#------------------------------------------------------------------------------
#$Date: 2017-03-29 17:58:49 +0300 (Wed, 29 Mar 2017) $
#$Revision: 194591 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/36/4513651.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_4513651
loop_
_publ_author_name
'Böge, Matthias'
'Heck, Jürgen'
_publ_section_title
;
 One-Step Preparation and Crystallization of Almost Insoluble
 Palladium(II) and Platinum(II/IV) Complexes from a Biphasic Solvent
 System
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5280
_journal_paper_doi               10.1021/acs.cgd.5b00797
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C20 H16 Cl2 N2 Pd'
_chemical_formula_sum            'C20 H16 Cl2 N2 Pd'
_chemical_formula_weight         461.65
_chemical_name_systematic
;
 cis-dichlorido{(S)-2,2'-diamino-1,1'-binaphthaline}palladium(II)
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 97.270(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.328(3)
_cell_length_b                   7.4478(13)
_cell_length_c                   12.577(2)
_cell_measurement_reflns_used    5829
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.1
_cell_measurement_theta_min      2.5
_cell_volume                     1795.9(5)
_computing_cell_refinement       'SAINT (Bruker AXS, 1998)'
_computing_data_collection       'SMART (Bruker AXS, 1998)'
_computing_data_reduction        'SAINT (Bruker AXS, 1998)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS, 1998)'
_computing_publication_material  'SHELXTL (Bruker AXS, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker AXS, 1998'
_diffrn_measurement_method       omega-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  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9675
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.12
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.335
_exptl_absorpt_correction_T_max  0.9738
_exptl_absorpt_correction_T_min  0.6105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 1998)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.646
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3953
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0219
_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/[σ²(Fo²)+(0.0202P)²+1.6089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0512
_refine_ls_wR_factor_ref         0.0525
_reflns_number_gt                3786
_reflns_number_total             3953
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00797_si_002.cif
_cod_data_source_block           7
_cod_depositor_comments
;
 Replacing the "&#x0092;" substring with the "'" symbol in the
 _chemical_name_systematic data items value.

 Antanas Vaitkus,
 2017-03-29

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 4513649--4513652.cif.
;
_cod_original_cell_volume        1796.0(5)
_cod_original_sg_symbol_H-M      C2
_cod_database_code               4513651
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-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
Pd1 Pd 0.673045(10) 0.78189(3) 0.477726(13) 0.01891(6) Uani 1 1 d .
Cl1 Cl 0.75934(4) 0.70942(10) 0.61433(6) 0.02769(17) Uani 1 1 d .
Cl2 Cl 0.60906(4) 0.95105(10) 0.58351(5) 0.02611(16) Uani 1 1 d .
N1 N 0.72980(13) 0.6388(4) 0.37620(18) 0.0220(5) Uani 1 1 d .
H1A H 0.6967 0.5786 0.4026 0.026 Uiso 1 1 calc R
H1B H 0.7681 0.6687 0.4179 0.026 Uiso 1 1 calc R
N2 N 0.59391(13) 0.8240(3) 0.35346(18) 0.0236(6) Uani 1 1 d .
H2A H 0.6318 0.8679 0.3310 0.028 Uiso 1 1 calc R
H2B H 0.5722 0.8854 0.3990 0.028 Uiso 1 1 calc R
C1 C 0.66177(13) 0.6425(4) 0.1986(2) 0.0138(5) Uani 1 1 d .
C2 C 0.72126(14) 0.6886(4) 0.2644(2) 0.0175(6) Uani 1 1 d .
C3 C 0.77553(12) 0.7861(6) 0.2253(2) 0.0229(5) Uani 1 1 d .
H3 H 0.8158 0.8188 0.2727 0.027 Uiso 1 1 calc R
C4 C 0.77038(14) 0.8332(4) 0.1202(2) 0.0220(6) Uani 1 1 d .
H4 H 0.8069 0.8997 0.0949 0.026 Uiso 1 1 calc R
C5 C 0.71117(11) 0.7842(5) 0.04801(18) 0.0165(4) Uani 1 1 d .
C6 C 0.70447(14) 0.8305(3) -0.0625(2) 0.0201(6) Uani 1 1 d .
H6 H 0.7403 0.8986 -0.0886 0.024 Uiso 1 1 calc R
C7 C 0.64824(12) 0.7801(6) -0.13182(18) 0.0208(5) Uani 1 1 d .
H7 H 0.6456 0.8099 -0.2057 0.025 Uiso 1 1 calc R
C8 C 0.59375(14) 0.6829(4) -0.0934(2) 0.0169(5) Uani 1 1 d .
H8 H 0.5546 0.6461 -0.1418 0.020 Uiso 1 1 calc R
C9 C 0.59717(13) 0.6415(4) 0.0136(2) 0.0135(5) Uani 1 1 d .
H9 H 0.5593 0.5804 0.0388 0.016 Uiso 1 1 calc R
C10 C 0.65591(13) 0.6881(3) 0.0870(2) 0.0137(5) Uani 1 1 d .
C11 C 0.60182(14) 0.5561(4) 0.2444(2) 0.0156(5) Uani 1 1 d .
C12 C 0.56761(15) 0.6521(4) 0.3159(2) 0.0194(6) Uani 1 1 d .
C13 C 0.50891(15) 0.5806(5) 0.3576(2) 0.0268(8) Uani 1 1 d .
H13 H 0.4866 0.6482 0.4075 0.032 Uiso 1 1 calc R
C14 C 0.48442(14) 0.4154(5) 0.3265(2) 0.0263(7) Uani 1 1 d .
