Synthesis and evaluation of new chiral nonracemic C2-symmetric and unsymmetric 2,2'-bipyridyl ligands.
Lyle, Michael P. A.; Draper, Neil D.; Wilson, Peter D.; Organic & biomolecular chemistry 4 (2006) 877–885; doi:10.1039/b513286j

data_7150385
_publ_section_title
;
 Synthesis and evaluation of new chiral nonracemic C2-symmetric and
 unsymmetric 2,2'-bipyridyl ligands.
;
_journal_issue                   5
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              877
_journal_page_last               885
_journal_paper_doi               10.1039/b513286j
_journal_volume                  4
_journal_year                    2006
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C93 H82 Cl4 Cu2 N4 O8'
_chemical_formula_sum            'C93 H82 Cl4 Cu2 N4 O8'
_chemical_formula_weight         1652.60
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             05-05-02
_audit_creation_method           CRYSTALS_ver_12.50
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.7325(4)
_cell_length_b                   15.2366(2)
_cell_length_c                   19.0213(3)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    293
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     4269.77(15)
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293.1500
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 84.0000
_diffrn_measured_fraction_theta_max 72.1250
_diffrn_measurement_details
;
scan:
    Number of images: 18
               Slice: 0.0000 - 180.0000
         Image width: 10.0000
            Exp time: 750.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 0.0000
                 Phi: 0.0000
                 XTD: 127.4000
              2theta: -0.0195
scan:
    Number of images: 18
               Slice: 0.0000 - 180.0000
         Image width: 10.0000
            Exp time: 750.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 127.4000
              2theta: -0.0195
scan:
    Number of images: 18
               Slice: 0.0000 - 180.0000
         Image width: 10.0000
            Exp time: 750.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 127.4000
              2theta: -0.0195

;
_diffrn_measurement_device
;
RAXIS conversion
;
_diffrn_measurement_device_details
;
Crystal Goniometer
;
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0667
_diffrn_orient_matrix_UB_12      -0.0037
_diffrn_orient_matrix_UB_13      -0.0122
_diffrn_orient_matrix_UB_21      0.0110
_diffrn_orient_matrix_UB_22      0.0109
_diffrn_orient_matrix_UB_23      -0.0638
_diffrn_orient_matrix_UB_31      0.0043
_diffrn_orient_matrix_UB_32      -0.0518
_diffrn_orient_matrix_UB_33      -0.0081
_diffrn_radiation_detector       RX
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           Copper
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            28850
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        72.1250
_diffrn_reflns_theta_max         72.1250
_diffrn_reflns_theta_min         2.3229
_diffrn_source_current           42.0000
_diffrn_source_power             1.9320
_diffrn_source_voltage           46.0000
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.222
_exptl_absorpt_correction_T_max  0.69
_exptl_absorpt_correction_T_min  0.41
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_description       block
_exptl_crystal_F_000             1716
_exptl_crystal_size_max          0.94
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.08
_refine_diff_density_min         -0.41
_refine_ls_abs_structure_details 'Flack, 2262 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.03(13)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.6013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     504
_refine_ls_number_reflns         4566
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0532
_refine_ls_shift/su_max          0.001111
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 p=P(6)*max(Fo^2^,0) + (1-P(6))Fc^2^ 
 Method = SHELXL 97 (Sheldrick, 1997) 
 w=1/[sigma^2^(F^2^) + 0.10 + 0.00p] 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1033
_refine_ls_wR_factor_gt          0.0750
_refine_ls_wR_factor_ref         0.0750
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                4566
_reflns_threshold_expression     I>2.50u(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_scale          2.663(7)
_oxford_structure_analysis_title 'THIS IS THE DEFAULT SETTING FOR THE TITLE, P'
_cod_data_source_file            b513286j.txt
_cod_data_source_block           CRYSTALS_cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_original_sg_symbol_H-M      'P 21 21 2 '
_cod_database_code               7150385
_diffrn_number_total             28850
_diffrn_reflns_av_sigmai/deti    0.1042