#------------------------------------------------------------------------------
#$Date: 2016-04-05 18:21:52 +0300 (Tue, 05 Apr 2016) $
#$Revision: 181600 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/42/7224286.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_7224286
loop_
_publ_author_name
'Ramos, Rafael Rodrigues'
'da Silva, Cameron Capeletti'
'Guimarães, Freddy Fernandes'
'Martins, Felipe Terra'
_publ_section_title
;
 Polymorphism and conformerism in chalcones
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              2144
_journal_paper_doi               10.1039/C5CE02591E
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C18 H19 N O4'
_chemical_formula_weight         313.34
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_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_creation_date             2015-02-11T15:48:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2015-11-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.798(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.713(16)
_cell_length_b                   8.649(11)
_cell_length_c                   15.231(19)
_cell_measurement_temperature    298(2)
_cell_volume                     1626(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  '95mm CCD camera on κ-goniostat'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9480
_diffrn_reflns_theta_full        25.62
_diffrn_reflns_theta_max         25.62
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.028
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3061
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0510P)²+0.2827P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1168
_reflns_number_gt                2187
_reflns_number_total             3061
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c5ce02591e1.cif
_cod_data_source_block           FormII_comp1
_cod_depositor_comments
'Adding full bibliography for 7224286--7224287.cif.'
_cod_database_code               7224286
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
O4 O 0.69354(10) 0.33328(15) 0.84499(8) 0.0673(4) Uani 1 1 d .
O3 O 0.52279(10) 0.18615(15) 0.74871(9) 0.0723(4) Uani 1 1 d .
O2 O 0.47582(11) 0.18496(17) 0.56801(9) 0.0812(4) Uani 1 1 d .
O1 O 0.94730(11) 0.67584(17) 0.51276(9) 0.0791(4) Uani 1 1 d .
C14 C 0.67989(13) 0.33826(19) 0.75355(10) 0.0517(4) Uani 1 1 d .
C1 C 0.87600(12) 0.61442(18) 0.35956(11) 0.0496(4) Uani 1 1 d .
C7 C 0.87808(13) 0.6064(2) 0.45590(12) 0.0558(4) Uani 1 1 d .
C15 C 0.75009(13) 0.40970(19) 0.70963(11) 0.0538(4) Uani 1 1 d .
H15 H 0.8121 0.458 0.7431 0.065 Uiso 1 1 calc R
C2 C 0.94551(13) 0.71658(19) 0.32708(12) 0.0567(4) Uani 1 1 d .
C6 C 0.80669(13) 0.5219(2) 0.29664(11) 0.0556(4) Uani 1 1 d .
H6 H 0.7617 0.4527 0.3169 0.067 Uiso 1 1 calc R
C10 C 0.72863(13) 0.40978(19) 0.61613(11) 0.0520(4) Uani 1 1 d .
C9 C 0.80370(14) 0.49020(19) 0.57288(11) 0.0565(4) Uani 1 1 d .
H9 H 0.8662 0.5281 0.6117 0.068 Uiso 1 1 calc R
C5 C 0.80197(15) 0.5287(2) 0.20612(12) 0.0629(5) Uani 1 1 d .
H5 H 0.7546 0.4654 0.1657 0.076 Uiso 1 1 calc R
C8 C 0.79495(14) 0.5163(2) 0.48661(11) 0.0581(4) Uani 1 1 d .
H8 H 0.7356 0.4776 0.4443 0.07 Uiso 1 1 calc R
C13 C 0.58815(13) 0.26360(19) 0.70408(11) 0.0537(4) Uani 1 1 d .
C11 C 0.63638(13) 0.3357(2) 0.56636(11) 0.0571(4) Uani 1 1 d .
H11 H 0.6214 0.3355 0.5035 0.068 Uiso 1 1 calc R
C3 C 0.93970(14) 0.7205(2) 0.23483(13) 0.0644(5) Uani 1 1 d .
