#------------------------------------------------------------------------------
#$Date: 2019-11-28 18:23:14 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244270 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/86/7238642.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_7238642
loop_
_publ_author_name
'Khan, Abu T.'
'R, Sidick Basha'
'Lal, Mohan'
'Mir, Mohammad Hedayetullah'
_publ_section_title
;
 Formation of unexpected α-amino amidine through three-component
 ‘UGI condensation reaction’
;
_journal_issue                   13
_journal_name_full               'RSC Advances'
_journal_page_first              5506
_journal_paper_doi               10.1039/c2ra20539d
_journal_volume                  2
_journal_year                    2012
_chemical_formula_sum            'C26 H26 Cl3 N3'
_chemical_formula_weight         486.85
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 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                 92.120(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.9999(9)
_cell_length_b                   11.9658(10)
_cell_length_c                   16.7478(12)
_cell_measurement_reflns_used    4426
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      19.44
_cell_measurement_theta_min      2.59
_cell_volume                     2603.4(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.924
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0450
_diffrn_reflns_av_sigmaI/netI    0.0614
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21584
_diffrn_reflns_theta_full        26.49
_diffrn_reflns_theta_max         26.49
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.370
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.594
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4970
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.1786
_refine_ls_R_factor_gt           0.0875
_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)+(0.1165P)²+2.2503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2237
_refine_ls_wR_factor_ref         0.2754
_reflns_number_gt                2367
_reflns_number_total             4970
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ra20539d.txt
_cod_data_source_block           bbb
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7238642
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Cl1 Cl 0.46739(14) 0.72381(17) 1.06730(9) 0.1298(8) Uani 1 1 d .
Cl3 Cl 0.77136(14) 0.1262(3) 0.69875(15) 0.1819(12) Uani 1 1 d .
N1 N 0.3100(2) 0.5619(3) 0.75189(19) 0.0552(9) Uani 1 1 d .
N2 N 0.3443(3) 0.2564(3) 0.7596(2) 0.0580(9) Uani 1 1 d .
H2A H 0.2957 0.2096 0.7482 0.070 Uiso 1 1 calc R
C13 C 0.3194(3) 0.3627(3) 0.7954(2) 0.0557(11) Uani 1 1 d .
H13A H 0.3775 0.3839 0.8313 0.067 Uiso 1 1 calc R
C14 C 0.3021(3) 0.4578(4) 0.7349(2) 0.0534(11) Uani 1 1 d .
N3 N 0.2756(3) 0.4243(3) 0.6608(2) 0.0655(10) Uani 1 1 d .
H3A H 0.2643 0.3540 0.6540 0.079 Uiso 1 1 calc R
C4 C 0.3471(3) 0.5952(3) 0.8288(2) 0.0563(11) Uani 1 1 d .
C15 C 0.4442(3) 0.2286(4) 0.7433(2) 0.0603(12) Uani 1 1 d .
Cl2 Cl -0.0461(2) 0.3228(2) 1.00159(19) 0.2154(15) Uani 1 1 d .
C3 C 0.4506(4) 0.6150(4) 0.8425(3) 0.0744(14) Uani 1 1 d .
H3B H 0.4958 0.6028 0.8016 0.089 Uiso 1 1 calc R
C7 C 0.2264(4) 0.3495(4) 0.8455(3) 0.0646(12) Uani 1 1 d .
C16 C 0.4715(4) 0.1163(4) 0.7372(3) 0.0744(14) Uani 1 1 d .
H16A H 0.4219 0.0612 0.7432 0.089 Uiso 1 1 calc R
C6 C 0.3181(4) 0.6566(4) 0.9628(3) 0.0812(15) Uani 1 1 d .
H6A H 0.2728 0.6706 1.0034 0.097 Uiso 1 1 calc R
C21 C 0.2640(4) 0.4960(4) 0.5907(2) 0.0663(13) Uani 1 1 d .
H21A H 0.2804 0.5726 0.6074 0.080 Uiso 1 1 calc R
C1 C 0.4222(5) 0.6734(4) 0.9758(3) 0.0836(16) Uani 1 1 d .
C12 C 0.2351(5) 0.3621(4) 0.9277(3) 0.0906(16) Uani 1 1 d .
H12A H 0.2996 0.3768 0.9513 0.109 Uiso 1 1 calc R
C8 C 0.1320(4) 0.3263(4) 0.8117(4) 0.0803(15) Uani 1 1 d .
H8A H 0.1239 0.3176 0.7566 0.096 Uiso 1 1 calc R
C5 C 0.2812(4) 0.6187(4) 0.8892(3) 0.0692(13) Uani 1 1 d .
H5A H 0.2107 0.6089 0.8803 0.083 Uiso 1 1 calc R
C19 C 0.6195(5) 0.2758(7) 0.7199(3) 0.103(2) Uani 1 1 d .
H19A H 0.6697 0.3303 0.7142 0.123 Uiso 1 1 calc R
C17 C 0.5706(5) 0.0863(6) 0.7224(4) 0.1011(18) Uani 1 1 d .
H17A H 0.5874 0.0112 0.7175 0.121 Uiso 1 1 calc R
C18 C 0.6454(5) 0.1661(8) 0.7147(4) 0.106(2) Uani 1 1 d .
C20 C 0.5197(4) 0.3075(5) 0.7335(3) 0.0781(14) Uani 1 1 d .
