#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/28/1512883.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_1512883
loop_
_publ_author_name
'Ana S.D. Ferreira'
'M. Fernanda N.N. Carvalho'
'Adelino M. Galvao'
'Luis F. Veiros'
_publ_section_title
;
 Tuning structure and properties of Pd and Pt camphor derived complexes
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              169
_journal_page_last               175
_journal_paper_doi               10.1016/j.ica.2012.10.036
_journal_volume                  395
_journal_year                    2013
_chemical_formula_sum            'C22 H24 N2 O'
_chemical_formula_weight         332.43
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.9147(6)
_cell_length_b                   12.4968(9)
_cell_length_c                   21.382(2)
_cell_measurement_temperature    173
_cell_volume                     1847.7(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6489
_diffrn_reflns_theta_full        24.19
_diffrn_reflns_theta_max         24.19
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.945
_exptl_absorpt_correction_T_min  0.938
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.841
_refine_diff_density_min         -0.772
_refine_diff_density_rms         0.296
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   4(2)
_refine_ls_extinction_coef       0.099(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.214
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.214
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0.046
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0933P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1506
_reflns_number_gt                2550
_reflns_number_total             2877
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-395-169-175-3.cif
_cod_data_source_block           161as_laranja
_cod_original_cell_volume        1847.6(3)
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               1512883
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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 0.9573(3) 0.45093(17) 0.16016(10) 0.0245(6) Uani 1 1 d .
N2 N 0.9887(3) 0.47884(18) 0.09948(11) 0.0258(6) Uani 1 1 d .
C21 C 1.1228(4) 0.5612(2) 0.08213(12) 0.0227(6) Uani 1 1 d .
C22 C 1.2863(4) 0.5362(2) 0.04834(13) 0.0276(7) Uani 1 1 d .
H22 H 1.3072 0.4664 0.0348 0.033 Uiso 1 1 calc R
C23 C 1.4192(4) 0.6155(2) 0.03464(14) 0.0324(8) Uani 1 1 d .
H23 H 1.5287 0.5992 0.0112 0.039 Uiso 1 1 calc R
C24 C 1.3899(4) 0.7182(2) 0.05552(14) 0.0319(7) Uani 1 1 d .
H24 H 1.4818 0.7707 0.0474 0.038 Uiso 1 1 calc R
C25 C 1.2248(5) 0.7438(2) 0.08855(14) 0.0313(7) Uani 1 1 d .
H25 H 1.2045 0.8137 0.1021 0.038 Uiso 1 1 calc R
C26 C 1.0907(4) 0.6658(2) 0.10129(13) 0.0283(7) Uani 1 1 d .
H26 H 0.9780 0.6831 0.1228 0.034 Uiso 1 1 calc R
C31 C 0.8625(4) 0.4337(2) 0.05499(13) 0.0223(6) Uani 1 1 d .
C32 C 0.8614(4) 0.4712(2) -0.00625(13) 0.0267(7) Uani 1 1 d .
H32 H 0.9406 0.5283 -0.0174 0.032 Uiso 1 1 calc R
C33 C 0.7442(4) 0.4246(2) -0.05043(13) 0.0286(7) Uani 1 1 d .
H33 H 0.7450 0.4505 -0.0912 0.034 Uiso 1 1 calc R
C34 C 0.6254(4) 0.3400(2) -0.03513(14) 0.0326(7) Uani 1 1 d .
H34 H 0.5475 0.3083 -0.0653 0.039 Uiso 1 1 calc R
C35 C 0.6239(4) 0.3030(2) 0.02581(14) 0.0313(7) Uani 1 1 d .
H35 H 0.5435 0.2464 0.0367 0.038 Uiso 1 1 calc R
C36 C 0.7403(4) 0.3493(2) 0.07055(14) 0.0264(7) Uani 1 1 d .
H36 H 0.7372 0.3239 0.1114 0.032 Uiso 1 1 calc R
O1 O 0.8868(3) 0.39932(17) 0.28846(9) 0.0347(6) Uani 1 1 d .
C11 C 1.0823(4) 0.4707(2) 0.20315(13) 0.0230(6) Uani 1 1 d .
C12 C 1.0386(4) 0.4342(2) 0.26835(13) 0.0229(6) Uani 1 1 d .
C13 C 1.2248(4) 0.4502(2) 0.30540(13) 0.0234(7) Uani 1 1 d .
C14 C 1.3642(5) 0.3661(2) 0.27689(15) 0.0324(7) Uani 1 1 d .
