#------------------------------------------------------------------------------
#$Date: 2018-09-27 07:13:35 +0300 (Thu, 27 Sep 2018) $
#$Revision: 211196 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/05/7220534.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_7220534
loop_
_publ_author_name
'Neto, Brenno A. D.'
'Silva, Gabriel C.O.'
'Corrêa, José'
'Rodrigues, marcelo Oliveira'
'Alvim, Haline G. O.'
'Guido, Bruna C.'
'Gatto, Claudia C.'
'Wanderley, Kaline'
'Fioramonte, Mariana'
'Gozzo, Fabio Cesar'
'de Souza, Rodrigo Octavio M. A.'
_publ_section_title
;
 The Biginelli Reaction under Batch and Continuous Flow Conditions:
 Catalysis, Mechanism and Antitumoral Activity
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA07677C
_journal_year                    2015
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C8 H2 Cd Cl2 O4'
_chemical_formula_sum            'C8 H2 Cd Cl2 O4'
_chemical_formula_weight         345.4
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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      2.4
_audit_creation_date             2014-03-27T16:16:32-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2014-08-20 deposited with the CCDC.
2015-05-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 97.547(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   7.882(5)
_cell_length_b                   7.035(5)
_cell_length_c                   16.863(5)
_cell_measurement_reflns_used    3465
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.085
_cell_measurement_theta_min      2.731
_cell_measurement_wavelength     0.71073
_cell_volume                     927.0(9)
_computing_cell_refinement       'SAINT V8.18C (Bruker AXS Inc.)'
_computing_data_collection       'Bruker Instrument Service v2011.2.0.0'
_computing_data_reduction        'SAINT V8.18C (Bruker AXS Inc.)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4523
_diffrn_reflns_theta_full        25.07
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         1.22
_exptl_absorpt_coefficient_mu    2.917
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.909
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0239
_refine_ls_R_factor_gt           0.0227
_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)+(0.0283P)²+1.6020P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0573
_refine_ls_wR_factor_ref         0.0579
_reflns_number_gt                1575
_reflns_number_total             1645
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra07677c2.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               7220534
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, 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
Cd1 Cd 0.20063(3) 0.11386(3) 0.559475(13) 0.01847(10) Uani 1 1 d .
Cl2 Cl 0.6532(2) -0.11680(18) 0.94351(6) 0.0635(4) Uani 1 1 d .
Cl1 Cl 0.55413(18) -0.53554(16) 0.88380(6) 0.0552(3) Uani 1 1 d .
O3 O 0.4932(3) 0.1273(3) 0.58229(14) 0.0257(5) Uani 1 1 d .
O1 O 0.4446(3) -0.4456(3) 0.57194(13) 0.0228(5) Uani 1 1 d .
O2 O 0.2853(3) -0.1929(3) 0.55848(14) 0.0246(5) Uani 1 1 d .
O4 O 0.6982(3) 0.2200(3) 0.67506(15) 0.0301(6) Uani 1 1 d .
C8 C 0.5760(4) 0.1093(4) 0.6512(2) 0.0204(7) Uani 1 1 d .
C4 C 0.5408(4) -0.0504(5) 0.70683(19) 0.0190(6) Uani 1 1 d .
C2 C 0.5916(5) -0.1643(6) 0.8437(2) 0.0340(8) Uani 1 1 d .
C6 C 0.4869(5) -0.3788(5) 0.7378(2) 0.0256(8) Uani 1 1 d .
H6 H 0.4535 -0.5006 0.7209 0.031 Uiso 1 1 calc R
C7 C 0.4017(4) -0.2888(4) 0.59906(18) 0.0176(6) Uani 1 1 d .
C3 C 0.5953(5) -0.0203(5) 0.7881(2) 0.0291(8) Uani 1 1 d .
H3 H 0.6351 0.0992 0.8052 0.035 Uiso 1 1 calc R
C5 C 0.4787(4) -0.2315(4) 0.68199(18) 0.0192(6) Uani 1 1 d .
C1 C 0.5441(5) -0.3464(5) 0.8178(2) 0.0300(8) Uani 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
Cd Cd -0.8075 1.2024 '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
O2 Cd1 O4 122.20(9) . 4_565
O2 Cd1 O3 75.46(8) . .
O4 Cd1 O3 87.51(9) 4_565 .
