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_7123186
_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 H64 N6'
_chemical_formula_sum            'C64 H64 N6'
_chemical_formula_weight         917.21
_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   mixed
_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                 96.379(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   38.1618(13)
_cell_length_b                   10.6010(4)
_cell_length_c                   12.8755(5)
_cell_measurement_reflns_used    5837
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.7466
_cell_measurement_theta_min      2.8669
_cell_volume                     5176.6(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_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 8.3359
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
  1 omega  -54.00   60.75   0.7500   45.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -79.0000    0.0000 153

  2 omega  -54.00   60.75   0.7500   45.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -79.0000   90.0000 153

  3 omega  -54.00   60.75   0.7500   45.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -79.0000  180.0000 153

  4 omega  -54.00   60.75   0.7500   45.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -79.0000  270.0000 153

  5 omega  -54.00    4.50   0.7500   60.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000  -79.0000   45.0000 78
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0170993000
_diffrn_orient_matrix_UB_12      0.0214960000
_diffrn_orient_matrix_UB_13      0.0079182000
_diffrn_orient_matrix_UB_21      -0.0046587000
_diffrn_orient_matrix_UB_22      -0.0619528000
_diffrn_orient_matrix_UB_23      0.0141015000
_diffrn_orient_matrix_UB_31      0.0059671000
_diffrn_orient_matrix_UB_32      0.0132780000
_diffrn_orient_matrix_UB_33      0.0530304000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_unetI/netI     0.0589
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18859
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        27.494
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_min         2.873
_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  0.81354
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_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
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
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_description       block
_exptl_crystal_F_000             1960
_exptl_crystal_size_max          0.311
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.520
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_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
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_refine_ls_number_reflns         5727
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1230
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1400P)^2^+24.8833P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_Friedel_coverage         0.000
_reflns_number_gt                4113
_reflns_number_total             5727
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc01201j9.cif
_cod_data_source_block           mjp10
_cod_database_code               7123186
_shelx_shelxl_version_number     2018/1
_reflns_odcompleteness_completeness 52.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.75
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H002(0.026) H007(0.024) H00D(0.031) H00G(0.031) H00I(0.03)
 H00L(0.034) H00M(0.027) H00N(0.028) H00O(0.031) H00P(0.035) H00Q(0.033)
 H00C(0.09) H00E(0.09) H00F(0.09) H00H(0.094) H00J(0.094) H00K(0.094)
 H00R(0.091) H00S(0.091) H00T(0.091) H00U(0.056) H00V(0.056) H00W(0.056)
 H00X(0.083) H00Y(0.083) H(0.083) H1A(0.13) H1B(0.13) H1C(0.13) H2A(0.18)
 H2B(0.18) H2C(0.18) H0AA(0.085) H0AB(0.085) H0AC(0.085) H1AA(0.083)
 H1AB(0.083) H1AC(0.083)
 Fixed X: H002(0.427496) H007(0.297008) H00D(0.482139) H00G(0.425574)
 H00I(0.369204) H00L(0.540587) H00M(0.331474) H00N(0.328335) H00O(0.415672)
 H00P(0.472737) H00Q(0.554949) H00C(0.283874) H00E(0.243745) H00F(0.271784)
 H00H(0.248345) H00J(0.22062) H00K(0.245617) H00R(0.264644) H00S(0.237467)
 H00T(0.276804) H00U(0.405385) H00V(0.374944) H00W(0.394993) H00X(0.331196)
 H00Y(0.320172) H(0.30859) H1A(0.327631) H1B(0.345335) H1C(0.367124)
 H2A(0.389727) H2B(0.366951) H2C(0.349021) H0AA(0.393088) H0AB(0.370481)
 H0AC(0.402163) H1AA(0.312001) H1AB(0.316727) H1AC(0.314874)
 Fixed Y: H002(0.693122) H007(0.637542) H00D(0.821834) H00G(0.90732)
 H00I(0.576641) H00L(0.850317) H00M(0.493323) H00N(0.782131) H00O(0.567914)
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 H00H(0.679765) H00J(0.579649) H00K(0.644321) H00R(0.434329) H00S(0.377485)
 H00T(0.332095) H00U(0.993395) H00V(0.984719) H00W(0.862403) H00X(0.779422)
 H00Y(0.91114) H(0.872132) H1A(1.045056) H1B(1.100868) H1C(1.088561)
 H2A(0.780396) H2B(0.860813) H2C(0.756822) H0AA(1.066613) H0AB(1.070396)
 H0AC(0.976099) H1AA(0.858046) H1AB(0.994179) H1AC(0.97406)
 Fixed Z: H002(0.612938) H007(0.478588) H00D(0.317805) H00G(0.284563)
 H00I(0.899331) H00L(0.384742) H00M(0.759411) H00N(0.3206) H00O(1.032401)
 H00P(0.987458) H00Q(0.564041) H00C(0.750845) H00E(0.738554) H00F(0.789402)
 H00H(0.656545) H00J(0.610526) H00K(0.537713) H00R(0.480838) H00S(0.550793)
 H00T(0.565194) H00U(0.139329) H00V(0.047248) H00W(0.088414) H00X(0.114629)
 H00Y(0.066179) H(0.174745) H1A(0.24329) H1B(0.149153) H1C(0.259298)
 H2A(0.113276) H2B(0.028704) H2C(0.091389) H0AA(0.208264) H0AB(0.098934)
 H0AC(0.118752) H1AA(0.154423) H1AB(0.110506) H1AC(0.230396)
;
_shelx_res_checksum              30445
_shelx_fab_checksum              97123
_olex2_submission_special_instructions 'No special instructions were received'