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_7235877
_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, 3(C H4 O)'
_chemical_formula_sum            'C63 H72 N4 O11'
_chemical_formula_weight         1061.25
_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             2014-09-08
_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                109.783(2)
_cell_angle_beta                 93.6810(16)
_cell_angle_gamma                99.7937(16)
_cell_formula_units_Z            2
_cell_length_a                   13.4616(2)
_cell_length_b                   14.1115(3)
_cell_length_c                   15.8347(4)
_cell_measurement_reflns_used    11205
_cell_measurement_temperature    120
_cell_measurement_theta_max      73.9600
_cell_measurement_theta_min      4.1790
_cell_volume                     2765.08(11)
_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-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details
;
  1 omega  -49.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000  -30.0000 82

  2 omega   42.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6513 -125.0000 -120.0000 56

  3 omega   34.00  100.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -61.0000 -180.0000 66

  4 omega   53.00   91.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -30.0000 -120.0000 38

  5 omega   87.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601   30.0000  -60.0000 91

  6 omega  105.00  145.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601   77.0000    0.0000 40

  7 omega   94.00  154.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  125.0000  -60.0000 60

  8 omega   97.00  161.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601   45.0000 -120.0000 64

  9 omega   94.00  122.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601 -125.0000  120.0000 28

 10 omega  104.00  135.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601 -151.0000   -3.0000 31

 11 omega   49.00  103.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -94.0000  150.0000 54

 12 omega   35.00   62.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601 -125.0000  120.0000 27

 13 omega   25.00  105.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -94.0000   60.0000 80

 14 omega   34.00   86.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -45.0000   60.0000 52

 15 omega   30.00   86.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -30.0000  -60.0000 56

 16 omega   41.00  123.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -77.0000  -90.0000 82

 17 omega  -88.00  -18.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  125.0000    0.0000 70

 18 omega -116.00   -4.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -19.0000  150.0000 112

 19 omega -107.00  -69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513 -151.0000   -3.0000 38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0082375000
_diffrn_orient_matrix_UB_12      -0.0037056000
_diffrn_orient_matrix_UB_13      -0.0986022000
_diffrn_orient_matrix_UB_21      0.0134257000
_diffrn_orient_matrix_UB_22      -0.1124741000
_diffrn_orient_matrix_UB_23      -0.0323052000
_diffrn_orient_matrix_UB_31      -0.1160844000
_diffrn_orient_matrix_UB_32      -0.0371782000
_diffrn_orient_matrix_UB_33      -0.0105613000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19429
_diffrn_reflns_theta_full        74.33
_diffrn_reflns_theta_max         74.33
_diffrn_reflns_theta_min         3.36
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.705
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_correction_T_min  0.900
_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    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1132
_exptl_crystal_size_max          0.2812
_exptl_crystal_size_mid          0.1329
_exptl_crystal_size_min          0.1064
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     717
_refine_ls_number_reflns         10886
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0880P)^2^+1.1880P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1444
_refine_ls_wR_factor_ref         0.1524
_reflns_number_gt                9560
_reflns_number_total             10886
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce01144b2.cif
_cod_data_source_block           1-MeOH
_cod_original_cell_volume        2765.07(10)
_cod_database_code               7235877
_chemical_oxdiff_formula         'C60 H60 N4 O8'
_reflns_odcompleteness_completeness 99.96
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14), C21(H21), C28(H28)
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), C100(H10A,H10B,H10C), C200(H20A,H20B,H20C), C300(H30D,H30E,H30F)
2.e Idealised tetrahedral OH refined as rotating group:
 O100(H100), O200(H200), O300(H300)
;
_ins_header
;
TITL 1-MeOH in P-1 
REM P-1 (#2 in standard setting)
CELL 1.54184  13.461605  14.111470  15.834693 109.7829  93.6810  99.7937
ZERR    2.00   0.000222   0.000324   0.000372   0.0021   0.0016   0.0016
LATT  1
SFAC C H N O
UNIT 120.00 120.00 8.00 16.00
TREF
HKLF 4
END
;
_olex2_submission_special_instructions 'No special instructions were received'