#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:49:05 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179156 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/17/4311719.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_4311719
loop_
_publ_author_name
'Shane G. Telfer'
'Tomohiro Sato'
'Takunori Harada'
'Reiko Kuroda'
'Julie Lefebvre'
'Daniel B. Leznoff'
_publ_section_title
;
 Mono- and Dinuclear Complexes of Chiral Tri- and Tetradentate Schiff-Base
 Ligands Derived from 1,1'-Binaphthyl-2,2'-diamine
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6168
_journal_page_last               6176
_journal_paper_doi               10.1021/ic049910y
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C33 H24 Cl6 Cu2 N4'
_chemical_formula_weight         816.34
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 97.520(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.0013(13)
_cell_length_b                   13.9969(18)
_cell_length_c                   12.0911(15)
_cell_measurement_reflns_used    5861
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      1.70
_cell_volume                     1678.0(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '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  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0664
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10528
_diffrn_reflns_theta_full        27.89
_diffrn_reflns_theta_max         27.89
_diffrn_reflns_theta_min         1.70
_exptl_absorpt_coefficient_mu    1.776
_exptl_absorpt_correction_T_max  0.8424
_exptl_absorpt_correction_T_min  0.6651
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.696
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.103
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.030(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6310
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0445P)²+0.3184P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1052
_reflns_number_gt                5861
_reflns_number_total             6310
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049910ysi20040122_090530_3.cif
_cod_data_source_block           Fig4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4311719
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6983(4) 0.4501(3) 0.2609(4) 0.0118(9) Uani 1 1 d . . .
C2 C 0.7229(5) 0.5011(3) 0.3573(4) 0.0142(10) Uani 1 1 d . . .
C3 C 0.6452(5) 0.4904(4) 0.4454(4) 0.0158(10) Uani 1 1 d . . .
H3 H 0.6606 0.5293 0.5081 0.019 Uiso 1 1 calc R . .
C4 C 0.5467(5) 0.4223(3) 0.4376(4) 0.0147(10) Uani 1 1 d . . .
H4 H 0.4940 0.4155 0.4950 0.018 Uiso 1 1 calc R . .
C5 C 0.4307(5) 0.2849(4) 0.3379(4) 0.0197(11) Uani 1 1 d . . .
H5 H 0.3797 0.2758 0.3961 0.024 Uiso 1 1 calc R . .
C6 C 0.4152(5) 0.2247(4) 0.2494(4) 0.0214(11) Uani 1 1 d . . .
H6 H 0.3552 0.1738 0.2482 0.026 Uiso 1 1 calc R . .
C7 C 0.4888(5) 0.2384(4) 0.1591(4) 0.0227(12) Uani 1 1 d . . .
H7 H 0.4783 0.1965 0.0989 0.027 Uiso 1 1 calc R . .
C8 C 0.5764(5) 0.3142(4) 0.1608(4) 0.0187(11) Uani 1 1 d . . .
H8 H 0.6215 0.3250 0.0994 0.022 Uiso 1 1 calc R . .
C9 C 0.5994(5) 0.3758(4) 0.2532(4) 0.0150(10) Uani 1 1 d . . .
C10 C 0.5237(5) 0.3616(3) 0.3427(4) 0.0126(9) Uani 1 1 d . . .
C11 C 0.7687(5) 0.4738(3) 0.1621(4) 0.0123(9) Uani 1 1 d . . .
C12 C 0.7266(5) 0.5496(3) 0.0942(4) 0.0114(9) Uani 1 1 d . . .
C13 C 0.7919(5) 0.5761(4) 0.0020(4) 0.0162(10) Uani 1 1 d . . .
H13 H 0.7607 0.6276 -0.0427 0.019 Uiso 1 1 calc R . .
C14 C 0.9017(5) 0.5249(4) -0.0208(4) 0.0171(10) Uani 1 1 d . . .
H14 H 0.9447 0.5421 -0.0816 0.021 Uiso 1 1 calc R . .
C15 C 1.0686(5) 0.3969(4) 0.0260(4) 0.0183(11) Uani 1 1 d . . .
