01252
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C28 H40 N2 O5'
_chemical_formula_sum            'C28 H40 N2 O5'
_chemical_formula_weight         484.62
_chemical_name_common            NO180
_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   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                95.5755(6)
_cell_angle_beta                 100.8933(6)
_cell_angle_gamma                95.2109(7)
_cell_formula_units_Z            2
_cell_length_a                   9.1101(3)
_cell_length_b                   12.0990(4)
_cell_length_c                   13.0759(4)
_cell_measurement_reflns_used    19332
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      72.528
_cell_measurement_theta_min      4.763
_cell_volume                     1399.78(8)
_computing_cell_refinement       'SAINT V8.37A/APEX3 (Bruker AXS Inc., 2015)'
_computing_data_collection       'Bruker Instrument Service V4.2.9 '
_computing_data_reduction        'SAINT V8.37A/APEX3 (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    ORTEP-3
_computing_publication_material  ORTEP-3
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19332
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.528
_diffrn_reflns_theta_min         4.763
_diffrn_source                   'fine-focus rotating anode'
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Sheldrick, 1996 / Bruker AXS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   0.7536
_exptl_transmission_factor_min   0.6776
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         5400
_refine_ls_number_restraints     53
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0585
_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^)+(0.0812P)^2^+0.6662P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1559
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5203
_reflns_number_total             5400
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b01252_si_002.cif
_cod_data_source_block           soeta009_NO180
_cod_database_code               4035652
_shelx_estimated_absorpt_t_min   0.819
_shelx_estimated_absorpt_t_max   0.940
_shelxl_version_number           2014-3
_shelx_res_checksum              15042
_shelx_hkl_checksum              92376