#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:01:31 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180244 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/30/7113038.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_7113038
loop_
_publ_author_name
'Hagar, Mohamed'
'Ragaini, Fabio'
'Monticelli, Elena'
'Caselli, Alessandro'
'Macchi, Piero'
'Casati, Nicola'
_publ_section_title
;
 Chiral cyclopropylamines in the synthesis of new ligands; first
 asymmetric Alkyl-BIAN compounds.
;
_journal_issue                   33
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6153
_journal_page_last               6155
_journal_paper_doi               10.1039/c0cc00977f
_journal_volume                  46
_journal_year                    2010
_chemical_absolute_configuration syn
_chemical_formula_sum            'C34 H40 Cl2 N2 Zn'
_chemical_formula_weight         612.95
_chemical_name_systematic
;
?
;
_space_group_IT_number           154
_symmetry_space_group_name_Hall  'P 32 2"'
_symmetry_space_group_name_H-M   'P 32 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2009-07-24T18:54:47-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   11.573(4)
_cell_length_b                   11.573
_cell_length_c                   19.653(7)
_cell_measurement_reflns_used    410
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      2.3
_cell_volume                     2279.6(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.1616
_diffrn_reflns_av_unetI/netI     0.101
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11007
_diffrn_reflns_theta_full        20.76
_diffrn_reflns_theta_max         20.76
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    1.01
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             966
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         1577
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0337P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0946
_reflns_number_gt                1018
_reflns_number_total             1577
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0cc00977f.txt
_cod_data_source_block           1R,2R,2'S-4
_cod_original_cell_volume        2279.6(12)
_cod_database_code               7113038
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'
'y, x, -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
C2 C 0.6888(9) 0.0550(8) 0.1399(4) 0.039(2) Uani 1 1 d .
C11 C 0.6578(10) 0.2068(10) 0.0708(5) 0.056(3) Uani 1 1 d .
H11 H 0.6971 0.1964 0.0287 0.067 Uiso 1 1 calc R
C12 C 0.5743(10) 0.2705(9) 0.0654(5) 0.066(3) Uani 1 1 d .
H12A H 0.4974 0.2382 0.0952 0.079 Uiso 1 1 calc R
H12B H 0.5621 0.2978 0.0205 0.079 Uiso 1 1 calc R
C13 C 0.7110(11) 0.3476(10) 0.0973(5) 0.056(3) Uani 1 1 d .
C14 C 0.7317(10) 0.3646(10) 0.1756(4) 0.065(3) Uani 1 1 d .
H14A H 0.6457 0.3308 0.1976 0.079 Uiso 1 1 calc R
H14B H 0.7706 0.3122 0.1915 0.079 Uiso 1 1 calc R
C15 C 0.8239(9) 0.5128(9) 0.1962(5) 0.068(3) Uani 1 1 d .
H15A H 0.7695 0.5504 0.2106 0.081 Uiso 1 1 calc R
H15B H 0.8789 0.5171 0.2344 0.081 Uiso 1 1 calc R
C16 C 0.9136(10) 0.5955(9) 0.1375(5) 0.071(3) Uani 1 1 d .
H16 H 0.9874 0.6837 0.1501 0.086 Uiso 1 1 calc R
C17 C 0.9536(10) 0.5079(10) 0.0945(5) 0.067(3) Uani 1 1 d .
H17A H 0.9596 0.4397 0.1203 0.08 Uiso 1 1 calc R
H17B H 1.0319 0.5585 0.0663 0.08 Uiso 1 1 calc R
C18 C 0.8187(10) 0.4571(10) 0.0563(5) 0.063(3) Uani 1 1 d .
H18 H 0.8192 0.4392 0.0076 0.076 Uiso 1 1 calc R
C19 C 0.8258(10) 0.5937(10) 0.0755(5) 0.059(3) Uani 1 1 d .
C21 C 0.8243(11) 0.0824(9) 0.1235(4) 0.045(2) Uani 1 1 d .
C22 C 0.9213(10) 0.1645(9) 0.0788(5) 0.050(3) Uani 1 1 d .
H22 H 0.9076 0.2202 0.0499 0.06 Uiso 1 1 calc R
C23 C 1.0430(10) 0.1633(9) 0.0772(5) 0.057(3) Uani 1 1 d .
H23 H 1.1085 0.2187 0.0465 0.068 Uiso 1 1 calc R
C24 C 1.0682(10) 0.0841(10) 0.1190(5) 0.057(3) Uani 1 1 d .
H24 H 1.149 0.0853 0.1162 0.068 Uiso 1 1 calc R
C25 C 0.9697(14) 0 0.1667 0.048(4) Uani 1 2 d S
C26 C 0.8519(13) 0 0.1667 0.041(4) Uani 1 2 d S
C110 C 0.6962(9) 0.5893(8) 0.0904(5) 0.076(3) Uani 1 1 d .