H15 H 1.1134 0.4146 -0.0335 0.022 Uiso 1 1 calc R . .
C16 C 1.1167(6) 0.3237(4) 0.0927(5) 0.0256(12) Uani 1 1 d . . .
H16 H 1.1957 0.2929 0.0802 0.031 Uiso 1 1 calc R . .
C17 C 1.0473(5) 0.2940(4) 0.1808(5) 0.0235(11) Uani 1 1 d . . .
H17 H 1.0799 0.2428 0.2254 0.028 Uiso 1 1 calc R . .
C18 C 0.9326(5) 0.3400(4) 0.2012(4) 0.0194(11) Uani 1 1 d . . .
H18 H 0.8866 0.3182 0.2584 0.023 Uiso 1 1 calc R . .
C19 C 0.8825(5) 0.4196(3) 0.1375(4) 0.0123(9) Uani 1 1 d . . .
N21 N 0.8358(4) 0.5661(3) 0.3763(3) 0.0121(8) Uani 1 1 d . . .
C20 C 0.9511(5) 0.4467(3) 0.0458(4) 0.0136(9) Uani 1 1 d . . .
C22 C 0.9527(5) 0.5316(4) 0.3758(4) 0.0135(10) Uani 1 1 d . . .
H22 H 0.9642 0.4668 0.3629 0.016 Uiso 1 1 calc R . .
C23 C 1.0694(5) 0.5950(4) 0.3956(4) 0.0154(10) Uani 1 1 d . . .
N24 N 1.0375(4) 0.6864(3) 0.4142(3) 0.0161(9) Uani 1 1 d . . .
C25 C 1.1376(5) 0.7499(4) 0.4318(4) 0.0220(10) Uani 1 1 d . . .
H25 H 1.1172 0.8130 0.4467 0.026 Uiso 1 1 calc R . .
C26 C 1.2721(5) 0.7245(4) 0.4284(4) 0.0236(12) Uani 1 1 d . . .
H26 H 1.3398 0.7704 0.4391 0.028 Uiso 1 1 calc R . .
C27 C 1.3030(5) 0.6310(4) 0.4093(5) 0.0258(12) Uani 1 1 d . . .
H27 H 1.3923 0.6126 0.4090 0.031 Uiso 1 1 calc R . .
C28 C 1.1998(5) 0.5638(4) 0.3904(4) 0.0204(11) Uani 1 1 d . . .
H28 H 1.2179 0.5003 0.3749 0.024 Uiso 1 1 calc R . .
N29 N 0.6160(4) 0.6104(3) 0.1130(3) 0.0115(8) Uani 1 1 d . . .
C30 C 0.4967(5) 0.5748(4) 0.1015(4) 0.0160(10) Uani 1 1 d . . .
H30 H 0.4817 0.5104 0.0850 0.019 Uiso 1 1 calc R . .
C31 C 0.3859(5) 0.6391(4) 0.1152(4) 0.0143(9) Uani 1 1 d . . .
N32 N 0.4223(4) 0.7313(3) 0.1355(3) 0.0146(9) Uani 1 1 d . . .
C33 C 0.3269(5) 0.7943(4) 0.1476(4) 0.0163(10) Uani 1 1 d . . .
H33 H 0.3519 0.8577 0.1613 0.020 Uiso 1 1 calc R . .
C34 C 0.1919(5) 0.7707(4) 0.1408(4) 0.0199(11) Uani 1 1 d . . .
H34 H 0.1277 0.8170 0.1502 0.024 Uiso 1 1 calc R . .
C35 C 0.1545(5) 0.6771(4) 0.1197(5) 0.0237(12) Uani 1 1 d . . .
H35 H 0.0644 0.6592 0.1147 0.028 Uiso 1 1 calc R . .
C36 C 0.2532(5) 0.6098(4) 0.1061(5) 0.0242(12) Uani 1 1 d . . .
H36 H 0.2302 0.5463 0.0911 0.029 Uiso 1 1 calc R . .
Cu1 Cu 0.62243(5) 0.75353(4) 0.15637(4) 0.01287(13) Uani 1 1 d . . .
