#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/04/7010498.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_7010498
loop_
_publ_author_name
'Chen, Chi-Tien'
'Rees, Leigh H.'
'Cowley, Andrew R.'
'Green, Malcolm L. H.'
_publ_section_title
;
 Synthesis and catalytic properties of oxalic amidinato complexes
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1761
_journal_paper_doi               10.1039/b010017j
_journal_year                    2001
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C26 H32 Br1 N4'
_chemical_formula_structural     'C26 H32 BR1 N4'
_chemical_formula_sum            'C22 H32 Br N4'
_chemical_formula_weight         432.43
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core2.1beta.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1beta3
_audit_creation_date             1999-09-06T11:43:41-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 113.913(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.0530(6)
_cell_length_b                   10.0580(6)
_cell_length_c                   17.5050(10)
_cell_measurement_reflns_used    124
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.28
_cell_measurement_theta_min      1.78
_cell_measurement_wavelength     0.71073
_cell_volume                     2261.9(2)
_computing_cell_refinement       DENZO
_computing_data_collection       'Enraf-Nonius DIP2000 Software - XPRESS'
_computing_data_reduction        'DENZO & SCALEPACK'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_sigmaI/netI    0.0592
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4450
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    1.831
_exptl_crystal_colour            'pale yellow / colourless'
_exptl_crystal_density_diffrn    1.27
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.012
_refine_ls_goodness_of_fit_gt    1.086
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         4447
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_restrained_S_obs      1.086
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0438P)²+0.9507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1077
_refine_ls_wR_factor_gt          0.0932
_reflns_number_gt                3373
_reflns_number_total             4450
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b010017j.txt
_cod_data_source_block           str30
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0438P)^2^+0.9507P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0438P)^2^+0.9507P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7010498
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
N1 N 0.3957(2) 0.5122(3) 1.0885(2) 0.0275(6) Uani 1 d . .
H1 H 0.4628(2) 0.5023(3) 1.1019(2) 0.033 Uiso 1 calc R .
N2 N 0.1982(2) 0.5582(2) 0.9347(2) 0.0249(5) Uani 1 d . .
H2 H 0.2493(2) 0.6139(2) 0.9416(2) 0.03 Uiso 1 calc R .
C1 C 0.3391(2) 0.4294(3) 1.0300(2) 0.0231(6) Uani 1 d . .
C2 C 0.2222(2) 0.4450(3) 0.9807(2) 0.0238(6) Uani 1 d . .
C11 C 0.3730(2) 0.6202(3) 1.1382(2) 0.0329(7) Uani 1 d . .
C12 C 0.2616(3) 0.6248(3) 1.1289(2) 0.0326(7) Uani 1 d . .
H12A H 0.2169(3) 0.656(2) 1.0727(5) 0.049 Uiso 1 calc R .
H12B H 0.2559(4) 0.6856(18) 1.1706(10) 0.049 Uiso 1 calc R .
H12C H 0.2396(6) 0.5355(6) 1.1374(14) 0.049 Uiso 1 calc R .
C13 C 0.4047(4) 0.7497(4) 1.1125(4) 0.077(2) Uani 1 d . .
H13A H 0.398(3) 0.8215(8) 1.1478(17) 0.116 Uiso 1 calc R .
H13B H 0.360(2) 0.7681(19) 1.0539(8) 0.116 Uiso 1 calc R .
H13C H 0.4773(10) 0.7439(14) 1.119(2) 0.116 Uiso 1 calc R .
C14 C 0.4418(3) 0.5840(6) 1.2291(3) 0.071(2) Uani 1 d . .
H14A H 0.432(2) 0.6502(19) 1.2665(3) 0.107 Uiso 1 calc R .
H14B H 0.5150(4) 0.583(3) 1.2370(6) 0.107 Uiso 1 calc R .
H14C H 0.4221(18) 0.4960(15) 1.2419(7) 0.107 Uiso 1 calc R .
N21 N 0.3877(2) 0.3285(2) 1.0128(2) 0.0254(6) Uani 1 d . .
H21 H 0.4548(2) 0.3223(2) 1.0437(2) 0.031 Uiso 1 calc R .
C22 C 0.3447(2) 0.2288(3) 0.9504(2) 0.0256(7) Uani 1 d . .
C23 C 0.3738(3) 0.0981(3) 0.9742(2) 0.0335(8) Uani 1 d . .
H23 H 0.4200(3) 0.0777(3) 1.0300(2) 0.04 Uiso 1 calc R .
C24 C 0.3342(3) -0.0016(4) 0.9154(3) 0.0416(9) Uani 1 d . .
H24 H 0.3545(3) -0.0912(4) 0.9308(3) 0.05 Uiso 1 calc R .
C25 C 0.2665(3) 0.0270(4) 0.8357(2) 0.0422(9) Uani 1 d . .
H25 H 0.2384(3) -0.0427(4) 0.7963(2) 0.051 Uiso 1 calc R .
C26 C 0.2386(3) 0.1576(4) 0.8122(2) 0.0374(8) Uani 1 d . .
H26 H 0.1912(3) 0.1771(4) 0.7566(2) 0.045 Uiso 1 calc R .
C27 C 0.2795(2) 0.2598(3) 0.8691(2) 0.0296(7) Uani 1 d . .
H27 H 0.2629(2) 0.3497(3) 0.8525(2) 0.035 Uiso 1 calc R .
C31 C 0.0928(2) 0.5955(3) 0.8738(2) 0.0285(7) Uani 1 d . .
C32 C 0.0172(2) 0.6041(4) 0.9160(2) 0.0377(8) Uani 1 d . .
H32A H 0.0069(15) 0.5153(5) 0.9344(14) 0.057 Uiso 1 calc R .
