#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/57/7215725.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_7215725
loop_
_publ_author_name
'Zbačnik, M.'
'Kaitner, B.'
_publ_section_title
;
 Ex situ and in situ monitoring of the syntheses of thermochromic Schiff
 bases
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              4162
_journal_paper_doi               10.1039/c3ce42583e
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C21 H19 N O2'
_chemical_formula_sum            'C21 H19 N O2'
_chemical_formula_weight         317.37
_chemical_melting_point          404(1)
_chemical_name_common            2-(benzhydrylimino-methyl)-6-methoxy-phenol
_chemical_name_systematic        2-(benzhydrylimino-methyl)-6-methoxy-phenol
_chemical_properties_physical    thermochromic
_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_creation_method           SHELXL-97
_audit_update_record
;
2013-09-19 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 91.535(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.6407(8)
_cell_length_b                   12.0666(9)
_cell_length_c                   12.0964(8)
_cell_measurement_temperature    293(2)
_cell_volume                     1698.5(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.898
_diffrn_measured_fraction_theta_max 0.898
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7718
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         4.77
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_exptl_absorpt_coefficient_mu    0.080
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             672
_exptl_crystal_recrystallization_method 'evaporation of ethanol'
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3332
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0531
_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)+(0.0503P)²+0.8287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1312
_reflns_number_gt                2571
_reflns_number_total             3332
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce42583e2.cif
_cod_data_source_block           7LT
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7215725
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
O1 O 0.88547(12) 0.67300(11) -0.12815(10) 0.0381(4) Uani 1 1 d .
H1 H 0.8469(19) 0.7121(18) -0.0707(18) 0.046 Uiso 1 1 d .
O2 O 1.02283(15) 0.55119(12) -0.24608(11) 0.0530(5) Uani 1 1 d .
N1 N 0.83915(12) 0.76690(12) 0.05522(11) 0.0263(3) Uani 1 1 d .
C1 C 1.01669(14) 0.67251(14) 0.02807(14) 0.0290(4) Uani 1 1 d .
C2 C 0.98631(15) 0.64250(15) -0.08009(14) 0.0317(4) Uani 1 1 d .
C3 C 1.06250(18) 0.57841(16) -0.14228(16) 0.0405(5) Uani 1 1 d .
C4 C 1.16730(17) 0.54769(17) -0.0956(2) 0.0494(6) Uani 1 1 d .
H4 H 1.2186 0.5068 -0.1369 0.059 Uiso 1 1 calc R
C5 C 1.19684(17) 0.57739(18) 0.0125(2) 0.0518(6) Uani 1 1 d .
H5 H 1.2673 0.5554 0.0433 0.062 Uiso 1 1 calc R
C6 C 1.12293(16) 0.63884(16) 0.07397(19) 0.0404(5) Uani 1 1 d .
H6 H 1.1433 0.6583 0.1463 0.048 Uiso 1 1 calc R
C7 C 0.93811(14) 0.73778(14) 0.09345(14) 0.0268(4) Uani 1 1 d .
H7 H 0.9605 0.7588 0.1648 0.032 Uiso 1 1 calc R
C8 C 0.76553(14) 0.83233(15) 0.12783(14) 0.0278(4) Uani 1 1 d .
H8 H 0.8100 0.8498 0.1955 0.033 Uiso 1 1 calc R
C9 C 0.66055(14) 0.76561(14) 0.15979(14) 0.0280(4) Uani 1 1 d .
C10 C 0.59984(16) 0.80004(16) 0.25160(15) 0.0339(4) Uani 1 1 d .
H10 H 0.6243 0.8623 0.2909 0.041 Uiso 1 1 calc R
C11 C 0.50368(17) 0.74277(18) 0.28497(17) 0.0437(5) Uani 1 1 d .
H11 H 0.4634 0.7675 0.3456 0.052 Uiso 1 1 calc R
C12 C 0.46733(17) 0.64914(19) 0.2287(2) 0.0497(6) Uani 1 1 d .
H12 H 0.4037 0.6098 0.2519 0.060 Uiso 1 1 calc R
C13 C 0.52637(17) 0.61453(19) 0.1375(2) 0.0488(6) Uani 1 1 d .
H13 H 0.5020 0.5517 0.0990 0.059 Uiso 1 1 calc R
C14 C 0.62204(15) 0.67283(16) 0.10260(16) 0.0368(5) Uani 1 1 d .
H14 H 0.6604 0.6492 0.0404 0.044 Uiso 1 1 calc R
C15 C 0.73327(15) 0.94034(15) 0.07124(15) 0.0323(4) Uani 1 1 d .
C16 C 0.65580(16) 0.94385(18) -0.0175(2) 0.0456(5) Uani 1 1 d .
H16 H 0.6230 0.8786 -0.0445 0.055 Uiso 1 1 calc R
C17 C 0.62689(19) 1.0445(2) -0.0665(2) 0.0603(7) Uani 1 1 d .