Cu2 Cu 0.83875(5) 0.71107(4) 0.40262(5) 0.01307(13) Uani 1 1 d . . .
Cl1 Cl 0.84900(11) 0.75675(9) 0.19500(9) 0.0151(2) Uani 1 1 d . . .
Cl2 Cl 0.61167(11) 0.72684(8) 0.36826(9) 0.0150(3) Uani 1 1 d . . .
Cl3 Cl 0.60289(13) 0.90806(9) 0.10704(11) 0.0207(3) Uani 1 1 d . . .
Cl4 Cl 0.86738(13) 0.83498(10) 0.51853(11) 0.0241(3) Uani 1 1 d . . .
C41 C 0.1371(7) 0.5015(5) 0.6962(6) 0.0459(18) Uani 1 1 d . . .
H41A H 0.1645 0.4620 0.7612 0.055 Uiso 1 1 calc R . .
H41B H 0.1702 0.4719 0.6326 0.055 Uiso 1 1 calc R . .
Cl42 Cl -0.0442(2) 0.50758(17) 0.67182(15) 0.0574(5) Uani 1 1 d . . .
Cl43 Cl 0.2083(3) 0.61423(17) 0.7176(3) 0.0952(10) 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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C9 118.9(4) . . ?
C2 C1 C11 120.9(4) . . ?
C9 C1 C11 120.1(4) . . ?
C1 C2 C3 122.5(5) . . ?
C1 C2 N21 121.1(4) . . ?
C3 C2 N21 116.4(4) . . ?
C4 C3 C2 119.1(5) . . ?
C3 C4 C10 120.8(4) . . ?
C6 C5 C10 120.7(5) . . ?
C5 C6 C7 120.7(5) . . ?
C8 C7 C6 119.4(5) . . ?
C7 C8 C9 121.5(5) . . ?
C8 C9 C10 118.3(4) . . ?
C8 C9 C1 122.5(4) . . ?
C10 C9 C1 119.2(4) . . ?
C9 C10 C5 119.3(4) . . ?
C9 C10 C4 119.1(4) . . ?
C5 C10 C4 121.5(4) . . ?
C12 C11 C19 118.3(4) . . ?
C12 C11 C1 120.5(4) . . ?
C19 C11 C1 121.1(4) . . ?
C11 C12 C13 122.5(4) . . ?
C11 C12 N29 123.0(4) . . ?
C13 C12 N29 114.5(4) . . ?
C14 C13 C12 119.2(5) . . ?
C13 C14 C20 121.4(4) . . ?
C16 C15 C20 120.8(5) . . ?
C15 C16 C17 120.2(5) . . ?
C18 C17 C16 120.4(5) . . ?
C17 C18 C19 121.4(5) . . ?
C18 C19 C20 117.5(4) . . ?
C18 C19 C11 122.8(4) . . ?
C20 C19 C11 119.7(4) . . ?
C22 N21 C2 117.5(4) . . ?
C22 N21 Cu2 112.5(3) . . ?
C2 N21 Cu2 130.0(3) . . ?
C14 C20 C15 121.6(4) . . ?
C14 C20 C19 118.8(4) . . ?
C15 C20 C19 119.6(4) . . ?
N21 C22 C23 119.1(5) . . ?
N24 C23 C28 123.6(5) . . ?
N24 C23 C22 113.8(4) . . ?
C28 C23 C22 122.5(5) . . ?
C25 N24 C23 118.1(4) . . ?
C25 N24 Cu2 127.8(4) . . ?
C23 N24 Cu2 114.0(3) . . ?
N24 C25 C26 122.1(5) . . ?
C27 C26 C25 119.1(5) . . ?
C26 C27 C28 119.6(5) . . ?
C23 C28 C27 117.5(5) . . ?
C30 N29 C12 118.5(4) . . ?
C30 N29 Cu1 113.6(3) . . ?
C12 N29 Cu1 127.9(3) . . ?
N29 C30 C31 117.3(5) . . ?
N32 C31 C36 122.0(5) . . ?
N32 C31 C30 114.8(4) . . ?