O2 Cd1 O1 77.28(9) . 4
O4 Cd1 O1 94.43(9) 4_565 4
O3 Cd1 O1 148.82(8) . 4
O2 Cd1 O1 86.09(8) . 2_556
O4 Cd1 O1 145.71(8) 4_565 2_556
O3 Cd1 O1 120.75(8) . 2_556
O1 Cd1 O1 71.70(9) 4 2_556
O2 Cd1 O2 118.96(5) . 2_556
O4 Cd1 O2 114.92(10) 4_565 2_556
O3 Cd1 O2 87.76(8) . 2_556
O1 Cd1 O2 118.92(8) 4 2_556
O1 Cd1 O2 53.57(8) 2_556 2_556
O2 Cd1 O3 153.23(8) . 4_565
O4 Cd1 O3 54.33(8) 4_565 4_565
O3 Cd1 O3 127.31(6) . 4_565
O1 Cd1 O3 76.67(9) 4 4_565
O1 Cd1 O3 91.54(8) 2_556 4_565
O2 Cd1 O3 79.62(9) 2_556 4_565
O2 Cd1 C8 143.98(9) . 4_565
O4 Cd1 C8 27.06(9) 4_565 4_565
O3 Cd1 C8 107.62(9) . 4_565
O1 Cd1 C8 86.13(9) 4 4_565
O1 Cd1 C8 118.85(9) 2_556 4_565
O2 Cd1 C8 97.06(10) 2_556 4_565
O3 Cd1 C8 27.31(9) 4_565 4_565
C8 O3 Cd1 122.5(2) . .
C8 O3 Cd1 86.91(19) . 4_665
Cd1 O3 Cd1 131.77(10) . 4_665
C7 O1 Cd1 137.9(2) . 4_655
C7 O1 Cd1 93.70(18) . 2_546
Cd1 O1 Cd1 108.30(9) 4_655 2_546
C7 O2 Cd1 134.4(2) . .
C7 O2 Cd1 92.10(18) . 2_546
Cd1 O2 Cd1 125.96(10) . 2_546
C8 O4 Cd1 97.8(2) . 4_665
O4 C8 O3 120.7(3) . .
O4 C8 C4 117.1(3) . .
O3 C8 C4 122.1(3) . .
O4 C8 Cd1 55.09(17) . 4_665
O3 C8 Cd1 65.78(17) . 4_665
C4 C8 Cd1 169.7(2) . 4_665
C3 C4 C5 118.6(3) . .
C3 C4 C8 116.0(3) . .
C5 C4 C8 124.9(3) . .
C3 C2 C1 119.4(3) . .
C3 C2 Cl2 119.5(3) . .
C1 C2 Cl2 121.0(3) . .
C1 C6 C5 121.0(3) . .
O1 C7 O2 118.8(3) . .
O1 C7 C5 118.6(3) . .
O2 C7 C5 122.4(3) . .
C2 C3 C4 121.5(3) . .
C6 C5 C4 119.2(3) . .
C6 C5 C7 113.9(3) . .
C4 C5 C7 126.9(3) . .
C6 C1 C2 119.9(3) . .
C6 C1 Cl1 118.8(3) . .
C2 C1 Cl1 121.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 O2 2.260(3) .
Cd1 O4 2.275(3) 4_565
Cd1 O3 2.290(3) .
Cd1 O1 2.373(2) 4
Cd1 O1 2.394(2) 2_556
Cd1 O2 2.424(2) 2_556
Cd1 O3 2.510(3) 4_565
Cd1 C8 2.748(3) 4_565
Cl2 C2 1.723(4) .
Cl1 C1 1.730(4) .
O3 C8 1.263(4) .
O3 Cd1 2.510(3) 4_665
O1 C7 1.257(4) .
O1 Cd1 2.373(2) 4_655
O1 Cd1 2.394(2) 2_546
O2 C7 1.265(4) .
O2 Cd1 2.424(2) 2_546
O4 C8 1.262(4) .
O4 Cd1 2.275(2) 4_665
C8 C4 1.512(5) .
C8 Cd1 2.748(3) 4_665
C4 C3 1.397(5) .
C4 C5 1.409(5) .
C2 C3 1.383(5) .
C2 C1 1.389(5) .
C6 C1 1.384(5) .
C6 C5 1.395(5) .
C7 C5 1.505(4) .
