#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/29/1512978.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1512978
loop_
_publ_author_name
'P. Mosae Selvakumar'
'E. Suresh'
'P.S. Subramanian'
_publ_section_title
;
 Synthesis, spectral characterization and structural investigation on some
 4-aminoantipyrine containing Schiff base Cu(II) complexes and their
 molecular association
;
_journal_issue                   4
_journal_name_full               Polyhedron
_journal_page_first              749
_journal_page_last               756
_journal_paper_doi               10.1016/j.poly.2006.09.004
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C19 H21 N3 O4'
_chemical_formula_weight         355.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 109.953(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9443(16)
_cell_length_b                   6.8950(8)
_cell_length_c                   19.390(2)
_cell_measurement_temperature    100(2)
_cell_volume                     1752.4(3)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    ORTEP,PLATON
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.854
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'omega-phi scan'
_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  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9822
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4028
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0534
_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/[σ²(Fo²)+(0.0715P)²+0.7079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1443
_reflns_number_gt                3412
_reflns_number_total             4028
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            2007-749.cif
_cod_data_source_block           subu3m(L1)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0715P)^2^+0.7079P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0715P)^2^+0.7079P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1512978
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
O2 O 0.17126(9) 1.2426(2) 0.47821(7) 0.0227(3) Uani 1 d .
H2A H 0.1696 1.3570 0.4894 0.034 Uiso 1 calc R
O1 O 0.72392(9) 1.17188(18) 0.39024(7) 0.0201(3) Uani 1 d .
O3 O 0.36569(10) 0.79550(18) 0.39858(8) 0.0252(3) Uani 1 d .
H3A H 0.4183 0.7874 0.3888 0.038 Uiso 1 calc R
N3 N 0.53366(10) 0.9142(2) 0.38029(7) 0.0160(3) Uani 1 d .
N1 N 0.76417(11) 0.9013(2) 0.33396(8) 0.0165(3) Uani 1 d .
N2 N 0.71349(11) 0.7305(2) 0.30250(8) 0.0172(3) Uani 1 d .
C11 C 0.42853(12) 1.1227(2) 0.42310(9) 0.0157(3) Uani 1 d .
C13 C 0.32775(13) 1.3551(3) 0.46392(9) 0.0184(4) Uani 1 d .
H13 H 0.3186 1.4802 0.4785 0.022 Uiso 1 calc R
C14 C 0.25609(12) 1.2096(3) 0.46028(9) 0.0173(4) Uani 1 d .
C12 C 0.41216(13) 1.3091(2) 0.44548(9) 0.0170(3) Uani 1 d .
H12 H 0.4599 1.4054 0.4480 0.020 Uiso 1 calc R
C10 C 0.52014(13) 1.0808(2) 0.40599(9) 0.0165(3) Uani 1 d .
H10 H 0.5700 1.1759 0.4137 0.020 Uiso 1 calc R
C7 C 0.63039(12) 0.7138(2) 0.32396(9) 0.0164(3) Uani 1 d .
C15 C 0.26910(13) 1.0237(3) 0.43769(10) 0.0195(4) Uani 1 d .
H15 H 0.2206 0.9285 0.4349 0.023 Uiso 1 calc R
C9 C 0.70430(12) 1.0038(3) 0.36635(9) 0.0162(3) Uani 1 d .
C16 C 0.35457(13) 0.9794(3) 0.41918(9) 0.0172(3) Uani 1 d .
C18 C 0.56653(14) 0.5360(3) 0.30797(10) 0.0213(4) Uani 1 d .
H18A H 0.5470 0.5058 0.2567 0.032 Uiso 1 calc R
H18B H 0.5065 0.5572 0.3206 0.032 Uiso 1 calc R
H18C H 0.6048 0.4298 0.3363 0.032 Uiso 1 calc R
C1 C 0.91490(13) 1.0915(3) 0.34490(9) 0.0185(4) Uani 1 d .
H1 H 0.9330 1.0857 0.3957 0.022 Uiso 1 calc R
C2 C 0.97457(13) 1.1941(3) 0.31335(10) 0.0216(4) Uani 1 d .
H2 H 1.0325 1.2588 0.3430 0.026 Uiso 1 calc R
C4 C 0.86180(13) 1.1040(3) 0.19346(10) 0.0207(4) Uani 1 d .
H4 H 0.8446 1.1073 0.1427 0.025 Uiso 1 calc R
C8 C 0.61938(12) 0.8782(2) 0.36039(9) 0.0157(3) Uani 1 d .
C17 C 0.77645(14) 0.5682(3) 0.29472(11) 0.0237(4) Uani 1 d .
H17A H 0.8166 0.5210 0.3424 0.035 Uiso 1 calc R
H17B H 0.8208 0.6109 0.2693 0.035 Uiso 1 calc R
H17C H 0.7333 0.4661 0.2673 0.035 Uiso 1 calc R
C6 C 0.82784(12) 0.9973(2) 0.30019(9) 0.0162(3) Uani 1 d .