H11A H 0.6472 0.5217 0.1239 0.113 Uiso 1 1 calc R
H11B H 0.6444 0.569 0.0495 0.113 Uiso 1 1 calc R
H11C H 0.7141 0.6744 0.1075 0.113 Uiso 1 1 calc R
C111 C 0.9051(9) 0.7000(9) 0.0227(5) 0.085(3) Uani 1 1 d .
H11D H 0.9867 0.7005 0.0131 0.128 Uiso 1 1 calc R
H11E H 0.9253 0.7858 0.0399 0.128 Uiso 1 1 calc R
H11F H 0.8536 0.6811 -0.0183 0.128 Uiso 1 1 calc R
N1 N 0.6140(7) 0.1024(8) 0.1200(3) 0.043(2) Uani 1 1 d .
Cl1 Cl 0.2703(2) -0.1097(3) 0.09073(10) 0.0686(9) Uani 1 1 d .
Zn1 Zn 0.42816(13) 0 0.1667 0.0536(5) Uani 1 2 d S
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 0 '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'
Zn Zn 0.2839 1.4301 '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
N1 C2 C21 135.1(8) . .
N1 C2 C2 118.3(5) . 4
C21 C2 C2 106.6(5) . 4
N1 C11 C12 115.2(9) . .
N1 C11 C13 117.3(9) . .
C12 C11 C13 60.5(6) . .
C11 C12 C13 60.8(6) . .
C18 C13 C12 117.4(8) . .
C18 C13 C11 116.4(9) . .
C12 C13 C11 58.7(6) . .
C18 C13 C14 114.6(9) . .
C12 C13 C14 122.3(9) . .
C11 C13 C14 115.4(9) . .
C15 C14 C13 112.0(8) . .
C16 C15 C14 111.8(7) . .
C15 C16 C17 109.4(8) . .
C15 C16 C19 110.1(8) . .
C17 C16 C19 88.3(6) . .
C16 C17 C18 86.6(7) . .
C13 C18 C17 108.3(8) . .
C13 C18 C19 108.8(8) . .
C17 C18 C19 88.0(7) . .
C110 C19 C111 110.5(8) . .
C110 C19 C16 118.3(8) . .
C111 C19 C16 113.1(8) . .
C110 C19 C18 117.3(9) . .
C111 C19 C18 110.7(8) . .
C16 C19 C18 84.8(7) . .
C22 C21 C26 117.9(10) . .
C22 C21 C2 134.9(9) . .
C26 C21 C2 107.2(10) . .
C21 C22 C23 118.8(9) . .
C24 C23 C22 122.8(10) . .
C23 C24 C25 119.3(10) . .
C26 C25 C24 117.4(8) . 4
C26 C25 C24 117.4(8) . .
C24 C25 C24 125.2(16) 4 .
C25 C26 C21 123.9(7) . 4
C25 C26 C21 123.9(7) . .
C21 C26 C21 112.2(13) 4 .
C2 N1 C11 122.2(8) . .
C2 N1 Zn1 110.2(6) . .
C11 N1 Zn1 127.5(6) . .
N1 Zn1 N1 82.9(5) 4 .
N1 Zn1 Cl1 110.69(18) 4 4
N1 Zn1 Cl1 117.2(2) . 4
N1 Zn1 Cl1 117.2(2) 4 .
N1 Zn1 Cl1 110.69(18) . .
Cl1 Zn1 Cl1 114.48(14) 4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 N1 1.296(9) .
C2 C21 1.472(12) .
C2 C2 1.524(15) 4
C11 N1 1.428(11) .
C11 C12 1.484(11) .
C11 C13 1.516(12) .
C12 C13 1.511(12) .
C13 C18 1.492(11) .
C13 C14 1.555(11) .
C14 C15 1.553(11) .
C15 C16 1.526(11) .
C16 C17 1.557(11) .
C16 C19 1.581(11) .
C17 C18 1.559(12) .
C18 C19 1.588(12) .
C19 C110 1.504(11) .
C19 C111 1.518(11) .
C21 C22 1.367(11) .
C21 C26 1.426(11) .
C22 C23 1.416(11) .
C23 C24 1.365(12) .
C24 C25 1.420(10) .
C25 C26 1.364(15) .
C25 C24 1.420(10) 4
C26 C21 1.426(11) 4
N1 Zn1 2.079(7) .
Cl1 Zn1 2.204(2) .
Zn1 N1 2.079(7) 4
Zn1 Cl1 2.204(2) 4