H3 H 0.9856 0.7861 0.2131 0.077 Uiso 1 1 calc R
C12 C 0.56711(13) 0.2627(2) 0.61021(12) 0.0568(4) Uani 1 1 d .
C4 C 0.86867(15) 0.6309(2) 0.17573(12) 0.0643(5) Uani 1 1 d .
H4 H 0.8649 0.6384 0.1141 0.077 Uiso 1 1 calc R
N1 N 1.01527(13) 0.8119(2) 0.38345(12) 0.0850(5) Uani 1 1 d .
H1A H 1.0556 0.8742 0.362 0.102 Uiso 1 1 calc R
H1B H 1.0192 0.8099 0.4406 0.102 Uiso 1 1 calc R
C16 C 0.44338(19) 0.1948(3) 0.47238(15) 0.0941(7) Uani 1 1 d .
H16A H 0.4342 0.3013 0.4546 0.141 Uiso 1 1 calc R
H16B H 0.3761 0.1408 0.4512 0.141 Uiso 1 1 calc R
H16C H 0.4979 0.1489 0.4466 0.141 Uiso 1 1 calc R
C17 C 0.42106(16) 0.2592(3) 0.74313(15) 0.0896(7) Uani 1 1 d .
H17A H 0.4327 0.362 0.7673 0.134 Uiso 1 1 calc R
H17B H 0.3804 0.2008 0.7773 0.134 Uiso 1 1 calc R
H17C H 0.3815 0.264 0.6811 0.134 Uiso 1 1 calc R
C18 C 0.7836(2) 0.4127(3) 0.89852(14) 0.0975(8) Uani 1 1 d .
H18A H 0.8493 0.3681 0.8893 0.146 Uiso 1 1 calc R
H18B H 0.7825 0.4042 0.9611 0.146 Uiso 1 1 calc R
H18C H 0.7801 0.5198 0.8814 0.146 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 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'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 O4 C18 117.51(14)
C13 O3 C17 113.83(14)
C12 O2 C16 117.47(15)
O4 C14 C15 124.70(15)
O4 C14 C13 115.21(14)
C15 C14 C13 120.09(15)
C6 C1 C2 117.57(15)
C6 C1 C7 121.40(14)
C2 C1 C7 121.03(15)
O1 C7 C1 121.34(15)
O1 C7 C8 118.65(15)
C1 C7 C8 120.00(15)
C14 C15 C10 120.42(15)
N1 C2 C3 119.63(16)
N1 C2 C1 121.67(16)
C3 C2 C1 118.69(16)
C5 C6 C1 122.63(15)
C15 C10 C11 119.59(14)
C15 C10 C9 118.35(15)
C11 C10 C9 122.05(14)
C8 C9 C10 128.76(16)
C6 C5 C4 118.90(17)
C9 C8 C7 120.82(16)
O3 C13 C14 119.31(15)
O3 C13 C12 121.16(15)
C14 C13 C12 119.45(14)
C12 C11 C10 119.98(15)
C4 C3 C2 121.58(16)
O2 C12 C11 124.62(16)
O2 C12 C13 114.92(14)
C11 C12 C13 120.46(15)
C3 C4 C5 120.59(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O4 C14 1.3625(19)
O4 C18 1.415(2)
O3 C13 1.3677(19)
O3 C17 1.423(2)
O2 C12 1.362(2)
O2 C16 1.419(3)
O1 C7 1.234(2)
C14 C15 1.382(2)
C14 C13 1.388(2)
C1 C6 1.390(2)
C1 C2 1.419(2)
C1 C7 1.463(2)
C7 C8 1.476(2)
C15 C10 1.385(2)
C2 N1 1.356(2)
C2 C3 1.390(2)
C6 C5 1.367(2)
C10 C11 1.392(2)
C10 C9 1.459(2)
C9 C8 1.312(2)
C5 C4 1.379(2)
C13 C12 1.390(2)
C11 C12 1.379(2)
C3 C4 1.356(3)
