Toward the synthesis of a highly strained hydrocarbon belt.
Shi, Tan-Hao; Guo, Qing-Hui; Tong, Shuo; Wang, Mei-Xiang; Journal of the American Chemical Society  (2020) –; doi:10.1021/jacs.0c00112

data_4134248
_publ_section_title
;
 Toward the synthesis of a highly strained hydrocarbon belt.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c00112
_journal_year                    2020
_chemical_formula_moiety         'C84 H68 N8, C H Cl3'
_chemical_formula_sum            'C85 H69 Cl3 N8'
_chemical_formula_weight         1308.83
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-11-23
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.3673(5)
_cell_length_b                   24.3761(5)
_cell_length_c                   25.0658(4)
_cell_measurement_reflns_used    10511
_cell_measurement_temperature    112(1)
_cell_measurement_theta_max      71.2240
_cell_measurement_theta_min      3.8600
_cell_volume                     16721.6(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      112(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.976
_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   -100.00 -13.00   1.00   10.85    --  -40.81 -57.00-120.00   87
  2  \w    -55.00  -5.00   1.00   10.85    --  -40.81  38.00  30.00   50
  3  \w     36.00  62.00   1.00   43.38    --  100.91 -45.00   0.00   26
  4  \w     19.00 110.00   1.00   43.38    --  100.91 -95.00 -30.00   91
  5  \w    118.00 170.00   1.00   43.38    --  100.91  45.00-180.00   52
  6  \w     72.00 166.00   1.00   43.38    --  100.91  61.00 -90.00   94
  7  \w    139.00 164.00   1.00   43.38    --  100.91 125.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0437854000
_diffrn_orient_matrix_UB_12      -0.0087074000
_diffrn_orient_matrix_UB_13      0.0397964000
_diffrn_orient_matrix_UB_21      -0.0455640000
_diffrn_orient_matrix_UB_22      0.0078865000
_diffrn_orient_matrix_UB_23      -0.0383397000
_diffrn_orient_matrix_UB_31      0.0004247000
_diffrn_orient_matrix_UB_32      -0.0603267000
_diffrn_orient_matrix_UB_33      -0.0107607000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            42748
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.498
_diffrn_reflns_theta_min         3.627
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.330
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.040
_exptl_crystal_description       block
_exptl_crystal_F_000             5488
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.614
_refine_diff_density_min         -1.164
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.637
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     899
_refine_ls_number_reflns         15917
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.637
_refine_ls_R_factor_all          0.1526
_refine_ls_R_factor_gt           0.1358
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4101
_refine_ls_wR_factor_ref         0.4270
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12414
_reflns_number_total             15917
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c00112_si_013.cif
_cod_data_source_block           sth-351_sq
_cod_database_code               4134248
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H75C)=Sof(H75D)=Sof(C77)=Sof(H77A)=Sof(H77B)=Sof(H77C)=1-FVAR(1)
 Sof(H75A)=Sof(H75B)=Sof(C76)=Sof(H76A)=Sof(H76B)=Sof(H76C)=FVAR(1)
 Sof(H43C)=Sof(H43D)=Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(H45C)=1-FVAR(2)
 Sof(H43A)=Sof(H43B)=Sof(C44)=Sof(H44A)=Sof(H44B)=Sof(H44C)=FVAR(2)
3.a Ternary CH refined with riding coordinates:
 C31(H31), C42(H42), C7(H7), C10(H10), C47(H47), C46(H46), C78(H78), C74(H74),
 C87(H87)
3.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C57(H57A,H57B), C43(H43A,H43B), C43(H43C,H43D), C75(H75A,
 H75B), C75(H75C,H75D)
3.c Aromatic/amide H refined with riding coordinates:
 C30(H30), C27(H27), C70(H70), C73(H73), C20(H20), C63(H63), C24(H24),
 C67(H67), C37(H37), C80(H80), C22(H22), C65(H65), C84(H84), C82(H82), C33(H33),
  C35(H35)
3.d Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C18(H18A,H18B,H18C), C26(H26A,H26B,H26C), C58(H58A,H58B,
 H58C), C25(H25A,H25B,H25C), C86(H86A,H86B,H86C), C68(H68A,H68B,H68C), C44(H44A,
 H44B,H44C), C69(H69A,H69B,H69C), C85(H85A,H85B,H85C), C76(H76A,H76B,H76C),
 C39(H39A,H39B,H39C), C77(H77A,H77B,H77C), C45(H45A,H45B,H45C)
;
_shelx_res_checksum              8518
_shelx_hkl_checksum              46762
_shelx_fab_checksum              80651
_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 1.957
_oxdiff_exptl_absorpt_empirical_full_min 0.719