Bis-urea macrocycles with a deep cavity
Guobao Huang; Zhenfeng He; Chen-Xi Cai; Fangfang Pan; Dingqiao Yang; Kari Rissanen; Wei Jiang; Chem.Commun. 51 (2015) 15490–; doi:10.1039/C5cc06768E

data_7117968
_publ_section_title
;
 Bis-urea macrocycles with a deep cavity
;
_journal_name_full               Chem.Commun.
_journal_page_first              15490
_journal_paper_doi               10.1039/C5cc06768E
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C68 H72 N4 O10, C4 H8 O2, 2(C H Cl3)'
_chemical_formula_sum            'C74 H82 Cl6 N4 O12'
_chemical_formula_weight         1432.13
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-07-27
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-08-09 deposited with the CCDC.
2015-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                78.03(3)
_cell_angle_beta                 69.89(3)
_cell_angle_gamma                65.52(3)
_cell_formula_units_Z            1
_cell_length_a                   11.992(4)
_cell_length_b                   12.642(5)
_cell_length_c                   13.390(4)
_cell_measurement_reflns_used    569
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      20.2030
_cell_measurement_theta_min      3.6360
_cell_volume                     1729.8(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0053
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
  1 omega  -42.00   56.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.7586   37.0000    0.0000 98

  2 omega  -83.00    9.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.7586  -37.0000 -180.0000 92

  3 omega  -19.00   25.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.7586  -99.0000  120.0000 44

  4 omega  -11.00   86.00   1.0000   65.0000
omega____ theta____ kappa____ phi______ frames
    -       17.9305   77.0000   90.0000 97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0059419000
_diffrn_orient_matrix_UB_12      -0.0520846000
_diffrn_orient_matrix_UB_13      -0.0170566000
_diffrn_orient_matrix_UB_21      0.0673291000
_diffrn_orient_matrix_UB_22      -0.0211828000
_diffrn_orient_matrix_UB_23      -0.0098873000
_diffrn_orient_matrix_UB_31      -0.0065177000
_diffrn_orient_matrix_UB_32      -0.0257177000
_diffrn_orient_matrix_UB_33      0.0530273000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1157
_diffrn_reflns_av_unetI/netI     0.3715
_diffrn_reflns_laue_measured_fraction_full 0.990
_diffrn_reflns_laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9961
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.248
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_min         3.222
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.314
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.1123
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.0616
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         6199
_refine_ls_number_restraints     330
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.3169
_refine_ls_R_factor_gt           0.1110
_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^)+(0.0999P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2243
_refine_ls_wR_factor_ref         0.3446
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                1655
_reflns_number_total             6199
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc06768e2.cif
_cod_data_source_block           4@1-anti
_cod_original_cell_volume        1729.7(11)
_cod_database_code               7117968
_chemical_oxdiff_formula         'C50 H50 O6 N4'
_reflns_odcompleteness_completeness 96.38
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Sof(H11C)=Sof(H11D)=Sof(C12B)=Sof(H12C)=Sof(H12D)=Sof(C13B)=Sof(H13C)=
 Sof(H13D)=Sof(C14B)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(1)
 Fixed Sof: C28(0.5) H28A(0.5) H28B(0.5) C28B(0.5) H28C(0.5) H28D(0.5)
 C29(0.5) H29A(0.5) H29B(0.5) C29B(0.5) H29C(0.5) H29D(0.5) C30(0.5) H30A(0.5)
 H30B(0.5) C30B(0.5) H30C(0.5) H30D(0.5) H31D(0.5) H31E(0.5) H31F(0.5)
 H31A(0.5) H31B(0.5) H31C(0.5) O4(0.5) O4B(0.5)
4.a Ternary CH refined with riding coordinates:
 C15(H15), C17(H17), C37(H37)
4.b Secondary CH2 refined with riding coordinates:
 C11(H11C,H11D), C11(H11A,H11B), C12(H12A,H12B), C12B(H12C,H12D), C13(H13A,
 H13B), C13B(H13C,H13D), C16(H16A,H16B), C28(H28A,H28B), C28B(H28C,H28D),
 C29(H29A,H29B), C29B(H29C,H29D), C30(H30A,H30B), C30B(H30C,H30D), C32(H32A,
 H32B), C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B)
4.c Me refined with riding coordinates:
 C31(H31D,H31E,H31F), C31(H31A,H31B,H31C)
4.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C20(H20), C21(H21), C26(H26), C27(H27),
 N1(H1), N2(H2)
4.e Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C14B(H14D,H14E,H14F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'