C5 C 0.80071(13) 1.0021(3) 0.22442(9) 0.0186(4) Uani 1 d .
H5 H 0.7425 0.9382 0.1948 0.022 Uiso 1 calc R
C3 C 0.94825(13) 1.2009(3) 0.23754(10) 0.0214(4) Uani 1 d .
H3 H 0.9884 1.2700 0.2164 0.026 Uiso 1 calc R
O4 O 0.14302(10) 0.8877(2) 1.00644(8) 0.0339(4) Uani 1 d .
H4A H 0.1802 0.8115 1.0361 0.051 Uiso 1 calc R
C19 C 0.05037(14) 0.7944(3) 0.96652(11) 0.0289(4) Uani 1 d .
H19A H 0.0089 0.7821 0.9969 0.043 Uiso 1 calc R
H19B H 0.0646 0.6679 0.9517 0.043 Uiso 1 calc R
H19C H 0.0147 0.8698 0.9238 0.043 Uiso 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C14 O2 H2A 109.5
C16 O3 H3A 109.5
C10 N3 C8 121.03(15)
C9 N1 N2 109.33(13)
C9 N1 C6 122.07(14)
N2 N1 C6 119.23(13)
C7 N2 N1 107.05(13)
C7 N2 C17 124.73(15)
N1 N2 C17 117.19(14)
C12 C11 C16 117.78(15)
C12 C11 C10 120.12(15)
C16 C11 C10 122.09(16)
C12 C13 C14 118.70(16)
C12 C13 H13 120.7
C14 C13 H13 120.7
O2 C14 C15 117.00(15)
O2 C14 C13 122.34(16)
C15 C14 C13 120.66(15)
C13 C12 C11 122.35(16)
C13 C12 H12 118.8
C11 C12 H12 118.8
N3 C10 C11 121.33(15)
N3 C10 H10 119.3
C11 C10 H10 119.3
N2 C7 C8 110.08(15)
N2 C7 C18 121.20(15)
C8 C7 C18 128.72(15)
C14 C15 C16 120.04(16)
C14 C15 H15 120.0
C16 C15 H15 120.0
O1 C9 N1 123.38(15)
O1 C9 C8 131.38(16)
N1 C9 C8 105.14(14)
O3 C16 C15 118.45(15)
O3 C16 C11 121.08(15)
C15 C16 C11 120.47(16)
C7 C18 H18A 109.5
C7 C18 H18B 109.5
H18A C18 H18B 109.5
C7 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C2 C1 C6 119.51(16)
C2 C1 H1 120.2
C6 C1 H1 120.2
C1 C2 C3 120.23(16)
C1 C2 H2 119.9
C3 C2 H2 119.9
C3 C4 C5 120.60(16)
C3 C4 H4 119.7
C5 C4 H4 119.7
C7 C8 N3 123.05(15)
C7 C8 C9 107.76(14)
N3 C8 C9 128.94(15)
N2 C17 H17A 109.5
N2 C17 H17B 109.5
H17A C17 H17B 109.5
N2 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C5 C6 C1 120.94(15)
C5 C6 N1 120.52(15)
C1 C6 N1 118.48(15)
C6 C5 C4 118.98(16)
C6 C5 H5 120.5
C4 C5 H5 120.5
C4 C3 C2 119.73(16)
C4 C3 H3 120.1
C2 C3 H3 120.1
C19 O4 H4A 109.5
O4 C19 H19A 109.5
O4 C19 H19B 109.5
H19A C19 H19B 109.5
O4 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O2 C14 1.361(2)
O2 H2A 0.8200
O1 C9 1.243(2)
O3 C16 1.354(2)
O3 H3A 0.8200
N3 C10 1.291(2)
N3 C8 1.398(2)
N1 C9 1.396(2)
N1 N2 1.401(2)
N1 C6 1.432(2)
N2 C7 1.363(2)
N2 C17 1.462(2)
C11 C12 1.400(2)
C11 C16 1.412(2)
C11 C10 1.454(2)
C13 C12 1.379(2)
C13 C14 1.400(2)
C13 H13 0.9300
C14 C15 1.387(2)
C12 H12 0.9300
C10 H10 0.9300
C7 C8 1.372(2)
C7 C18 1.485(2)
C15 C16 1.391(2)
C15 H15 0.9300
C9 C8 1.440(2)
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C1 C2 1.384(2)
C1 C6 1.389(2)
C1 H1 0.9300
C2 C3 1.389(3)
C2 H2 0.9300
C4 C3 1.388(3)
C4 C5 1.389(2)
C4 H4 0.9300
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C6 C5 1.387(2)
C5 H5 0.9300
C3 H3 0.9300
O4 C19 1.414(2)
O4 H4A 0.8200
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