H32B H -0.0496(7) 0.639(2) 0.8763(5) 0.057 Uiso 1 calc R .
H32C H 0.0458(9) 0.664(2) 0.9644(9) 0.057 Uiso 1 calc R .
C33 C 0.0543(3) 0.4967(4) 0.8014(2) 0.0414(9) Uani 1 d . .
H33A H -0.0153(9) 0.5229(14) 0.7614(8) 0.062 Uiso 1 calc R .
H33B H 0.0513(18) 0.4076(6) 0.8229(3) 0.062 Uiso 1 calc R .
H33C H 0.1022(11) 0.4964(18) 0.7734(10) 0.062 Uiso 1 calc R .
C34 C 0.1042(3) 0.7329(4) 0.8415(3) 0.0420(9) Uani 1 d . .
H34A H 0.0364(5) 0.7630(11) 0.8006(12) 0.063 Uiso 1 calc R .
H34B H 0.1534(15) 0.7281(6) 0.8148(14) 0.063 Uiso 1 calc R .
H34C H 0.1302(18) 0.7957(7) 0.8883(3) 0.063 Uiso 1 calc R .
N41 N 0.1550(2) 0.3606(3) 0.9811(2) 0.0253(5) Uani 1 d . .
H41 H 0.0894(2) 0.3761(3) 0.9484(2) 0.03 Uiso 1 calc R .
C42 C 0.1780(2) 0.2444(3) 1.0299(2) 0.0274(7) Uani 1 d . .
C43 C 0.2446(3) 0.2380(3) 1.1136(2) 0.0320(7) Uani 1 d . .
H43 H 0.2822(3) 0.3149(3) 1.1409(2) 0.038 Uiso 1 calc R .
C44 C 0.2569(3) 0.1202(3) 1.1580(2) 0.0381(8) Uani 1 d . .
H44 H 0.3025(3) 0.1173(3) 1.2155(2) 0.046 Uiso 1 calc R .
C45 C 0.2036(3) 0.0079(4) 1.1194(3) 0.0446(10) Uani 1 d . .
H45 H 0.2123(3) -0.0726(4) 1.1499(3) 0.054 Uiso 1 calc R .
C46 C 0.1374(3) 0.0127(4) 1.0361(3) 0.0468(10) Uani 1 d . .
H46 H 0.1009(3) -0.0650(4) 1.0091(3) 0.056 Uiso 1 calc R .
C47 C 0.1236(3) 0.1301(4) 0.9912(2) 0.0362(7) Uani 1 d . .
H47 H 0.0769(3) 0.1326(4) 0.9340(2) 0.043 Uiso 1 calc R .
Br1 Br 0.37249(2) 0.63117(3) 0.85165(2) 0.02854(11) Uani 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 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'
Br Br -0.2901 2.4595 '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
C1 N1 C11 135.1(2) . . ?
C2 N2 C31 125.2(3) . . ?
N1 C1 N21 117.4(3) . . ?
N1 C1 C2 123.5(3) . . ?
N21 C1 C2 119.1(3) . . ?
N41 C2 N2 123.8(3) . . ?
N41 C2 C1 124.2(3) . . ?
N2 C2 C1 112.0(2) . . ?
C13 C11 N1 107.2(3) . . ?
C13 C11 C12 111.2(3) . . ?
N1 C11 C12 114.5(3) . . ?
C13 C11 C14 112.1(4) . . ?
N1 C11 C14 103.7(3) . . ?
C12 C11 C14 108.0(3) . . ?
C1 N21 C22 128.1(3) . . ?
C27 C22 C23 121.0(3) . . ?
C27 C22 N21 122.0(3) . . ?
C23 C22 N21 117.0(3) . . ?
C24 C23 C22 118.8(3) . . ?
C25 C24 C23 120.8(3) . . ?
C24 C25 C26 120.0(3) . . ?
C27 C26 C25 120.4(3) . . ?
C22 C27 C26 118.9(3) . . ?
N2 C31 C32 110.9(3) . . ?
N2 C31 C33 110.3(3) . . ?
C32 C31 C33 111.0(3) . . ?
N2 C31 C34 105.8(3) . . ?
C32 C31 C34 109.1(3) . . ?
C33 C31 C34 109.7(3) . . ?
C2 N41 C42 124.7(3) . . ?
C43 C42 C47 118.5(3) . . ?
C43 C42 N41 124.9(3) . . ?
C47 C42 N41 116.4(3) . . ?
C42 C43 C44 120.7(3) . . ?
C45 C44 C43 120.5(4) . . ?
C44 C45 C46 119.5(3) . . ?
C45 C46 C47 120.6(4) . . ?
C46 C47 C42 120.2(3) . . ?
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
N1 C1 1.309(4) . ?
N1 C11 1.504(4) . ?
N2 C2 1.356(4) . ?
N2 C31 1.480(4) . ?
C1 N21 1.324(4) . ?
C1 C2 1.523(4) . ?
C2 N41 1.271(4) . ?
C11 C13 1.503(5) . ?
C11 C12 1.507(4) . ?
C11 C14 1.535(6) . ?
N21 C22 1.424(4) . ?
C22 C27 1.380(5) . ?
C22 C23 1.389(5) . ?
C23 C24 1.383(5) . ?
C24 C25 1.364(6) . ?
C25 C26 1.385(5) . ?
C26 C27 1.384(5) . ?
C31 C32 1.522(4) . ?
C31 C33 1.527(5) . ?
C31 C34 1.526(5) . ?
N41 C42 1.406(4) . ?
C42 C43 1.384(5) . ?
C42 C47 1.395(5) . ?
C43 C44 1.389(5) . ?
C44 C45 1.372(5) . ?
C45 C46 1.376(6) . ?
C46 C47 1.387(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652731
