Transformation of π-conjugated macrocycles: from furanophanes to napthalenophanes.
Rajagopal, Shinaj K.; Dishi, Or; Bogoslavsky, Benny; Gidron, Ori; Chemical communications (Cambridge, England)  (2022) –; doi:10.1039/d2cc05434e

data_7131025
_publ_section_title
;
 Transformation of &#x3c0;-conjugated macrocycles: from furanophanes to
 napthalenophanes.
;
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/d2cc05434e
_journal_year                    2022
_chemical_formula_moiety         'C48 H32, C1 H2 Cl2'
_chemical_formula_sum            'C49 H34 Cl2'
_chemical_formula_weight         693.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-11-23
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2021-07-19 deposited with the CCDC.	2022-11-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.593(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.2153(5)
_cell_length_b                   8.2064(2)
_cell_length_c                   35.0479(7)
_cell_measurement_reflns_used    26846
_cell_measurement_temperature    149.99(11)
_cell_measurement_theta_max      30.8940
_cell_measurement_theta_min      2.3280
_cell_volume                     7146.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.884
_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    -26.00  62.00   0.50  150.00    --  -10.29  57.00  60.00  176
  2  \w    -19.00  55.00   0.50  150.00    --  -10.29  57.00 -90.00  148
  3  \w    -46.00  -4.00   0.50  150.00    --    9.19 -19.00 -90.00   84
  4  \w      5.00  43.00   0.50  150.00    --    9.19 -99.00-180.00   76
  5  \w      4.00  43.00   0.50  150.00    --    9.19 -99.00-120.00   78
  6  \w    -21.00  28.00   0.50  150.00    --    9.19 -99.00-150.00   98
  7  \w    -24.00   1.00   0.50  150.00    --  -10.29 -99.00-120.00   50
  8  \w    -66.00   4.00   0.50  150.00    --    9.19 -19.00   0.00  140
  9  \w    -24.00  23.00   0.50  150.00    --  -10.29 -99.00  60.00   94
 10  \w     -5.00  25.00   0.50  150.00    --  -10.29 -99.00 150.00   60
 11  \w    -83.00  -5.00   0.50  150.00    --  -10.29 -57.00 -60.00  156
 12  \w    -58.00 -33.00   0.50  150.00    --  -10.29 124.00  40.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0016756000
_diffrn_orient_matrix_UB_12      0.0861042000
_diffrn_orient_matrix_UB_13      -0.0015990000
_diffrn_orient_matrix_UB_21      0.0232080000
_diffrn_orient_matrix_UB_22      0.0011439000
_diffrn_orient_matrix_UB_23      -0.0062626000
_diffrn_orient_matrix_UB_31      -0.0165458000
_diffrn_orient_matrix_UB_32      -0.0071225000
_diffrn_orient_matrix_UB_33      -0.0203502000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            72650
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.192
_diffrn_reflns_theta_min         2.339
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       plate
_exptl_crystal_F_000             2896
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         11163
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0679
_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^)+(0.0636P)^2^+8.7935P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1521
_refine_ls_wR_factor_ref         0.1615
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8763
_reflns_number_total             11163
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc05434e2.cif
_cod_data_source_block           origi59l2
_cod_database_code               7131025
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C43 H44 Cl2'
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.946
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Fixed Sof: Cl2S(0.66667) Cl3S(0.33334) C1SA(0.66667) H1SA(0.66667)
 H1SB(0.66667) C1SB(0.33334) H1SC(0.33334) H1SD(0.33334)
3.a Secondary CH2 refined with riding coordinates:
 C1SA(H1SA,H1SB), C1SB(H1SC,H1SD)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C26(H26), C27(H27), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35),
 C36(H36), C38(H38), C39(H39), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47),
  C48(H48)
;
_shelx_res_checksum              44200
_shelx_hkl_checksum              3329
_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 1.279
_oxdiff_exptl_absorpt_empirical_full_min 0.777