#------------------------------------------------------------------------------
#$Date: 2016-04-05 20:59:19 +0300 (Tue, 05 Apr 2016) $
#$Revision: 181737 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/73/7037376.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_7037376
loop_
_publ_author_name
'Younis, Fadi M.'
'Krieck, Sven'
'Görls, Helmar'
'Westerhausen, Matthias'
_publ_section_title
;
 Hydroamination of diphenylbutadiyne with secondary N-methyl-anilines
 using the dipotassium tetrakis(2,6-diisopropylanilino)calciate
 precatalyst.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6241
_journal_page_last               6250
_journal_paper_doi               10.1039/c5dt03818a
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C30 H26 F2 N2'
_chemical_formula_sum            'C30 H26 F2 N2'
_chemical_formula_weight         452.53
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-09-24 deposited with the CCDC.
2015-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.224(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.0689(3)
_cell_length_b                   12.6418(4)
_cell_length_c                   8.3768(2)
_cell_measurement_temperature    133(2)
_cell_volume                     1145.60(6)
_computing_cell_refinement       DENZO
_computing_data_collection       COLLECT
_computing_data_reduction        DENZO
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi- + 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  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6189
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.058
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.034
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2173
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0648
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0667P)²+1.3713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1805
_refine_ls_wR_factor_ref         0.1838
_reflns_number_gt                1963
_reflns_number_total             2173
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt03818a2.cif
_cod_data_source_block           FO5419
_cod_depositor_comments
'Adding full bibliography for 7037372--7037377.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7037376
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
F1 F 0.94889(16) 0.86922(14) 0.1380(3) 0.0536(6) Uani 1 1 d .
N1 N 0.7323(2) 0.47538(17) 0.0048(3) 0.0281(5) Uani 1 1 d .
C1 C 0.6202(2) 0.46136(19) -0.1146(3) 0.0258(6) Uani 1 1 d .
C2 C 0.5094(2) 0.48238(19) -0.0781(3) 0.0250(6) Uani 1 1 d .
H2 H 0.438(3) 0.477(2) -0.161(3) 0.019(7) Uiso 1 1 d .
C3 C 0.8100(3) 0.3821(2) 0.0488(4) 0.0335(7) Uani 1 1 d .
H3A H 0.8263 0.3719 0.1674 0.041(9) Uiso 1 1 calc R
H3B H 0.8884 0.3919 0.0141 0.031(8) Uiso 1 1 calc R
H3C H 0.7675 0.3197 -0.0057 0.054(10) Uiso 1 1 calc R
C4 C 0.7837(2) 0.5754(2) 0.0427(3) 0.0255(6) Uani 1 1 d .
C5 C 0.7281(3) 0.6671(2) -0.0322(4) 0.0331(7) Uani 1 1 d .
H5 H 0.652(3) 0.660(3) -0.107(4) 0.043(9) Uiso 1 1 d .
C6 C 0.7830(3) 0.7650(2) 0.0003(4) 0.0385(7) Uani 1 1 d .
H6 H 0.743(3) 0.828(3) -0.057(4) 0.038(9) Uiso 1 1 d .
C7 C 0.8939(3) 0.7720(2) 0.1104(4) 0.0367(7) Uani 1 1 d .
C8 C 0.9503(3) 0.6854(2) 0.1903(4) 0.0380(7) Uani 1 1 d .
H8 H 1.028(3) 0.691(3) 0.276(4) 0.043(9) Uiso 1 1 d .
C9 C 0.8960(3) 0.5864(2) 0.1572(4) 0.0325(7) Uani 1 1 d .
H9 H 0.937(3) 0.523(3) 0.207(4) 0.041(9) Uiso 1 1 d .
C10 C 0.6312(2) 0.4247(2) -0.2783(3) 0.0262(6) Uani 1 1 d .
C11 C 0.5377(3) 0.3656(2) -0.3766(3) 0.0293(6) Uani 1 1 d .
H11 H 0.466(3) 0.346(2) -0.331(4) 0.026(7) Uiso 1 1 d .