C36 C31 C30 123.2(5) . . ?
C33 N32 C31 118.4(4) . . ?
C33 N32 Cu1 127.2(3) . . ?
C31 N32 Cu1 114.2(3) . . ?
N32 C33 C34 123.2(5) . . ?
C35 C34 C33 118.6(5) . . ?
C34 C35 C36 119.1(5) . . ?
C31 C36 C35 118.7(5) . . ?
N32 Cu1 N29 79.68(16) . . ?
N32 Cu1 Cl3 93.75(12) . . ?
N29 Cu1 Cl3 150.05(11) . . ?
N32 Cu1 Cl1 170.96(12) . . ?
N29 Cu1 Cl1 93.94(11) . . ?
Cl3 Cu1 Cl1 94.93(5) . . ?
N32 Cu1 Cl2 86.13(11) . . ?
N29 Cu1 Cl2 96.10(11) . . ?
Cl3 Cu1 Cl2 112.71(5) . . ?
Cl1 Cu1 Cl2 88.22(4) . . ?
N24 Cu2 N21 80.50(17) . . ?
N24 Cu2 Cl4 92.61(12) . . ?
N21 Cu2 Cl4 150.01(12) . . ?
N24 Cu2 Cl2 172.25(12) . . ?
N21 Cu2 Cl2 94.24(12) . . ?
Cl4 Cu2 Cl2 94.75(5) . . ?
N24 Cu2 Cl1 86.89(12) . . ?
N21 Cu2 Cl1 95.43(11) . . ?
Cl4 Cu2 Cl1 113.43(5) . . ?
Cl2 Cu2 Cl1 87.95(4) . . ?
Cu1 Cl1 Cu2 91.69(4) . . ?
Cu2 Cl2 Cu1 91.43(4) . . ?
Cl43 C41 Cl42 111.5(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.361(7) . ?
C1 C9 1.430(7) . ?
C1 C11 1.501(6) . ?
C2 C3 1.407(6) . ?
C2 N21 1.445(6) . ?
C3 C4 1.365(7) . ?
C4 C10 1.422(7) . ?
C5 C6 1.355(7) . ?
C5 C10 1.417(7) . ?
C6 C7 1.407(7) . ?
C7 C8 1.374(7) . ?
C8 C9 1.406(7) . ?
C9 C10 1.414(6) . ?
C11 C12 1.374(6) . ?
C11 C19 1.432(6) . ?
C12 C13 1.413(6) . ?
C12 N29 1.437(6) . ?
C13 C14 1.369(7) . ?
C14 C20 1.409(7) . ?
C15 C16 1.352(8) . ?
C15 C20 1.414(6) . ?
C16 C17 1.408(8) . ?
C17 C18 1.365(7) . ?
C18 C19 1.410(7) . ?
C19 C20 1.429(6) . ?
N21 C22 1.266(6) . ?
N21 Cu2 2.053(4) . ?
C22 C23 1.460(7) . ?
C23 N24 1.345(6) . ?
C23 C28 1.385(7) . ?
N24 C25 1.334(7) . ?
N24 Cu2 2.005(4) . ?
C25 C26 1.397(7) . ?
C26 C27 1.370(8) . ?
C27 C28 1.393(7) . ?
N29 C30 1.284(6) . ?
N29 Cu1 2.070(4) . ?
C30 C31 1.454(7) . ?
C31 N32 1.355(6) . ?
C31 C36 1.379(7) . ?
N32 C33 1.322(6) . ?
N32 Cu1 2.009(4) . ?
C33 C34 1.382(7) . ?
C34 C35 1.377(8) . ?
C35 C36 1.389(7) . ?
Cu1 Cl3 2.2455(14) . ?
Cu1 Cl1 2.2535(12) . ?
Cu1 Cl2 2.6052(13) . ?
Cu2 Cl4 2.2246(14) . ?
Cu2 Cl2 2.2655(12) . ?
Cu2 Cl1 2.6055(12) . ?
C41 Cl43 1.736(8) . ?
C41 Cl42 1.801(7) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 C1 C11 C19 -82.6(6) . . . . ?
