#------------------------------------------------------------------------------
#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/99/2009937.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2009937
loop_
_publ_author_name
'Vasudevan, K.T.'
Puttaraja
'Kulkarni, M.V.'
_publ_section_title
;
 2-(o-Methoxyphenoxy)-1-methylbenzimidazole, C₁₅H₁₄N₂O₂
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1286
_journal_page_last               1288
_journal_paper_doi               10.1107/S0108270193010728
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C15 H14 N2 O2'
_chemical_formula_weight         254.28
_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_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source
' Cromer & Mann (1968) and Stewart, Davidson & Simpson (1965)'
_cell_angle_alpha                90
_cell_angle_beta                 100.29(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.388(3)
_cell_length_b                   10.4320(10)
_cell_length_c                   16.929(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    300
_cell_measurement_theta_max      20
_cell_measurement_theta_min      0
_cell_volume                     1283.8(6)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2852
_diffrn_reflns_theta_max         27
_diffrn_standards_decay_%        'no significant variation'
_diffrn_standards_interval_count 140
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.052
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      1.29(4)
_exptl_crystal_density_method    XX??
_exptl_crystal_description       Needles
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.22
_refine_ls_hydrogen_treatment    'H atoms refined isotropically'
_refine_ls_number_parameters     228
_refine_ls_number_reflns         1829
_refine_ls_R_factor_obs          0.051
_refine_ls_shift/esd_max         0.056
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/σ²(F)
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.051
_reflns_number_observed          1829
_reflns_number_total             2510
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            cd1052.cif
_cod_data_source_block           cd1052_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w=1/\s^2^(F)' 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^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1283.90(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2009937
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .7351(2) .0474(2) .02150(10) .0463(5)
C(2) .7347(2) .1731(2) .04280(10) .0449(6)
N(3) .7693(2) .2548(2) -.01020(10) .0493(5)
C(4) .8337(3) .2113(2) -.14850(10) .0570(7)
C(5) .8529(3) .1150(3) -.20180(10) .0665(9)
C(6) .8349(3) -.0138(3) -.18180(10) .0691(9)
C(7) .7955(3) -.0499(2) -.10850(10) .0594(8)
C(8) .7758(2) .0479(2) -.05550(10) .0464(6)
C(9) .7957(2) .1770(2) -.07430(10) .0462(6)
C(10) .7098(2) -.0631(2) .0706(2) .0558(8)
O(11) .6983(2) .20000(10) .11620(10) .0554(5)
C(12) .6934(3) .3317(2) .13460(10) .0484(7)
C(13) .5363(3) .4023(2) .10510(10) .0469(6)
C(14) .5345(3) .5310(2) .12520(10) .0569(8)
C(15) .6836(4) .5841(2) .1749(2) .0700(10)
C(16) .8365(4) .5121(3) .20520(10) .0730(10)
C(17) .8407(3) .3846(2) .18390(10) .0627(8)
O(18) .3960(2) .33880(10) .05830(10) .0595(5)
C(19) .2250(3) .4060(3) .0356(2) .0694(10)
H(4) .852(3) .303(2) -.1610(10) .067(7)
H(5) .881(3) .136(2) -.2530(10) .067(6)
H(6) .855(4) -.080(3) -.221(2) .093(8)
H(7) .780(3) -.143(2) -.094(2) .076(7)
H(10)1 .653(5) -.036(3) .118(2) .134(12)
H(10)2 .825(4) -.108(2) .088(2) .107(2)
H(10)3 .635(4) -.121(3) .042(2) .093(9)
H(14) .428(3) .578(2) .1040(10) .061(6)
H(15) .682(3) .675(2) .1920(10) .068(6)
H(16) .940(3) .551(2) .2440(10) .071(7)
H(17) .945(3) .329(2) .2070(10) .062(6)
H(19)1 .234(4) .479(3) .044(2) .095(9)
H(19)2 .140(4) .348(3) .005(2) .094(9)
H(19)3 .177(3) .433(2) .082(2) .078(8)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(10) N(1) C(2) 127.4(2) yes
C(10) N(1) C(8) 127.7(2) yes
N(1) C(8) C(7) 132.2(2) yes
C(8) C(7) C(6) 116.6(2) yes
C(7) C(6) C(5) 121.8(2) yes
C(6) C(5) C(4) 121.1(2) yes
C(5) C(4) C(9) 118.0(2) yes
C(4) C(9) C(8) 120.1(2) yes
C(9) C(8) C(7) 122.4(2) yes
C(9) C(8) N(1) 105.4(2) yes
C(8) N(1) C(2) 104.80(10) yes
N(1) C(2) N(3) 116.2(2) yes
N(3) C(2) O(11) 126.7(2) yes
C(2) O(11) C(12) 115.10(10) yes
C(13 O(18) C(19) 117.4(2) yes
C(13) C(14) C(15) 119.8(2) yes
C(14) C(15) C(16) 121.5(2) yes
C(15) C(16) C(17) 118.9(2) yes
C(16) C(17) C(12) 119.8(2) yes
C(17) C(12) C(13) 121.9(2) yes
C(12) C(13) C(14) 118.0(2) yes
C(8) C(9) N(3) 110.4(3) yes
C(9) N(3) C(2) 103.2(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(10) N(1) 1.452(3) yes
C(2) N(1) 1.360(2) yes
C(2) N(3) 1.295(2) yes
C(9) N(3) 1.397(2) yes
C(9) C(8) 1.398(3) yes
C(8) C(7) 1.383(3) yes
C(7) C(6) 1.376(3) yes
C(6) C(5) 1.399(4) yes
C(5) C(4) 1.375(3) yes
C(4) C(9) 1.383(3) yes
C(2) O(11) 1.348(2) yes
O(11) C(12) 1.410(2) yes
C(12) C(17) 1.365(3) yes
C(17) C(16) 1.380(3) yes
C(16) C(15) 1.377(4) yes
C(15) C(14) 1.378(3) yes
C(14) C(13) 1.386(3) yes
C(13) O(18) 1.360(2) yes
O(18) C(19) 1.436(3) yes
