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_4134241
_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         'C42 H34 N4'
_chemical_formula_sum            'C42 H34 N4'
_chemical_formula_weight         594.73
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-11-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 104.6840(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.8661(3)
_cell_length_b                   18.8637(3)
_cell_length_c                   24.5531(4)
_cell_measurement_reflns_used    8020
_cell_measurement_temperature    109.7(5)
_cell_measurement_theta_max      71.2480
_cell_measurement_theta_min      4.4840
_cell_volume                     8900.7(2)
_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)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      109.7(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.963
_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   -112.00 -19.00   1.00    6.30    --  -40.81 -38.00  60.00   93
  2  \w   -107.00 -78.00   1.00    6.30    --  -40.81-155.00 106.00   29
  3  \w      8.00  76.00   1.00    6.30    --   40.81 -99.00  90.00   68
  4  \w     24.00  74.00   1.00    6.30    --   40.81-125.00 -60.00   50
  5  \w    117.00 147.00   1.00   25.21    --  100.91 125.00 -30.00   30
  6  \w    107.00 166.00   1.00   25.21    --  100.91 125.00-120.00   59
  7  \w     73.00 168.00   1.00   25.21    --  100.91  30.00  90.00   95
  8  \w     33.00 130.00   1.00   25.21    --  100.91 -61.00 -90.00   97
  9  \w     61.00 128.00   1.00   25.21    --  100.91 -77.00 150.00   67
 10  \w     56.00  99.00   1.00   25.21    --  100.91 -15.00  90.00   43
;
_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      -0.0014378000
_diffrn_orient_matrix_UB_12      -0.0651980000
_diffrn_orient_matrix_UB_13      0.0374264000
_diffrn_orient_matrix_UB_21      -0.0366940000
_diffrn_orient_matrix_UB_22      -0.0431725000
_diffrn_orient_matrix_UB_23      -0.0524347000
_diffrn_orient_matrix_UB_31      0.0712108000
_diffrn_orient_matrix_UB_32      -0.0236575000
_diffrn_orient_matrix_UB_33      -0.0077244000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            17024
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.516
_diffrn_reflns_theta_min         4.506
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.404
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81774
_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    0.888
_exptl_crystal_description       block
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_platon_squeeze_details
;
TITL sth-344-thf-acn_a.res in I2/a
CELL   19.8661   18.8637   24.5531     90.00    104.68     90.00
SPGR I2/a
C101 0.979 0.425 0.171 !       5.36 eA-3
C102 0.713 0.233 0.181 !       4.18 eA-3
C103 0.317 0.596 0.212 !       4.04 eA-3
C104 0.343 0.780 0.332 !       3.91 eA-3
C105 0.244 0.688 0.325 !       3.83 eA-3
C106 0.542 0.075 0.380 !       3.40 eA-3
C107 0.064 0.908 0.434 !       2.61 eA-3
Q108 0.676 0.409 0.318 !       2.51 eA-3
C109 0.609 0.607 0.042 !       2.10 eA-3
C110 0.423 0.594 0.163 !       2.01 eA-3
C111 0.714 0.092 0.343 !       1.97 eA-3
C112 0.405 0.139 0.487 !       1.88 eA-3
C113 0.730 0.078 0.392 !       1.62 eA-3
C114 0.036 0.391 0.086 !       1.59 eA-3
C115 0.377 0.592 0.188 !       1.42 eA-3
Q116 0.142 0.482 0.210 !       1.29 eA-3
C117 0.250 0.312 0.003 !       1.29 eA-3
C118 0.374 0.047 0.410 !       1.29 eA-3
C119 0.495 0.076 0.473 !       1.24 eA-3
C120 0.808 0.638-0.004 !       1.19 eA-3
C121 0.272 0.908 0.424 !       1.12 eA-3
C122 0.738 0.076 0.443 !       1.10 eA-3
C123 0.261 0.360 0.030 !       1.08 eA-3
C124 0.498 0.595 0.109 !       1.03 eA-3
Q125 0.157 0.780 0.011 !       0.96 eA-3
Q126 0.880 0.717 0.454 !       0.93 eA-3
