Molecular engineering enabling reversible transformation between helical and planar conformations by cyclization of alkynes.
Yan, Lipeng; Ma, Weixin; Lan, Jingbo; Cheng, Hu; Bin, Zhengyang; Wu, Di; You, Jingsong; Chemical science 12 (2020) 2419–2426; doi:10.1039/d0sc05844k

data_1559736
_publ_section_title
;
 Molecular engineering enabling reversible transformation between helical
 and planar conformations by cyclization of alkynes.
;
_journal_issue                   7
_journal_name_full               'Chemical science'
_journal_page_first              2419
_journal_page_last               2426
_journal_paper_doi               10.1039/d0sc05844k
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C39 H26 N2'
_chemical_formula_sum            'C39 H26 N2'
_chemical_formula_weight         522.62
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-12-29
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_audit_update_record
;
2020-09-27 deposited with the CCDC.	2020-12-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.2696(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.61201(13)
_cell_length_b                   15.7662(2)
_cell_length_c                   16.56274(19)
_cell_measurement_reflns_used    6544
_cell_measurement_temperature    294.7(6)
_cell_measurement_theta_max      72.1730
_cell_measurement_theta_min      4.4350
_cell_volume                     3014.13(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.7(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.9991
_diffrn_measured_fraction_theta_max 0.9797
_diffrn_measurement_details
;
  1 omega  -31.00   53.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000    0.0000 84

  2 omega  -31.00   63.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -77.0000  -30.0000 94

  3 omega  -33.00   55.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -38.0000  150.0000 88

  4 omega    1.00   75.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -99.0000  120.0000 74

  5 omega  -31.00   53.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -57.0000 -120.0000 84

  6 omega   15.00   84.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171 -115.0000  -71.0000 69

  7 omega   20.00  104.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000   30.0000 84

  8 omega   38.00   91.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

  9 omega   38.00  116.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -150.0000 78

 10 omega   87.00  178.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   90.0000 91

 11 omega   38.00   91.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 53

 12 omega  100.00  178.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -90.0000 78

 13 omega   39.00  109.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 70

 14 omega   81.00  176.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 95

 15 omega   40.00  135.00   1.0000   20.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000    0.0000 95

 16 omega   10.00  104.00   1.0000    5.0800
omega____ theta____ kappa____ phi______ frames
    -       36.4171   77.0000  -90.0000 94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0068536000
_diffrn_orient_matrix_UB_12      0.0440883000
_diffrn_orient_matrix_UB_13      -0.0824000000
_diffrn_orient_matrix_UB_21      -0.0029448000
_diffrn_orient_matrix_UB_22      0.0873004000
_diffrn_orient_matrix_UB_23      0.0416127000
_diffrn_orient_matrix_UB_31      0.1331212000
_diffrn_orient_matrix_UB_32      -0.0002171000
_diffrn_orient_matrix_UB_33      0.0153711000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_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            16583
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.748
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.513
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78051
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_description       plate
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5383
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0517
_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^)+(0.1071P)^2^+0.1683P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1487
_refine_ls_wR_factor_ref         0.1574
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4537
_reflns_number_total             5383
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc05844k2.cif
_cod_data_source_block           ylp-base4_sq
_cod_depositor_comments
;Adding full bibliography for 1559735--1559736.cif.

 Adding full bibliography for 1559735--1559736.cif.
;
_cod_original_cell_volume        3014.12(6)
_cod_database_code               1559736
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C004(H004), C008(H008), C00G(H00G), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013),
 C014(H014), C015(H015)
;
_shelx_res_checksum              4203
_shelx_fab_checksum              48778
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'