Solid state halogen bonded networks vs. dynamic assemblies in solution: explaining N⋯X interactions of multivalent building blocks
Tero, Tiia-Riikka; Salorinne, Kirsi; Malola, Sami; Häkkinen, Hannu; Nissinen, Maija; CrystEngComm 17 (2015) 8231–; doi:10.1039/C5CE01144B

data_7235879
_publ_section_title
;
 Solid state halogen bonded networks vs. dynamic assemblies in solution:
 explaining N&#x22EF;X interactions of multivalent building blocks
;
_journal_issue                   43
_journal_name_full               CrystEngComm
_journal_page_first              8231
_journal_paper_doi               10.1039/C5CE01144B
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C60 H60 N4 O8, 1.5(C6 F4 I2), C H Cl3'
_chemical_formula_sum            'C70 H60 Cl3 D F6 I3 N4 O8'
_chemical_formula_weight         1688.28
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-08-26
_audit_creation_method
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_audit_update_record
;
2015-01-22 deposited with the CCDC.
2015-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                88.043(3)
_cell_angle_beta                 82.996(2)
_cell_angle_gamma                84.693(2)
_cell_formula_units_Z            2
_cell_length_a                   13.0454(3)
_cell_length_b                   13.7948(5)
_cell_length_c                   20.6219(7)
_cell_measurement_reflns_used    11508
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      30.2070
_cell_measurement_theta_min      2.4520
_cell_volume                     3666.6(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.31 
(release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.31 
(release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.31
(release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      170.15(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0053
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -46.00   42.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408  -57.0000   90.0000 88

  2 omega   53.00   81.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408 -126.0000   17.0000 28

  3 omega   21.00   64.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408  -99.0000 -120.0000 43

  4 omega   46.00  100.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408 -178.0000  120.0000 54

  5 omega   34.00   65.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408  -99.0000  150.0000 31

  6 omega  -34.00   38.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408  -57.0000  -60.0000 72

  7 omega  -17.00   96.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408   19.0000  -90.0000 113
;
_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      -0.0154223000
_diffrn_orient_matrix_UB_12      -0.0407473000
_diffrn_orient_matrix_UB_13      0.0194468000
_diffrn_orient_matrix_UB_21      -0.0012833000
_diffrn_orient_matrix_UB_22      0.0273975000
_diffrn_orient_matrix_UB_23      0.0286199000
_diffrn_orient_matrix_UB_31      -0.0527768000
_diffrn_orient_matrix_UB_32      0.0160340000
_diffrn_orient_matrix_UB_33      -0.0020670000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            30106
_diffrn_reflns_theta_full        26.70
_diffrn_reflns_theta_max         26.70
_diffrn_reflns_theta_min         1.96
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.457
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 
CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) 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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1674
_exptl_crystal_size_max          0.1496
_exptl_crystal_size_mid          0.1269
_exptl_crystal_size_min          0.0279
_platon_squeeze_details
;

;
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     855
_refine_ls_number_reflns         15519
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0354P)^2^+2.1253P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0935
_reflns_number_gt                12295
_reflns_number_total             15519
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce01144b2.cif
_cod_data_source_block           1-B
_cod_database_code               7235879
_chemical_oxdiff_formula         'C60 H60 O4 N4'
_reflns_odcompleteness_completeness 99.96
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14), C21(H21), C28(H28), C300(D300)
2.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C51(H51A,H51B), C61(H61A,H61B), C71(H71A,H71B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C9(H9), C12(H12), C16(H16), C19(H19), C23(H23), C26(H26),
 C43(H43), C44(H44), C45(H45), C46(H46), C53(H53), C54(H54), C55(H55), C56(H56),
  C63(H63), C64(H64), C65(H65), C66(H66), C73(H73), C74(H74), C75(H75), C76(H76)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C36(H36A,
 H36B,H36C)
;
_ins_header
;
TITL 1-B
REM P-1 (#2 in standard setting)
CELL 0.71073  13.045385  13.794779  20.621891  88.0431  82.9962  84.6929
ZERR    3.00   0.000315   0.000453   0.000732   0.0028   0.0024   0.0023
LATT  1
SFAC C H N O
UNIT 180.00 180.00 12.00 12.00
TREF
HKLF 4
END
;
_olex2_submission_special_instructions 'No special instructions were received'