H20A H 0.5032 0.3830 0.7360 0.094 Uiso 1 1 calc R
C22 C 0.3402(5) 0.4616(6) 0.5302(4) 0.114(2) Uani 1 1 d .
H22A H 0.3316 0.3826 0.5187 0.136 Uiso 1 1 calc R
H22B H 0.4093 0.4726 0.5525 0.136 Uiso 1 1 calc R
C10 C 0.0608(7) 0.3320(6) 0.9420(6) 0.117(2) Uani 1 1 d .
C26 C 0.1593(4) 0.4951(6) 0.5574(3) 0.107(2) Uani 1 1 d .
H26A H 0.1137 0.5267 0.5960 0.128 Uiso 1 1 calc R
H26B H 0.1382 0.4184 0.5475 0.128 Uiso 1 1 calc R
C23 C 0.3273(5) 0.5276(7) 0.4527(4) 0.130(3) Uani 1 1 d .
H23A H 0.3452 0.6052 0.4628 0.156 Uiso 1 1 calc R
H23B H 0.3743 0.4985 0.4141 0.156 Uiso 1 1 calc R
C2 C 0.4882(4) 0.6524(5) 0.9155(3) 0.0891(17) Uani 1 1 d .
H2B H 0.5585 0.6636 0.9241 0.107 Uiso 1 1 calc R
C9 C 0.0456(5) 0.3154(5) 0.8610(5) 0.108(2) Uani 1 1 d .
H9A H -0.0192 0.2976 0.8392 0.130 Uiso 1 1 calc R
C11 C 0.1522(8) 0.3535(6) 0.9756(4) 0.122(2) Uani 1 1 d .
H11A H 0.1601 0.3627 1.0306 0.146 Uiso 1 1 calc R
C25 C 0.1483(5) 0.5615(7) 0.4792(4) 0.130(3) Uani 1 1 d .
H25A H 0.0784 0.5543 0.4575 0.155 Uiso 1 1 calc R
H25B H 0.1610 0.6399 0.4901 0.155 Uiso 1 1 calc R
C24 C 0.2214(6) 0.5215(6) 0.4189(3) 0.118(2) Uani 1 1 d .
H24A H 0.2051 0.4450 0.4041 0.141 Uiso 1 1 calc R
H24B H 0.2150 0.5674 0.3713 0.141 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C14 N1 C4 119.9(3)
C15 N2 C13 121.4(3)
N2 C13 C7 109.6(3)
N2 C13 C14 114.0(3)
C7 C13 C14 110.2(3)
N1 C14 N3 121.0(4)
N1 C14 C13 124.4(4)
N3 C14 C13 114.6(4)
C14 N3 C21 125.9(4)
C3 C4 C5 118.2(4)
C3 C4 N1 119.8(4)
C5 C4 N1 121.7(4)
C20 C15 N2 122.7(4)
C20 C15 C16 117.8(4)
N2 C15 C16 119.5(4)
C2 C3 C4 121.1(5)
C8 C7 C12 118.3(5)
C8 C7 C13 121.3(4)
C12 C7 C13 120.3(5)
C17 C16 C15 120.7(5)
C1 C6 C5 119.6(5)
C26 C21 N3 111.9(4)
C26 C21 C22 111.7(4)
N3 C21 C22 109.4(4)
C2 C1 C6 119.7(5)
C2 C1 Cl1 120.9(5)
C6 C1 Cl1 119.3(5)
C11 C12 C7 122.4(6)
C7 C8 C9 119.7(6)
C4 C5 C6 121.1(4)
C18 C19 C20 120.9(6)
C16 C17 C18 120.7(6)
C19 C18 C17 119.2(5)
C19 C18 Cl3 120.9(6)
C17 C18 Cl3 119.9(6)
C15 C20 C19 120.7(6)
C21 C22 C23 112.3(5)
C11 C10 C9 122.8(7)
C11 C10 Cl2 119.5(8)
C9 C10 Cl2 117.7(7)
C21 C26 C25 112.4(5)
C24 C23 C22 111.9(5)
C1 C2 C3 120.1(5)
C10 C9 C8 118.0(6)
C10 C11 C12 118.7(7)
C24 C25 C26 111.7(6)
C23 C24 C25 109.6(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C1 1.730(5)
Cl3 C18 1.736(6)
N1 C14 1.280(5)
N1 C4 1.416(5)
N2 C15 1.377(5)
N2 C13 1.449(5)
C13 C7 1.505(6)
C13 C14 1.536(6)
C14 N3 1.337(5)
N3 C21 1.458(5)
C4 C3 1.377(6)
C4 C5 1.379(6)
C15 C20 1.377(6)
C15 C16 1.395(6)
Cl2 C10 1.745(7)
C3 C2 1.376(6)
C7 C8 1.362(7)
C7 C12 1.386(7)
C16 C17 1.368(7)
C6 C1 1.377(7)
C6 C5 1.383(6)
C21 C26 1.453(7)
C21 C22 1.500(7)
C1 C2 1.372(7)
C12 C11 1.370(9)
C8 C9 1.424(8)
C19 C18 1.359(9)
C19 C20 1.378(8)
C17 C18 1.372(9)
C22 C23 1.524(8)
C10 C11 1.321(10)
C10 C9 1.378(10)
C26 C25 1.533(7)
C23 C24 1.471(8)
C25 C24 1.490(9)