H17 H 0.5742 1.0465 -0.1257 0.072 Uiso 1 1 calc R
C18 C 0.6762(2) 1.1417(2) -0.0276(3) 0.0639(8) Uani 1 1 d .
H18 H 0.6568 1.2090 -0.0605 0.077 Uiso 1 1 calc R
C19 C 0.7536(3) 1.13858(19) 0.0594(2) 0.0627(8) Uani 1 1 d .
H19 H 0.7873 1.2038 0.0853 0.075 Uiso 1 1 calc R
C20 C 0.7819(2) 1.03871(17) 0.10890(17) 0.0468(6) Uani 1 1 d .
H20 H 0.8343 1.0374 0.1683 0.056 Uiso 1 1 calc R
C21 C 1.0982(3) 0.4894(2) -0.3144(2) 0.0697(9) Uani 1 1 d .
H21A H 1.1683 0.5300 -0.3232 0.105 Uiso 1 1 calc R
H21B H 1.0618 0.4775 -0.3856 0.105 Uiso 1 1 calc R
H21C H 1.1151 0.4192 -0.2804 0.105 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'
O O 0.0106 0.0060 '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
C2 O1 H1 103.9(13)
C3 O2 C21 117.31(19)
C7 N1 C8 117.67(14)
C2 C1 C6 119.69(16)
C2 C1 C7 120.19(15)
C6 C1 C7 120.11(17)
O1 C2 C1 122.03(15)
O1 C2 C3 118.23(17)
C1 C2 C3 119.74(17)
O2 C3 C4 125.75(17)
O2 C3 C2 114.86(17)
C4 C3 C2 119.4(2)
C3 C4 C5 120.58(18)
C3 C4 H4 119.7
C5 C4 H4 119.7
C6 C5 C4 120.45(19)
C6 C5 H5 119.8
C4 C5 H5 119.8
C5 C6 C1 120.1(2)
C5 C6 H6 119.9
C1 C6 H6 119.9
N1 C7 C1 121.66(16)
N1 C7 H7 119.2
C1 C7 H7 119.2
N1 C8 C15 109.45(13)
N1 C8 C9 110.60(14)
C15 C8 C9 112.26(14)
N1 C8 H8 108.1
C15 C8 H8 108.1
C9 C8 H8 108.1
C14 C9 C10 118.32(16)
C14 C9 C8 123.53(15)
C10 C9 C8 118.15(16)
C11 C10 C9 120.92(18)
C11 C10 H10 119.5
C9 C10 H10 119.5
C12 C11 C10 120.29(18)
C12 C11 H11 119.9
C10 C11 H11 119.9
C13 C12 C11 119.32(19)
C13 C12 H12 120.3
C11 C12 H12 120.3
C12 C13 C14 120.6(2)
C12 C13 H13 119.7
C14 C13 H13 119.7
C9 C14 C13 120.54(17)
C9 C14 H14 119.7
C13 C14 H14 119.7
C16 C15 C20 118.71(19)
C16 C15 C8 121.69(17)
C20 C15 C8 119.60(18)
C15 C16 C17 120.2(2)
C15 C16 H16 119.9
C17 C16 H16 119.9
C18 C17 C16 120.2(2)
C18 C17 H17 119.9
C16 C17 H17 119.9
C19 C18 C17 119.9(2)
C19 C18 H18 120.1
C17 C18 H18 120.1
C18 C19 C20 120.1(2)
C18 C19 H19 119.9
C20 C19 H19 119.9
C19 C20 C15 120.9(2)
C19 C20 H20 119.5
C15 C20 H20 119.5
O2 C21 H21A 109.5
O2 C21 H21B 109.5
H21A C21 H21B 109.5
O2 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.347(2)
O1 H1 0.96(2)
O2 C3 1.366(3)
O2 C21 1.431(2)
N1 C7 1.279(2)
N1 C8 1.4730(19)
C1 C2 1.394(3)
C1 C6 1.402(2)
C1 C7 1.456(2)
C2 C3 1.409(2)
C3 C4 1.381(3)
C4 C5 1.391(3)
C4 H4 0.9300
C5 C6 1.370(3)
C5 H5 0.9300
C6 H6 0.9300
C7 H7 0.9300
C8 C15 1.515(3)
C8 C9 1.522(2)
C8 H8 0.9800
C9 C14 1.384(3)
C9 C10 1.396(2)
C10 C11 1.385(3)
C10 H10 0.9300
C11 C12 1.380(3)
C11 H11 0.9300
C12 C13 1.380(3)
C12 H12 0.9300
C13 C14 1.392(3)
C13 H13 0.9300
C14 H14 0.9300
C15 C16 1.384(3)
C15 C20 1.387(3)
C16 C17 1.388(3)
C16 H16 0.9300
C17 C18 1.383(4)
C17 H17 0.9300
C18 C19 1.368(4)
C18 H18 0.9300
C19 C20 1.381(3)
C19 H19 0.9300
C20 H20 0.9300
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