Q127 0.221 0.983 0.119 !       0.92 eA-3
Q128 0.984 0.127 0.342 !       0.90 eA-3
C129 0.524 0.435 0.006 !       0.88 eA-3
Q130 0.845 0.035 0.267 !       0.84 eA-3
Q131 0.614 0.715 0.452 !       0.84 eA-3
Q132 0.730 0.778 0.117 !       0.83 eA-3
C133 0.291 0.655 0.186 !       0.83 eA-3
C134 0.176 0.956 0.458 !       0.83 eA-3
Q135 0.587 0.111 0.105 !       0.83 eA-3
Q136 0.518 0.328 0.289 !       0.81 eA-3
Q137 0.838 0.611 0.402 !       0.81 eA-3
Q138 0.557 0.951 0.067 !       0.77 eA-3
Q139 0.796 0.731 0.207 !       0.76 eA-3
Q140 0.559 0.062 0.025 !       0.76 eA-3
Q141 0.423 0.325 0.350 !       0.76 eA-3
Q142 0.857 0.234 0.488 !       0.75 eA-3
Q143 0.601 0.488 0.446 !       0.73 eA-3
Q144 0.613 0.610 0.393 !       0.73 eA-3
Q145 0.096 0.393 0.494 !       0.72 eA-3
Q146 0.613 0.064 0.132 !       0.71 eA-3
Q147 0.870 0.234 0.109 !       0.71 eA-3
Q148 0.712 0.595 0.362 !       0.70 eA-3
Q149 0.395 0.921 0.143 !       0.70 eA-3
C150 0.172 0.412 0.086 !       0.68 eA-3
Q151 0.983 0.293 0.490 !       0.68 eA-3
Q152 0.362 0.565 0.454 !       0.67 eA-3
Q153 0.043 0.234 0.379 !       0.66 eA-3
Q154 0.079 0.188 0.358 !       0.65 eA-3
Q155 0.542 0.140 0.228 !       0.65 eA-3
Q156 0.209 0.122 0.252 !       0.64 eA-3
Q157 0.044 0.935 0.116 !       0.63 eA-3
Q158 0.224 0.072 0.292 !       0.62 eA-3
Q159 0.353 0.983 0.140 !       0.62 eA-3
Q160 0.877 0.971 0.245 !       0.61 eA-3
Q161 0.024 0.080 0.376 !       0.60 eA-3
Q162 0.039 0.809 0.196 !       0.59 eA-3
Q163 0.910 0.235 0.080 !       0.59 eA-3
Q164 0.097 0.455 0.467 !       0.56 eA-3
Q165 0.111 0.345 0.420 !       0.56 eA-3
Q166 0.536 0.278 0.308 !       0.55 eA-3
Q167 0.871 0.018 0.232 !       0.55 eA-3
C168 0.223 0.796 0.346 !       0.54 eA-3
Q169 0.376 0.139 0.301 !       0.54 eA-3
Q170 0.907 0.923 0.199 !       0.54 eA-3
Q171 0.625 0.700 0.213 !       0.53 eA-3
Q172 0.779 0.049 0.045 !       0.52 eA-3
C173 0.765 0.297 0.241 !       0.52 eA-3
Q174 0.605 0.691 0.240 !       0.52 eA-3
Q175 0.955 0.656 0.374 !       0.52 eA-3
Q176 0.064 0.238 0.348 !       0.51 eA-3
Q177 0.101 0.063 0.311 !       0.51 eA-3
Q178 0.146 0.121 0.311 !       0.51 eA-3
Q179 0.597 0.998 0.057 !       0.50 eA-3
C180 0.271 0.675 0.218 !       0.50 eA-3
;
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         8383
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0508
_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^)+(0.0753P)^2^+7.6131P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1409
_refine_ls_wR_factor_ref         0.1471
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7067
_reflns_number_total             8383
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c00112_si_012.cif
_cod_data_source_block           sth-344-thf-acn_sq
_cod_database_code               4134241
_shelx_shelxl_version_number     2017/1
_reflns_odcompleteness_completeness 99.58
_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(H8BC)=Sof(H8BD)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=1-FVAR(1)
 Sof(H8AA)=Sof(H8AB)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(H10C)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C17(H17), C26(H26)
3.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C8(H8AA,H8AB), C8(H8BC,H8BD)
3.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C31(H31), C34(H34), C13(H13), C19(H19), C41(H41), C37(H37),
 C21(H21), C23(H23), C39(H39)
3.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C24(H24A,H24B,H24C), C43(H43A,H43B,H43C), C25(H25A,H25B,
 H25C), C42(H42A,H42B,H42C), C10(H10A,H10B,H10C), C9(H9A,H9B,H9C)
;
_shelx_res_checksum              12814
_shelx_hkl_checksum              17498
_shelx_fab_checksum              48566
_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 1.504
_oxdiff_exptl_absorpt_empirical_full_min 0.805