Ethyl 3-ferrocenyl-1-(pyridin-2-ylmethyl)-1<i>H</i>-pyrazole-5-carboxylate
Guzei, Ilia A.; Spencer, Lara C.; Munyaneza, Apollinaire; Darkwa, James; Acta Crystallographica Section E 68 (2012) m35–m36; doi:10.1107/S160053681105238X

data_2233200
_publ_section_title
;
 Ethyl
 3-ferrocenyl-1-(pyridin-2-ylmethyl)-1<i>H</i>-pyrazole-5-carboxylate
;
_journal_coeditor_code           IM2331
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m35
_journal_page_last               m36
_journal_paper_doi               10.1107/S160053681105238X
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Fe (C5 H5) (C17 H16 N3 O2)]'
_chemical_formula_moiety         'C22 H21 Fe N3 O2'
_chemical_formula_sum            'C22 H21 Fe N3 O2'
_chemical_formula_weight         415.27
_chemical_name_systematic
;
Ethyl 3-ferrocenyl-1-(pyridin-2-ylmethyl)-1<i>H</i>-pyrazole-5-carboxylate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                86.6909(8)
_cell_angle_beta                 65.5907(7)
_cell_angle_gamma                63.8778(7)
_cell_formula_units_Z            2
_cell_length_a                   10.3913(2)
_cell_length_b                   10.6343(2)
_cell_length_c                   10.7371(2)
_cell_measurement_reflns_used    9889
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.41
_cell_measurement_theta_min      2.11
_cell_volume                     958.82(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2011)'
_computing_data_collection       'APEX2 (Bruker, 2011)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2011)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008), publCIF (Westrip, 2010) and modiCIFer
(Guzei, 2007)
;
_computing_structure_refinement
;
SHELXTL (Sheldrick, 2008), OLEX2 (Dolomanov <i>et al.</i>,
2009), FCF_filter (Guzei,
2007) and INSerter (Guzei, 2007)
;
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker SMART APEXII area-detector'
_diffrn_measurement_method       '0.50\% \w and 0.5\% \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0113
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19702
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.41
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_T_max  0.8510
_exptl_absorpt_correction_T_min  0.7654
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(SADABS; Bruker, 211)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         3852
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0250
_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^)+(0.0332P)^2^+0.2460P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0679
_reflns_number_gt                3672
_reflns_number_total             3852
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            im2331.cif
_cod_data_source_block           I
_cod_database_code               2233200
_cod_database_fobs_code          2233200