H14 H 0.4448 0.3692 0.3549 0.032 Uiso 1 1 calc R
C15 C 0.51638(13) 0.3111(4) 0.2531(2) 0.0205(7) Uani 1 1 d .
C16 C 0.48949(15) 0.1435(5) 0.2141(2) 0.0269(7) Uani 1 1 d .
H16 H 0.4484 0.0976 0.2385 0.032 Uiso 1 1 calc R
C17 C 0.52135(16) 0.0467(4) 0.1422(2) 0.0260(7) Uani 1 1 d .
H17 H 0.5020 -0.0645 0.1161 0.031 Uiso 1 1 calc R
C18 C 0.58302(15) 0.1114(4) 0.1063(2) 0.0212(6) Uani 1 1 d .
H18 H 0.6054 0.0429 0.0568 0.025 Uiso 1 1 calc R
C19 C 0.61041(12) 0.2712(6) 0.14234(19) 0.0169(5) Uani 1 1 d .
H19 H 0.6528 0.3109 0.1193 0.020 Uiso 1 1 calc R
C20 C 0.57757(13) 0.3802(4) 0.2132(2) 0.0151(5) Uani 1 1 d .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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
N2 Pd1 N1 90.62(9)
N2 Pd1 Cl1 175.15(7)
N1 Pd1 Cl1 87.10(7)
N2 Pd1 Cl2 87.35(7)
N1 Pd1 Cl2 177.12(7)
Cl1 Pd1 Cl2 95.07(3)
C2 N1 Pd1 117.56(18)
C2 N1 H1A 120.0
Pd1 N1 H1A 64.2
C2 N1 H1B 120.0
Pd1 N1 H1B 88.5
H1A N1 H1B 120.0
C12 N2 Pd1 108.13(16)
C12 N2 H2A 120.0
Pd1 N2 H2A 74.6
C12 N2 H2B 120.0
Pd1 N2 H2B 87.4
H2A N2 H2B 120.0
C2 C1 C10 119.1(2)
C2 C1 C11 120.3(2)
C10 C1 C11 120.5(2)
C1 C2 C3 121.4(2)
C1 C2 N1 120.4(2)
C3 C2 N1 118.2(2)
C4 C3 C2 120.3(2)
C4 C3 H3 119.9
C2 C3 H3 119.9
C3 C4 C5 120.7(3)
C3 C4 H4 119.6
C5 C4 H4 119.6
C4 C5 C6 122.1(3)
C4 C5 C10 119.3(2)
C6 C5 C10 118.6(2)
C7 C6 C5 121.8(3)
C7 C6 H6 119.1
C5 C6 H6 119.1
C6 C7 C8 119.6(2)
C6 C7 H7 120.2
C8 C7 H7 120.2
C9 C8 C7 120.3(2)
C9 C8 H8 119.9
C7 C8 H8 119.9
C8 C9 C10 121.3(2)
C8 C9 H9 119.3
C10 C9 H9 119.3
C9 C10 C5 118.3(2)
C9 C10 C1 122.6(2)
C5 C10 C1 119.1(2)
C12 C11 C20 119.0(3)
C12 C11 C1 118.9(3)
C20 C11 C1 122.0(2)
C11 C12 C13 121.3(3)
C11 C12 N2 119.8(3)
C13 C12 N2 118.8(3)
C14 C13 C12 120.1(3)
C14 C13 H13 120.0
C12 C13 H13 120.0
C13 C14 C15 121.5(3)
C13 C14 H14 119.2
C15 C14 H14 119.2
C14 C15 C16 122.8(3)
C14 C15 C20 118.7(3)
C16 C15 C20 118.5(3)
C17 C16 C15 121.3(3)
C17 C16 H16 119.4
C15 C16 H16 119.4
C16 C17 C18 120.2(3)
C16 C17 H17 119.9
C18 C17 H17 119.9
C19 C18 C17 120.1(3)
C19 C18 H18 119.9
C17 C18 H18 119.9
C18 C19 C20 121.8(3)
C18 C19 H19 119.1
C20 C19 H19 119.1
C19 C20 C11 122.8(3)
C19 C20 C15 118.0(3)
C11 C20 C15 119.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 N2 2.068(2)
Pd1 N1 2.079(2)
Pd1 Cl1 2.3022(8)
Pd1 Cl2 2.3029(8)
N1 C2 1.444(3)
N1 H1A 0.8800
N1 H1B 0.8800
N2 C12 1.435(4)
N2 H2A 0.8800
N2 H2B 0.8800
C1 C2 1.372(4)
C1 C10 1.435(3)
C1 C11 1.502(4)
C2 C3 1.414(4)
C3 C4 1.359(4)
C3 H3 0.9500
C4 C5 1.416(4)
C4 H4 0.9500
C5 C6 1.422(4)
C5 C10 1.423(4)
C6 C7 1.357(4)
C6 H6 0.9500
C7 C8 1.412(4)
C7 H7 0.9500
C8 C9 1.375(3)
C8 H8 0.9500
C9 C10 1.412(4)
C9 H9 0.9500
C11 C12 1.381(4)
C11 C20 1.429(4)
C12 C13 1.413(4)
C13 C14 1.358(5)
C13 H13 0.9500
C14 C15 1.407(4)
C14 H14 0.9500
C15 C16 1.416(5)
C15 C20 1.437(4)
C16 C17 1.363(5)
C16 H16 0.9500
C17 C18 1.412(4)
C17 H17 0.9500
C18 C19 1.357(5)
C18 H18 0.9500
C19 C20 1.414(4)
C19 H19 0.9500
