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_4134250
_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         'C88 H68 Cl4 N4 O4, 2(C2 H3 N)'
_chemical_formula_sum            'C92 H74 Cl4 N6 O4'
_chemical_formula_weight         1469.37
_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_date             2019-11-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                67.001(6)
_cell_angle_beta                 82.321(5)
_cell_angle_gamma                83.718(5)
_cell_formula_units_Z            2
_cell_length_a                   13.4917(9)
_cell_length_b                   15.7383(10)
_cell_length_c                   19.8762(13)
_cell_measurement_reflns_used    3069
_cell_measurement_temperature    99.99(13)
_cell_measurement_theta_max      69.7840
_cell_measurement_theta_min      4.3670
_cell_volume                     3842.5(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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.965
_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   -109.00 -13.00   1.00   17.19    --  -40.81 -57.00-180.00   96
  2  \w    -83.00 -40.00   1.00   17.19    --  -40.81 125.00 150.00   43
  3  \w   -113.00 -13.00   1.00   17.19    --  -40.81 -57.00 -60.00  100
  4  \w    -59.00  26.00   1.00   17.19    --  -40.81  57.00  90.00   85
  5  \w    137.00 163.00   1.00   20.89    --  100.29  87.00-125.00   26
  6  \w    113.00 153.00   1.00   20.89    --  100.29 125.00 150.00   40
  7  \w     65.00 109.00   1.00   20.89    --  100.29 -95.00 -90.00   44
  8  \w     60.00 106.00   1.00   20.89    --  100.29 -95.00   0.00   46
  9  \w     26.00  56.00   1.00   20.89    --  100.29 -95.00 150.00   30
 10  \w     35.00 128.00   1.00   20.89    --  100.29 -61.00 150.00   93
 11  \w     90.00 153.00   1.00   20.89    --  100.29  61.00-150.00   63
 12  \w     26.00 116.00   1.00   20.89    --  100.29 -77.00  60.00   90
 13  \w     18.00  46.00   1.00   20.89    --  100.29 -95.00 -90.00   28
 14  \w     37.00  62.00   1.00   20.89    --  100.29-125.00-150.00   25
 15  \w     86.00 117.00   1.00   20.89    --  100.29-125.00-150.00   31
 16  \w     33.00 122.00   1.00   20.89    --  100.29 -45.00-120.00   89
 17  \w     12.00 154.00   1.00   20.89    --  100.29   0.00-150.00  142
;
_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      -0.0440771000
_diffrn_orient_matrix_UB_12      -0.0660315000
_diffrn_orient_matrix_UB_13      0.0757391000
_diffrn_orient_matrix_UB_21      0.0760602000
_diffrn_orient_matrix_UB_22      -0.0780183000
_diffrn_orient_matrix_UB_23      -0.0055830000
_diffrn_orient_matrix_UB_31      0.0748326000
_diffrn_orient_matrix_UB_32      0.0300956000
_diffrn_orient_matrix_UB_33      0.0373217000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_av_unetI/netI     0.1034
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25516
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.122
_diffrn_reflns_theta_min         3.908
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.849
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79768
_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            'clear colourless'
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_description       needle
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.873
_refine_diff_density_min         -1.380
_refine_diff_density_rms         0.077
_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     980
_refine_ls_number_reflns         14381
_refine_ls_number_restraints     3060
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.1527
_refine_ls_R_factor_gt           0.0938
_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^)+(0.1129P)^2^+2.7361P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2263
_refine_ls_wR_factor_ref         0.2585
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8133
_reflns_number_total             14381
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c00112_si_011.cif
_cod_data_source_block           sth-299_sqd
_cod_database_code               4134250
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H'
_chemical_oxdiff_usercomment     'C H'
_reflns_odcompleteness_completeness 99.67
_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. Uiso/Uaniso restraints and constraints
C00B \\sim C00C \\sim C00D \\sim C00E \\sim C00F \\sim C00G \\sim C00I \\sim C2
\\sim C6 \\sim C00L \\sim C00M \\sim C5 \\sim C3 \\sim C00P \\sim C00Q \\sim
C00R \\sim C00S \\sim C00T \\sim C00U \\sim C00V \\sim C00W \\sim C00X \\sim C4
\\sim C00Z \\sim C0AA \\sim C01A \\sim C1A \\sim C1 \\sim C01C \\sim C01D \\sim
C01E \\sim C01F \\sim C01G \\sim C01H \\sim C01I \\sim C01J \\sim C01K \\sim
C01L \\sim C01M \\sim C01N \\sim C01O \\sim C01P \\sim C01Q \\sim C01R \\sim
C01S \\sim C01T \\sim C01U \\sim C01W \\sim C01X \\sim C01Y \\sim C01Z \\sim
C02A \\sim C02B \\sim C02C \\sim C02D \\sim C02E \\sim C02F \\sim C02G \\sim
C02H \\sim C02I \\sim C02J \\sim C02K \\sim C02L \\sim C02M \\sim C02N \\sim
C02O \\sim C02T \\sim C02V \\sim C02X \\sim C010 \\sim C011 \\sim C012 \\sim
C013 \\sim C014 \\sim C015 \\sim C016 \\sim C017 \\sim C018 \\sim C019 \\sim
C020 \\sim C021 \\sim C022 \\sim C023 \\sim C024 \\sim C025 \\sim C026 \\sim
C027 \\sim C028 \\sim C029 \\sim C02U \\sim C02W \\sim C02P \\sim C02Q: within
3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C02X) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
3. Others
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(H02I)=Sof(H02J)=1-FVAR(1)
 Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=Sof(H0AC)=Sof(H02G)=Sof(H02H)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C00R(H00R), C01H(H01H), C01J(H01J), C01T(H01T), C011(H011), C015(H015),
 C018(H018), C019(H019)
4.b Secondary CH2 refined with riding coordinates:
 C01E(H01B,H01C), C01G(H01D,H01E), C01L(H01F,H01G), C02D(H02G,H02H), C02D(H02I,
 H02J)
4.c Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C4(H4), C01A(H01A), C1(H1), C01I(H01I), C01N(H01N), C01Q(H01Q),
 C01R(H01R), C02N(H02Z), C02T(H2AA), C013(H013), C016(H016), C021(H021),
 C025(H025), C026(H026), C027(H027)
4.d Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C1A(H1AA,H1AB,H1AC), C02A(H02A,H02B,H02C), C02B(H02D,
 H02E,H02F), C02G(H02K,H02L,H02M), C02H(H02N,H02O,H02P), C02J(H02Q,H02R,H02S),
 C02K(H02T,H02U,H02V), C02M(H02W,H02X,H02Y), C02O(H02,H,HA), C02X(H3AA,HB,HC),
 C024(H4AA,HD,HE), C029(H5AA,HF,HG), C02W(H6AA,HH,HI), C02P(H7AA,HJ,HK)
;
_shelx_res_checksum              92633
_shelx_hkl_checksum              44986
_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 1.345
_oxdiff_exptl_absorpt_empirical_full_min 0.733