Phenanthrylene-butadiynylene and Phenanthrylene-thienylene Macrocycles: Synthesis, Structure, and Properties.
Phulwale, Bhimrao Vaijnath; Mishra, Sushil Kumar; Nečas, Marek; Mazal, Ctibor; The Journal of organic chemistry 81 (2016) 6244–6252; doi:10.1021/acs.joc.6b00814

data_4036890
_publ_section_title
;
 Phenanthrylene-butadiynylene and Phenanthrylene-thienylene Macrocycles:
 Synthesis, Structure, and Properties.
;
_journal_issue                   15
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              6244
_journal_page_last               6252
_journal_paper_doi               10.1021/acs.joc.6b00814
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C59.27 H53.82 Cl4.36 O4.36'
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_space_group_crystal_system      monoclinic
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_audit_creation_method           SHELXL-2013
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_cell_angle_gamma                90
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_cell_length_b                   38.2066(9)
_cell_length_c                   22.4745(6)
_cell_measurement_reflns_used    33900
_cell_measurement_temperature    120(2)
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_cell_measurement_theta_min      2.8960
_cell_volume                     27874.9(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
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_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.672
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device
;
AFC11 (Right): Eulerian 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_radiation_monochromator  Multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 0.672
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_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            120099
_diffrn_reflns_point_group_measured_fraction_full 0.672
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         21.966
_diffrn_reflns_theta_min         2.914
_diffrn_source                   'Rotating Anode'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93439
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       block
_exptl_crystal_F_000             11408
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_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_refine_diff_density_max         1.164
_refine_diff_density_min         -1.105
_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.935
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     3564
_refine_ls_number_reflns         33901
_refine_ls_number_restraints     392
_refine_ls_restrained_S_all      1.932
_refine_ls_R_factor_all          0.1758
_refine_ls_R_factor_gt           0.1491
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.2000P)^2^]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4316
_refine_ls_wR_factor_ref         0.4537
_reflns_Friedel_coverage         0.000
_reflns_number_gt                24947
_reflns_number_total             33901
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo6b00814_si_002.cif
_cod_data_source_block           m
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4036890
_shelx_estimated_absorpt_t_min   0.915
_shelx_estimated_absorpt_t_max   0.929
_shelxl_version_number           2013-2
_shelx_res_checksum              37399
_shelx_hkl_checksum              3119