H14A H 1.4804 0.3597 0.3020 0.039 Uiso 1 1 calc R
H14B H 1.3022 0.2966 0.2744 0.039 Uiso 1 1 calc R
C15 C 1.4127(5) 0.4081(3) 0.21128(15) 0.0371(8) Uani 1 1 d .
H15A H 1.3762 0.3568 0.1793 0.044 Uiso 1 1 calc R
H15B H 1.5495 0.4239 0.2074 0.044 Uiso 1 1 calc R
C16 C 1.2899(4) 0.5108(2) 0.20667(14) 0.0287(7) Uani 1 1 d .
H16 H 1.3281 0.5608 0.1736 0.034 Uiso 1 1 calc R
C17 C 1.2973(4) 0.5558(2) 0.27371(14) 0.0288(7) Uani 1 1 d .
C171 C 1.1595(6) 0.6494(2) 0.28397(16) 0.0450(9) Uani 1 1 d .
H17A H 1.1693 0.6736 0.3265 0.067 Uiso 1 1 calc R
H17B H 1.0293 0.6267 0.2757 0.067 Uiso 1 1 calc R
H17C H 1.1930 0.7068 0.2562 0.067 Uiso 1 1 calc R
C172 C 1.5006(5) 0.5890(3) 0.29426(18) 0.0457(9) Uani 1 1 d .
H17D H 1.5885 0.5306 0.2876 0.069 Uiso 1 1 calc R
H17E H 1.4990 0.6074 0.3378 0.069 Uiso 1 1 calc R
H17F H 1.5418 0.6497 0.2702 0.069 Uiso 1 1 calc R
C131 C 1.2055(5) 0.4466(2) 0.37485(13) 0.0334(7) Uani 1 1 d .
H13A H 1.3299 0.4578 0.3937 0.050 Uiso 1 1 calc R
H13B H 1.1561 0.3781 0.3873 0.050 Uiso 1 1 calc R
H13C H 1.1182 0.5017 0.3883 0.050 Uiso 1 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
C11 N1 N2 121.7(2)
N1 N2 C31 116.3(2)
N1 N2 C21 122.2(2)
C31 N2 C21 120.9(2)
C22 C21 C26 120.0(3)
C22 C21 N2 120.3(2)
C26 C21 N2 119.7(2)
C21 C22 C23 119.7(2)
C24 C23 C22 120.1(3)
C23 C24 C25 120.3(3)
C26 C25 C24 119.7(3)
C25 C26 C21 120.1(3)
C32 C31 C36 118.5(3)
C32 C31 N2 120.3(2)
C36 C31 N2 121.2(2)
C33 C32 C31 120.5(3)
C32 C33 C34 120.9(3)
C33 C34 C35 119.0(3)
C36 C35 C34 120.6(3)
C35 C36 C31 120.4(3)
N1 C11 C12 118.1(2)
N1 C11 C16 137.1(3)
C12 C11 C16 104.2(2)
O1 C12 C11 127.8(3)
O1 C12 C13 126.3(2)
C11 C12 C13 105.9(2)
C131 C13 C12 116.0(2)
C131 C13 C14 115.3(2)
C12 C13 C14 103.4(2)
C131 C13 C17 119.0(2)
C12 C13 C17 99.0(2)
C14 C13 C17 101.7(2)
C15 C14 C13 105.3(2)
C14 C15 C16 102.9(2)
C11 C16 C17 101.4(2)
C11 C16 C15 104.4(2)
C17 C16 C15 103.1(2)
C171 C17 C172 109.0(3)
C171 C17 C16 113.2(2)
C172 C17 C16 113.4(3)
C171 C17 C13 112.6(3)
C172 C17 C13 113.4(2)
C16 C17 C13 94.8(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C11 1.286(4)
N1 N2 1.361(3)
N2 C31 1.408(4)
N2 C21 1.434(3)
C21 C22 1.377(4)
C21 C26 1.388(4)
C22 C23 1.382(4)
C23 C24 1.374(4)
C24 C25 1.380(4)
C25 C26 1.373(4)
C31 C32 1.391(4)
C31 C36 1.393(4)
C32 C33 1.374(4)
C33 C34 1.378(4)
C34 C35 1.383(4)
C35 C36 1.377(4)
O1 C12 1.215(3)
C11 C12 1.498(4)
C11 C16 1.523(4)
C12 C13 1.525(4)
C13 C131 1.492(4)
C13 C14 1.551(4)
C13 C17 1.567(4)
C14 C15 1.535(4)
C15 C16 1.542(4)
C16 C17 1.541(4)
C17 C171 1.524(4)
C17 C172 1.530(4)
