Diethyl 2,5-bis[(1<i>E</i>)-(1<i>H</i>-pyrrol-2-ylmethylidene)amino]thiophene-3,4-dicarboxylate
Dufresne, Stéphane; Skene, W. G.; Acta Crystallographica Section E 67 (2011) o2302–; doi:10.1107/S1600536811031576

data_2231783
_publ_section_title
;
 Diethyl
 2,5-bis[(1<i>E</i>)-(1<i>H</i>-pyrrol-2-ylmethylidene)amino]thiophene-3,4-dicarboxylate
;
_journal_coeditor_code           ZQ2118
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2302
_journal_paper_doi               10.1107/S1600536811031576
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C20 H20 N4 O4 S'
_chemical_formula_moiety         'C20 H20 N4 O4 S'
_chemical_formula_sum            'C20 H20 N4 O4 S'
_chemical_formula_weight         412.46
_chemical_melting_point          483(2)
_chemical_name_systematic
'Diethyl 2,5-bis[(1<i>E</i>)-(1<i>H</i>-pyrrol-2-ylmethylidene)amino]thiophene-3,4-dicarboxylate'
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.898(3)
_cell_length_b                   12.643(3)
_cell_length_c                   9.4220(19)
_cell_measurement_reflns_used    4515
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      70.64
_cell_measurement_theta_min      4.38
_cell_volume                     2012.9(7)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'UdMX (Marris, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker SMART 6000'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'Montel 200 optics'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0143
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            17313
_diffrn_reflns_theta_full        66.56
_diffrn_reflns_theta_max         66.56
_diffrn_reflns_theta_min         4.37
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_time  1080
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.154
_refine_ls_abs_structure_details 'Flack (1983), 1275 Friedel pairs'
_refine_ls_abs_structure_Flack   0.085(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3040
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0238
_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^)+(0.0475P)^2^+0.2939P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0644
_reflns_number_gt                3004
_reflns_number_total             3040
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            zq2118.cif
_cod_data_source_block           I
_cod_database_code               2231783
_cod_database_fobs_code          2231783