Stability and solid-state polymerization reactivity of imidazolyl- and benzimidazolyl-substituted diacetylenes: pivotal role of lattice water
Fahsi, Karim; Deschamps, Jérôme; Chougrani, Kamel; Viau, Lydie; Boury, Bruno; Vioux, André; van der Lee, Arie; Dutremez, Sylvain G.; CrystEngComm 15 (2013) 4261–; doi:10.1039/c3ce27057b

data_7210088
_publ_section_title
;
 Stability and solid-state polymerization reactivity of imidazolyl- and
 benzimidazolyl-substituted diacetylenes: pivotal role of lattice water
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              4261
_journal_paper_doi               10.1039/c3ce27057b
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C12 H10 N4, H2 O'
_chemical_formula_sum            'C12 H12 N4 O'
_chemical_formula_weight         228.26
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.3530(3)
_cell_length_b                   12.3146(3)
_cell_length_c                   9.4233(2)
_cell_measurement_reflns_used    8739
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      29.0981
_cell_measurement_theta_min      2.9171
_cell_volume                     1201.41(5)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      173.1
_diffrn_detector_area_resol_mean 8.4205
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details
;
1 omega 2.00 100.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- 19.2538 77.0000 90.0000 98
2 omega -15.00 101.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- 19.2538 77.0000 -150.0000 116
3 omega -19.00 84.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- 19.2538 77.0000 0.0000 103
4 omega -58.00 66.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- -22.5351 77.0000 90.0000 124
5 omega -60.00 46.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- -22.5351 77.0000 -150.0000 106
6 omega -61.00 49.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- -22.5351 77.0000 -30.0000 110
7 omega 34.00 118.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- 19.2538 179.0000 0.0000 84
8 omega -27.00 21.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- 19.2538 104.0000 6.0000 48
9 omega -113.00 14.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- -22.5351 -38.0000 -180.0000 127
10 omega -59.00 67.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- -22.5351 38.0000 -180.0000 126
11 omega -119.00 -32.00 1.0000 30.0000
omega____ theta____ kappa____ phi______ frames
- -22.5351 179.0000 -150.0000 87
;
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       \w
_diffrn_orient_matrix_UB_11      -0.0473473000
_diffrn_orient_matrix_UB_12      -0.0394200000
_diffrn_orient_matrix_UB_13      0.0175250000
_diffrn_orient_matrix_UB_21      -0.0327926000
_diffrn_orient_matrix_UB_22      0.0388599000
_diffrn_orient_matrix_UB_23      0.0423000000
_diffrn_orient_matrix_UB_31      -0.0371117000
_diffrn_orient_matrix_UB_32      0.0159365000
_diffrn_orient_matrix_UB_33      -0.0597310000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_av_sigmaI/netI    0.0827
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            24150
_diffrn_reflns_theta_full        27.704
_diffrn_reflns_theta_max         29.162
_diffrn_reflns_theta_min         3.309
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            transparent
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9727
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1546
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.0002088
_refine_ls_shift/su_mean         0.0000261
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
462. 756. 465. 192. 40.6
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1093
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1093
_reflns_limit_h_max              14
_reflns_limit_h_min              0
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                1262
_reflns_number_total             1546
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.53
_oxford_diffrn_Wilson_scale      0.07
_oxford_refine_ls_r_factor_ref   0.0540
_oxford_refine_ls_scale          3.23(5)
_oxford_reflns_number_all        1546
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            c3ce27057b.txt
_cod_data_source_block           2
_cod_original_sg_symbol_Hall     ' -P 2n 2ab '
_cod_original_sg_symbol_H-M      'P b c n '
_cod_database_code               7210088
_cell_oxdiff_length_a            9.4245(3)
_cell_oxdiff_length_b            10.3524(3)
_cell_oxdiff_length_c            12.3138(4)
_cell_oxdiff_angle_alpha         90.010(3)
_cell_oxdiff_angle_beta          90.014(2)
_cell_oxdiff_angle_gamma         89.998(2)
_cell_oxdiff_volume              1201.41(6)
_montpellier_reflns_maxres       0.73
_montpellier_reflns_completeness_maxres 99.8
_iucr_refine_instruction_details_constraints
;
BLOCK
CONT SCALE
CONT O ( 1 ,X'S,U'S)
CONT H ( 11 ,X'S)
CONT N ( 2 ,X'S,U'S) UNTIL C ( 3 )
CONT H ( 31 ,X'S)
CONT N ( 4 ,X'S,U'S) UNTIL C ( 5 )
CONT H ( 51 ,X'S)
CONT C ( 6 ,X'S,U'S)
CONT H ( 61 ,X'S)
CONT C ( 7 ,X'S,U'S)
CONT H ( 71 ,X'S) UNTIL H ( 72 )
CONT C ( 8 ,X'S,U'S) UNTIL C ( 9 )
END
;
_iucr_refine_instruction_details_restraints
;
NO
REM HREST START (DO NOT REMOVE THIS LINE)
ANGLE 108 , .1 = H(11) TO O(1) TO H(11,-2,1,2,0,1)
REM HREST END (DO NOT REMOVE THIS LINE)
END
;