#------------------------------------------------------------------------------
#$Date: 2017-09-02 07:31:47 +0300 (Sat, 02 Sep 2017) $
#$Revision: 200114 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/65/7056580.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_7056580
loop_
_publ_author_name
'Singh, Ajai kumar'
'Singh, Mahabir Pratap'
'Saleem, Fariha'
'Pal, Ram Sahay'
_publ_section_title
;
 Palladacycles having normal and spiro chelate rings designed from bi- and
 tridentate ligands with indole core: structure, synthesis and
 applications as catalysts
;
_journal_name_full               'New J. Chem.'
_journal_paper_doi               10.1039/C7NJ02116J
_journal_year                    2017
_chemical_formula_moiety         'C12 H9 N O'
_chemical_formula_sum            'C12 H9 N O'
_chemical_formula_weight         183.20
_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_block_doi                 10.5517/ccdc.csd.cc1n5cw2
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-12-26 deposited with the CCDC.
2017-09-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 114.881(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5285(18)
_cell_length_b                   15.890(3)
_cell_length_c                   7.5691(16)
_cell_measurement_reflns_used    1627
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      2.93
_cell_volume                     930.5(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0291
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8759
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             384.0
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1627
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0537P)²+0.1519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1106
_reflns_number_gt                1358
_reflns_number_total             1627
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7nj02116j2.cif
_cod_data_source_block           B
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7056580
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.34855(15) 0.07537(7) 0.64231(16) 0.0431(3) Uani 1 1 d .
O1 O 0.33001(16) -0.20584(7) 0.49057(18) 0.0668(4) Uani 1 1 d .
C11 C 0.24694(19) 0.01487(9) 0.5260(2) 0.0450(4) Uani 1 1 d .
H11 H 0.1361 0.0237 0.4296 0.054 Uiso 1 1 calc R
C5 C 0.6478(2) 0.07710(10) 0.9123(2) 0.0494(4) Uani 1 1 d .
H5 H 0.6500 0.1343 0.9395 0.059 Uiso 1 1 calc R
C10 C 0.32914(18) -0.06171(9) 0.5688(2) 0.0425(4) Uani 1 1 d .
C4 C 0.50395(17) 0.03937(9) 0.76816(19) 0.0407(4) Uani 1 1 d .
C9 C 0.49653(18) -0.04686(9) 0.72539(19) 0.0408(4) Uani 1 1 d .
C2 C 0.1507(2) 0.18943(9) 0.4799(2) 0.0532(4) Uani 1 1 d .
C8 C 0.6398(2) -0.09696(10) 0.8307(2) 0.0509(4) Uani 1 1 d .
H8 H 0.6386 -0.1543 0.8057 0.061 Uiso 1 1 calc R
C7 C 0.7825(2) -0.05980(11) 0.9722(2) 0.0587(5) Uani 1 1 d .
H7 H 0.8792 -0.0925 1.0428 0.070 Uiso 1 1 calc R
C3 C 0.3142(2) 0.16571(9) 0.6380(2) 0.0551(4) Uani 1 1 d .
H3A H 0.3131 0.1822 0.7609 0.066 Uiso 1 1 calc R
H3B H 0.4070 0.1961 0.6243 0.066 Uiso 1 1 calc R
C1 C 0.0189(2) 0.20938(11) 0.3541(3) 0.0667(5) Uani 1 1 d .
H1 H -0.0859 0.2252 0.2542 0.080 Uiso 1 1 calc R
C12 C 0.2583(2) -0.13750(10) 0.4650(2) 0.0522(4) Uani 1 1 d .
H12 H 0.1462 -0.1346 0.3680 0.063 Uiso 1 1 calc R
C6 C 0.7861(2) 0.02597(11) 1.0124(2) 0.0574(5) Uani 1 1 d .
H6 H 0.8850 0.0490 1.1096 0.069 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0414(7) 0.0374(7) 0.0433(7) 0.0012(5) 0.0107(5) 0.0011(5)
O1 0.0718(8) 0.0405(7) 0.0778(9) -0.0055(6) 0.0216(7) -0.0026(6)
C11 0.0394(8) 0.0459(9) 0.0415(8) 0.0011(6) 0.0091(6) -0.0012(6)
C5 0.0481(9) 0.0484(9) 0.0461(8) -0.0035(7) 0.0144(7) -0.0038(7)
C10 0.0424(8) 0.0400(8) 0.0410(8) 0.0022(6) 0.0135(7) -0.0023(6)
C4 0.0405(8) 0.0410(8) 0.0384(7) 0.0033(6) 0.0144(6) 0.0010(6)
C9 0.0426(8) 0.0393(8) 0.0404(8) 0.0039(6) 0.0171(7) 0.0004(6)
C2 0.0566(10) 0.0388(8) 0.0620(10) 0.0052(7) 0.0230(9) 0.0071(7)
C8 0.0518(9) 0.0427(8) 0.0556(9) 0.0085(7) 0.0200(8) 0.0079(7)
C7 0.0431(9) 0.0652(11) 0.0563(10) 0.0138(8) 0.0097(8) 0.0104(8)
C3 0.0545(10) 0.0381(8) 0.0621(10) 0.0003(7) 0.0143(8) 0.0046(7)
C1 0.0611(11) 0.0504(10) 0.0729(12) 0.0123(9) 0.0129(10) 0.0109(9)
C12 0.0528(9) 0.0440(9) 0.0526(9) -0.0004(7) 0.0152(8) -0.0073(7)
C6 0.0421(9) 0.0686(11) 0.0484(9) 0.0004(8) 0.0063(7) -0.0043(8)
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
C11 N1 C4 108.70(12)
C11 N1 C3 128.25(12)
C4 N1 C3 122.96(12)
N1 C11 C10 110.76(13)
C6 C5 C4 116.70(15)
C11 C10 C12 124.22(14)
C11 C10 C9 106.26(12)
C12 C10 C9 129.43(14)
C5 C4 N1 129.32(14)
C5 C4 C9 122.82(13)
N1 C4 C9 107.85(12)
C8 C9 C4 118.83(13)
C8 C9 C10 134.74(14)
C4 C9 C10 106.42(12)
C1 C2 C3 179.11(19)
C7 C8 C9 118.51(15)
C8 C7 C6 121.47(15)
C2 C3 N1 112.74(13)
O1 C12 C10 126.59(16)
C5 C6 C7 121.66(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C11 1.3449(18)
N1 C4 1.3888(17)
N1 C3 1.4628(19)
O1 C12 1.2211(19)
C11 C10 1.373(2)
C5 C6 1.369(2)
C5 C4 1.389(2)
C10 C12 1.426(2)
C10 C9 1.4403(19)
C4 C9 1.403(2)
C9 C8 1.394(2)
C2 C1 1.171(2)
C2 C3 1.454(2)
C8 C7 1.371(2)
C7 C6 1.394(3)
