#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/96/2009630.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_2009630
loop_
_publ_author_name
'Chandra Mohan, K.'
'Ravikumar, K.'
'Vittal, T. V. S. K.'
'Gido, C. K.'
_publ_section_title
;
 An intermediate in the synthesis of formoterol
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              627
_journal_page_last               629
_journal_paper_doi               10.1107/S0108270193009473
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C15 H12 Br N O4'
_chemical_formula_weight         350.17
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1991)'
_cell_angle_alpha                90.
_cell_angle_beta                 96.680(10)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   7.8770(10)
_cell_length_b                   12.600(2)
_cell_length_c                   14.326(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      20
_cell_measurement_theta_min      8
_cell_volume                     1412.2(3)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71063
_diffrn_reflns_av_R_equivalents  0.014
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2112
_diffrn_reflns_theta_max         45
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 98
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    2.89
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.638(3)
_exptl_crystal_description       cubes
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.06
_refine_ls_number_parameters     190
_refine_ls_number_reflns         1219
_refine_ls_R_factor_obs          0.031
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0030|F|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.038
_reflns_number_observed          1219
_reflns_number_total             1840
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            li1062.cif
_cod_data_source_block           li1062_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F) + 0.0030|F|^2^]' 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) +
0.0030|F|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1412.2(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C15 H12 Br1 N1 O4'
_cod_database_code               2009630
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Br .56860(10) .05350(10) .61914(4) .0649(2)
O(1) .8543(5) -.0620(3) .7315(3) .080(2)
O(2) 1.4351(5) -.1572(3) .8333(3) .092(2)
O(3) 1.5903(6) -.0533(3) .9205(4) .111(2)
O(4) 1.5623(4) .1473(2) .8791(2) .0520(10)
N(1) 1.4684(6) -.0692(3) .8641(3) .057(2)
C(1) .7723(6) .1143(4) .6856(3) .051(2)
C(2) .8944(7) .0309(4) .7294(3) .047(2)
C(3) 1.0660(6) .0679(3) .7694(3) .040(2)
C(4) 1.1147(6) .1738(4) .7791(3) .045(2)
C(5) 1.2775(6) .2019(4) .8164(3) .045(2)
C(6) 1.3989(6) .1252(4) .8454(3) .043(2)
C(7) 1.3503(6) .0174(3) .8357(3) .042(2)
C(8) 1.1876(6) -.0096(4) .7985(3) .046(2)
C(9) 1.6056(6) .2548(3) .9049(3) .051(2)
C(10) 1.7903(6) .2565(4) .9471(3) .046(2)
C(11) 1.8861(6) .3481(4) .9442(3) .054(2)
C(12) 2.0522(7) .3522(5) .9863(4) .063(2)
C(13) 2.1257(7) .2650(5) 1.0325(4) .065(2)
C(14) 2.0314(6) .1726(5) 1.0348(4) .061(2)
C(15) 1.8655(6) .1675(4) .9925(3) .053(2)
H1A 0.7413(6) 0.1612(4) 0.7336(4) ?
H1B 0.8300(6) 0.1551(4) 0.6423(4) ?
H4A 1.0323(6) 0.2280(4) 0.7599(3) ?
H5A 1.3085(6) 0.2755(4) 0.8223(3) ?
H8A 1.1564(6) -0.0831(4) 0.7924(3) ?
H9A 1.5334(6) 0.2801(4) 0.9497(4) ?
H9B 1.5905(6) 0.2996(4) 0.8504(4) ?
H11A 1.8358(6) 0.4091(4) 0.9117(3) ?
H12A 2.1173(6) 0.4164(5) 0.9843(4) ?
H13A 2.2409(7) 0.2685(5) 1.0628(4) ?
H14A 2.0833(7) 0.1112(5) 1.0659(4) ?
H15A 1.8007(7) 0.1032(4) 0.9941(3) ?
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
Br C(1) C(2) 112.5(3) yes
O(2) N(1) O(3) 121.4(5) yes
O(2) N(1) C(7) 118.6(4) yes
C(1) C(2) C(3) 116.7(4) yes
C(2) C(3) C(8) 117.3(4) yes
C(4) C(3) C(8) 118.0(4) yes
C(4) C(5) C(6) 120.9(4) yes
C(5) C(6) C(7) 118.0(4) yes
N(1) C(7) C(6) 122.2(4) yes
N(1) C(7) C(8) 117.3(4) yes
O(4) C(9) C(10) 107.8(4) yes
C(9) C(10) C(11) 120.3(4) yes
C(10) C(11) C(12) 120.9(5) yes
C(12) C(13) C(14) 119.1(15) yes
C(10) C(15) C(14) 119.9(5) yes
C(6) O(4) C(9) 118.4(3) yes
O(3) N(1) C(7) 119.9(4) yes
O(1) C(2) C(1) 121.7(5) yes
O(1) C(2) C(3) 121.5(4) yes
C(2) C(3) C(4) 124.7(4) yes
C(3) C(4) C(5) 121.3(4) yes
O(4) C(6) C(5) 123.9(4) yes
O(4) C(6) C(7) 118.0(4) yes
C(6) C(7) C(8) 120.5(4) yes
C(3) C(8) C(7) 121.3(4) yes
C(9) C(10) C(15) 120.9(4) yes
C(11) C(10) C(15) 118.8(5) yes
C(11) C(12) C(13) 120.4(5) yes
C(13) C(14) C(15) 120.8(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br C(1) 1.926(5) yes
O(2) N(1) 1.211(6) yes
O(4) C(6) 1.350(5) yes
N(1) C(7) 1.461(6) yes
C(2) C(3) 1.481(7) yes
C(3) C(8) 1.397(7) yes
C(5) C(6) 1.389(6) yes
C(7) C(8) 1.372(7) yes
C(10) C(11) 1.382(7) yes
C(11) C(12) 1.377(7) yes
C(13) C(14) 1.383(8) yes
O(1) C(2) 1.214(6) yes
O(3) N(1) 1.197(6) yes
O(4) C(9) 1.435(5) yes
C(1) C(2) 1.511(7) yes
C(3) C(4) 1.391(6) yes
C(4) C(5) 1.377(6) yes
C(6) C(7) 1.413(6) yes
C(9) C(10) 1.509(7) yes
C(10) C(15) 1.393(7) yes
C(12) C(13) 1.375(8) yes
C(14) C(15) 1.377(7) yes
