A Route to a Cyclobutane-Linked Double-Looped System via a Helical Macrocycle
Klajn, Jan; Stawski, Wojciech; Chmielewski, Piotr Jan; Cybińska, Joanna; Pawlicki, Miłosz; Chemical Communications  (2019) –; doi:10.1039/C9CC01201J

data_7123180
_publ_section_title
;
 A Route to a Cyclobutane-Linked Double-Looped System via a Helical
 Macrocycle
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC01201J
_journal_year                    2019
_chemical_formula_moiety         'C64 H65.99 N6'
_chemical_formula_sum            'C63.99 H65.97 N6'
_chemical_formula_weight         919.08
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-12-18
_audit_creation_method
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Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
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_audit_update_record
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2019-03-20 deposited with the CCDC.    2019-03-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.415(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   37.989(6)
_cell_length_b                   10.6638(15)
_cell_length_c                   12.835(2)
_cell_measurement_reflns_used    890
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.8423
_cell_measurement_theta_min      2.8189
_cell_volume                     5167.0(14)
_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
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_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3456
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
  1 omega  -67.00  -37.00   1.0000  165.0000
omega____ theta____ kappa____ phi______ frames
    -       15.6585 -178.0000 -180.0000 30

  2 omega  -43.00   51.00   1.0000  165.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.4398   37.0000 -120.0000 94

  3 omega  -25.00   55.00   1.0000  165.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.4398   77.0000   90.0000 80
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_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0151153000
_diffrn_orient_matrix_UB_12      0.0109082000
_diffrn_orient_matrix_UB_13      -0.0365199000
_diffrn_orient_matrix_UB_21      0.0109419000
_diffrn_orient_matrix_UB_22      0.0268109000
_diffrn_orient_matrix_UB_23      -0.0353939000
_diffrn_orient_matrix_UB_31      0.0021508000
_diffrn_orient_matrix_UB_32      -0.0599155000
_diffrn_orient_matrix_UB_33      -0.0224727000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1555
_diffrn_reflns_av_unetI/netI     0.3150
_diffrn_reflns_Laue_measured_fraction_full 0.993
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_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7975
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        22.496
_diffrn_reflns_theta_max         22.496
_diffrn_reflns_theta_min         2.871
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75218
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
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_exptl_crystal_density_diffrn    1.181
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         3348
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.894
_refine_ls_R_factor_all          0.2431
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_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0653P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.2383
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1181
_reflns_number_total             3348
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc01201j9.cif
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_cod_original_cell_volume        5167.2(14)
_cod_database_code               7123180
_shelx_shelxl_version_number     2018/1
_reflns_odcompleteness_completeness 98.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H0AA(0.044) H0AB(0.043) H6A(0.051) H6B(0.051) H12(0.039)
 H13(0.045) H14(0.039) H20(0.044) H21(0.06) H25A(0.074) H25B(0.074) H27(0.059)
 H30A(0.152) H30B(0.152) H30C(0.152) H31A(0.174) H31B(0.174) H31C(0.174)
 H32A(0.148) H32B(0.148) H32C(0.148) H33A(0.072) H33B(0.072) H33C(0.072)
 H34A(0.098) H34B(0.098) H34C(0.098) H35A(0.121) H35B(0.121) H35C(0.121)
 H4AA(0.211) H4AB(0.211) H4AC(0.211) H1AA(0.09) H1AB(0.09) H1AC(0.09)
 H2AA(0.078) H2AB(0.078) H2AC(0.078) H2(0.049) H4(0.052) H5(0.055)
 Fixed X: H0AA(0.130996) H0AB(0.072224) H6A(-0.029601) H6B(-0.030307)
 H12(0.202887) H13(0.074284) H14(0.168337) H20(0.17146) H21(0.084312) H25A(-
 0.010753) H25B(-0.007017) H27(0.027684) H30A(0.231925) H30B(0.213406)
 H30C(0.254706) H31A(0.27947) H31B(0.253639) H31C(0.252904) H32A(0.220982)
 H32B(0.237812) H32C(0.261322) H33A(0.095566) H33B(0.126171) H33C(0.104542)
 H34A(0.169184) H34B(0.183247) H34C(0.190904) H35A(0.167003) H35B(0.159921)
 H35C(0.12896) H4AA(0.109853) H4AB(0.14604) H4AC(0.144981) H1AA(0.191149)
 H1AB(0.186089) H1AC(0.185826) H2AA(0.114893) H2AB(0.124366) H2AC(0.092516) H2(-
 0.055702) H4(0.019449) H5(-0.04009)
 Fixed Y: H0AA(0.575073) H0AB(0.696893) H6A(0.922922) H6B(0.776196)
 H12(0.639706) H13(0.905834) H14(0.494814) H20(0.781796) H21(0.557944)
 H25A(0.589283) H25B(0.443443) H27(0.524165) H30A(0.511399) H30B(0.390657)
 H30C(0.404001) H31A(0.573834) H31B(0.643215) H31C(0.674239) H32A(0.338351)
 H32B(0.437941) H32C(0.37144) H33A(0.997615) H33B(0.98041) H33C(0.863714)
 H34A(0.784202) H34B(0.917752) H34C(0.862775) H35A(1.062231) H35B(1.114932)
 H35C(1.107935) H4AA(0.800132) H4AB(0.835476) H4AC(0.736477) H1AA(0.866534)
 H1AB(0.974969) H1AC(1.004779) H2AA(1.092255) H2AB(1.043229) H2AC(0.984353)
 H2(0.860394) H4(0.826091) H5(0.847452)
 Fixed Z: H0AA(0.101061) H0AB(0.385908) H6A(0.264452) H6B(0.261658)
 H12(0.521199) H13(0.71576) H14(0.241517) H20(0.679613) H21(-0.03181)
 H25A(0.161646) H25B(0.164506) H27(0.012058) H30A(0.213366) H30B(0.25069)
 H30C(0.270561) H31A(0.395796) H31B(0.463562) H31C(0.343953) H32A(0.440885)
 H32B(0.521425) H32C(0.445035) H33A(0.863838) H33B(0.955261) H33C(0.909756)
 H34A(0.889115) H34B(0.923692) H34C(0.815211) H35A(0.726561) H35B(0.836319)
 H35C(0.744896) H4AA(0.901526) H4AB(0.965711) H4AC(0.875124) H1AA(0.820173)
 H1AB(0.899618) H1AC(0.779934) H2AA(0.808517) H2AB(0.923372) H2AC(0.851607)
 H2(0.438515) H4(0.68293) H5(0.617284)
;
_shelx_res_checksum              59692
_shelx_fab_checksum              85467
_olex2_submission_special_instructions 'No special instructions were received'