Ethyl 5-amino-1-(4-chloro-2-nitrophenyl)-1<i>H</i>-pyrazole-4-carboxylate
Zia-ur-Rehman, Muhammad; Elsegood, Mark R. J.; Choudary, Jamil Anwar; Fasih Ullah, Muhammad; Siddiqui, Hamid Latif; Acta Crystallographica Section E 65 (2009) o275–o276; doi:10.1107/S1600536809000488

data_2220717
_publ_section_title
;
 Ethyl
 5-amino-1-(4-chloro-2-nitrophenyl)-1<i>H</i>-pyrazole-4-carboxylate
;
_journal_coeditor_code           BT2841
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o275
_journal_page_last               o276
_journal_paper_doi               10.1107/S1600536809000488
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C12 H11 Cl N4 O4'
_chemical_formula_moiety         'C12 H11 Cl N4 O4'
_chemical_formula_sum            'C12 H11 Cl N4 O4'
_chemical_formula_weight         310.70
_chemical_melting_point          435
_chemical_name_common
;
Ethyl 5-amino-1-(4-chloro-2-nitrophenyl)-1<i>H</i>-pyrazole-4-carboxylate
;
_chemical_name_systematic
;
Ethyl 1-(4-chloro-2-nitrophenyl)-5-nitro-4,
5-dihydro-1<i>H</i>-pyrazole-4-carboxylate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   'geom except NH coords freely refined'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   'all non-H atoms found by direct methods'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.5415(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5899(8)
_cell_length_b                   10.2413(9)
_cell_length_c                   15.6633(14)
_cell_measurement_reflns_used    6502
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.55
_cell_measurement_theta_min      2.59
_cell_volume                     1369.0(2)
_computing_cell_refinement       'SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL  (Sheldrick, 2008) and local programs'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\w rotation with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15944
_diffrn_reflns_theta_full        30.56
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.79
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.267
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         4189
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0507P)^2^+0.3692P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.0958
_reflns_number_gt                3588
_reflns_number_total             4189
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bt2841.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2220717
_cod_database_fobs_code          2220717