C12 C 0.5459(3) 0.3357(2) -0.5330(4) 0.0337(7) Uani 1 1 d .
H12 H 0.478(3) 0.296(3) -0.603(4) 0.034(8) Uiso 1 1 d .
C13 C 0.6482(3) 0.3644(2) -0.5946(4) 0.0356(7) Uani 1 1 d .
H13 H 0.657(3) 0.342(3) -0.703(4) 0.034(8) Uiso 1 1 d .
C14 C 0.7430(3) 0.4218(2) -0.4973(4) 0.0358(7) Uani 1 1 d .
H14 H 0.819(4) 0.442(3) -0.534(5) 0.067(12) Uiso 1 1 d .
C15 C 0.7355(3) 0.4512(2) -0.3408(4) 0.0317(6) Uani 1 1 d .
H15 H 0.802(3) 0.490(3) -0.274(4) 0.037(8) Uiso 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'
F F 0.0171 0.0103 '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
C4 N1 C1 121.5(2) . .
C4 N1 C3 119.0(2) . .
C1 N1 C3 117.0(2) . .
C2 C1 N1 120.8(2) . .
C2 C1 C10 122.0(2) . .
N1 C1 C10 117.2(2) . .
C1 C2 C2 125.5(3) . 3_665
C1 C2 H2 118.7(16) . .
C2 C2 H2 115.7(16) 3_665 .
N1 C3 H3A 109.5 . .
N1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
N1 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
N1 C4 C5 122.0(2) . .
N1 C4 C9 120.2(2) . .
C5 C4 C9 117.7(2) . .
C6 C5 C4 121.4(3) . .
C6 C5 H5 121(2) . .
C4 C5 H5 118(2) . .
C7 C6 C5 119.0(3) . .
C7 C6 H6 121.2(19) . .
C5 C6 H6 119.8(19) . .
C8 C7 F1 119.7(3) . .
C8 C7 C6 122.0(3) . .
F1 C7 C6 118.3(3) . .
C7 C8 C9 119.4(3) . .
C7 C8 H8 122(2) . .
C9 C8 H8 119(2) . .
C8 C9 C4 120.5(3) . .
C8 C9 H9 121(2) . .
C4 C9 H9 119(2) . .
C11 C10 C15 118.3(3) . .
C11 C10 C1 121.3(2) . .
C15 C10 C1 120.5(2) . .
C12 C11 C10 121.0(3) . .
C12 C11 H11 121.4(17) . .
C10 C11 H11 117.6(17) . .
C11 C12 C13 120.2(3) . .
C11 C12 H12 120.4(19) . .
C13 C12 H12 119.4(18) . .
C14 C13 C12 119.5(3) . .
C14 C13 H13 118.9(19) . .
C12 C13 H13 121.6(19) . .
C15 C14 C13 120.6(3) . .
C15 C14 H14 117(2) . .
C13 C14 H14 123(2) . .
C14 C15 C10 120.5(3) . .
C14 C15 H15 120(2) . .
C10 C15 H15 119(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C7 1.370(3) .
N1 C4 1.395(3) .
N1 C1 1.431(3) .
N1 C3 1.460(3) .
C1 C2 1.351(4) .
C1 C10 1.477(4) .
C2 C2 1.438(5) 3_665
C2 H2 0.94(3) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 C5 1.397(4) .
C4 C9 1.407(4) .
C5 C6 1.381(4) .
C5 H5 0.94(4) .
C6 C7 1.372(4) .
C6 H6 0.99(3) .
C7 C8 1.364(4) .
C8 C9 1.390(4) .
C8 H8 1.00(4) .
C9 H9 0.97(4) .
C10 C11 1.396(4) .
C10 C15 1.405(4) .
C11 C12 1.385(4) .
C11 H11 0.98(3) .
C12 C13 1.388(4) .
C12 H12 0.99(3) .
C13 C14 1.389(5) .
C13 H13 0.98(3) .
C14 C15 1.382(4) .
C14 H14 0.98(4) .
C15 H15 0.96(3) .
