The rapid synthesis and dynamic behaviour of an isophthalamide [2]catenane.
Marrs, Calum N.; Evans, Nicholas H.; Organic & biomolecular chemistry 13 (2015) 11021–11025; doi:10.1039/c5ob01770j

data_7154719
_publ_section_title
;
 The rapid synthesis and dynamic behaviour of an isophthalamide
 [2]catenane.
;
_journal_issue                   45
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              11021
_journal_page_last               11025
_journal_paper_doi               10.1039/c5ob01770j
_journal_volume                  13
_journal_year                    2015
_chemical_formula_moiety
'C H Cl3, C28 H30 N2 O5, C28 H29.56 N2 O5, 0.5(C H2 Cl3)'
_chemical_formula_sum            'C57.5 H61.56 Cl4.5 N4 O10'
_chemical_formula_weight         1128.19
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-06-10
_audit_creation_method
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_audit_update_record
;
2015-08-05 deposited with the CCDC.
2015-09-15 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 113.186(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.3381(9)
_cell_length_b                   10.9654(3)
_cell_length_c                   25.5553(9)
_cell_measurement_reflns_used    4207
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      72.9940
_cell_measurement_theta_min      4.5600
_cell_volume                     5496.5(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33t (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:01:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33t (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:01:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33t (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:01:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2299
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details
;
  1 omega  -64.00   30.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   57.0000  -30.0000 94

  2 omega   23.00   97.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       43.1418 -125.0000 -150.0000 74

  3 omega   32.00  136.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      103.5913  -15.0000  -60.0000 104

  4 omega   34.00   98.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      103.5913  -45.0000  120.0000 64

  5 omega   77.00  172.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      103.5913   61.0000  120.0000 95

  6 omega   35.00  130.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      103.5913  -61.0000  -30.0000 95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0567075000
_diffrn_orient_matrix_UB_12      -0.0946024000
_diffrn_orient_matrix_UB_13      0.0283213000
_diffrn_orient_matrix_UB_21      -0.0300882000
_diffrn_orient_matrix_UB_22      -0.0816520000
_diffrn_orient_matrix_UB_23      -0.0531339000
_diffrn_orient_matrix_UB_31      0.0452619000
_diffrn_orient_matrix_UB_32      0.0640724000
_diffrn_orient_matrix_UB_33      -0.0260220000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            18597
_diffrn_reflns_theta_full        73.05
_diffrn_reflns_theta_max         73.05
_diffrn_reflns_theta_min         4.45
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.694
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33t (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:01:44)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2364
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Chloroform'
_exptl_crystal_size_max          0.1408
_exptl_crystal_size_mid          0.0656
_exptl_crystal_size_min          0.0255
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     736
_refine_ls_number_reflns         10482
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0504
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+2.6997P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1225
_reflns_number_gt                7371
_reflns_number_total             10482
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ob01770j2.cif
_cod_data_source_block           catenane
_cod_depositor_comments
'Adding full bibliography for 7154718--7154719.cif.'
_cod_original_cell_volume        5496.5(3)
_cod_original_formula_sum        'C57.50 H61.56 Cl4.50 N4 O10'
_cod_database_code               7154719
_chemical_oxdiff_formula         'C56 H60 N4 O10'
_reflns_odcompleteness_completeness 98.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Rigid bond restraints
 Cl5, C4, Cl6, Cl2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C59A) = Uanis(C59B)
4. Others
 Sof(C61B)=Sof(H61B)=Sof(C1)=Sof(H1A)=Sof(H1B)=1-FVAR(1)
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(C61A)=Sof(H61A)=Sof(H61C)=FVAR(1)
 Sof(O60B)=1-FVAR(2)
 Sof(O60A)=FVAR(2)
 Sof(C59B)=Sof(H59A)=Sof(H59B)=1-FVAR(3)
 Sof(C59A)=Sof(H59C)=Sof(H59D)=FVAR(3)
 Fixed Sof: Cl2(0.5) Cl5(0.5) C4(0.5) H4A(0.5) H4B(0.5) Cl6(0.5)
5.a Ternary CH refined with riding coordinates:
 C2(H2)
5.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C12(H12A,H12B), C16(H16A,H16B), C19(H19A,H19B), C10(H10A,
 H10B), C33(H33A,H33B), C29(H29A,H29B), C22(H22A,H22B), C64(H64A,H64B),
 C72(H72A,H72B), C74(H74A,H74B), C75(H75A,H75B), C51(H51A,H51B), C59B(H59A,
 H59B), C1(H1A,H1B), C3(H3A,H3B), C61A(H61A,H61C), C59A(H59C,H59D), C4(H4A,H4B)
5.c Aromatic/amide H refined with riding coordinates:
 N34(H34), N30(H30), C17(H17), C42(H42), C24(H24), C20(H20), C38(H38),
 C21(H21), C27(H27), C40(H40), C25(H25), C18(H18), C28(H28), C39(H39), N63(H63),
  N50(H50), C67(H67), C71(H71), C70(H70), C68(H68), C46(H46), C48(H48),
 C44(H44), C57(H57), C45(H45), C54(H54), C55(H55), C58(H58), C61B(H61B)
;
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_olex2_computing_structure_solution_long 'ShelXS (Sheldrick, 2008)'
_olex2_submission_special_instructions 'No special instructions were received'