The supramolecular effect of aromaticity on the crystal packing of furan/thiophene carboxamide compounds
Rahmani, M.; Salimi, A.; Mohammadzadeh, S.; Sparkes, H. A.; CrystEngComm 18 (2016) 8953–; doi:10.1039/C6CE01945E

data_7226882
_publ_section_title
;
 The supramolecular effect of aromaticity on the crystal packing of
 furan/thiophene carboxamide compounds
;
_journal_issue                   46
_journal_name_full               CrystEngComm
_journal_page_first              8953
_journal_paper_doi               10.1039/C6CE01945E
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C9 H7 N3 O S'
_chemical_formula_sum            'C9 H7 N3 O S'
_chemical_formula_weight         205.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-07-20
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-09-05 deposited with the CCDC.
2016-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.216(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9507(4)
_cell_length_b                   11.7608(5)
_cell_length_c                   10.1981(4)
_cell_measurement_reflns_used    3185
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.1430
_cell_measurement_theta_min      3.9880
_cell_volume                     894.85(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 10.3620
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.858
_diffrn_measurement_details
;
  1 omega -100.00  -74.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.3196  178.0000  -30.0000 26

  2 omega  -43.00   14.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.3196  -57.0000 -120.0000 57

  3 omega  -70.00   45.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       11.6321  -19.0000   30.0000 115
;
_diffrn_measurement_device       'SuperNova, Dual, Atlas'
_diffrn_measurement_device_type  'SuperNova, Dual, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0350239000
_diffrn_orient_matrix_UB_12      -0.0448716000
_diffrn_orient_matrix_UB_13      -0.0294622000
_diffrn_orient_matrix_UB_21      -0.0660154000
_diffrn_orient_matrix_UB_22      -0.0373505000
_diffrn_orient_matrix_UB_23      0.0076628000
_diffrn_orient_matrix_UB_31      -0.0587941000
_diffrn_orient_matrix_UB_32      0.0152768000
_diffrn_orient_matrix_UB_33      -0.0675025000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.858
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4546
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.858
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.246
_diffrn_reflns_theta_min         3.312
_diffrn_source                   'SuperNova, Dual, Atlas'
_exptl_absorpt_coefficient_mu    0.327
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies, Version 1.171.36.28 
(release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) 
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).
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0312
_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^)+(0.0317P)^2^+0.5035P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0787
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1952
_reflns_number_total             2091
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce01945e2.cif
_cod_data_source_block           IIThiophene
_cod_depositor_comments
'Adding full bibliography for 7226881--7226882.cif.'
_cod_original_cell_volume        894.84(7)
_cod_database_code               7226882
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C9 H7 N3 S1 O1'
_reflns_odcompleteness_completeness 99.74
_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 N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C7(H7), C8(H8), C9(H9)
;
_shelx_res_checksum              18390
_olex2_submission_special_instructions 'No special instructions were received'