#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/48/2004815.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_2004815
_publ_section_title
;
4-[(1-Cyclohexenyl)nitromethyl]-2-(3,4-methylenedioxyphenyl)-3-nitro-
3,4-dihydro-2H-1-benzopyran\\dag
;
_journal_name_full               'Acta Crystallographica C'
_journal_page_first              1036
_journal_page_last               1038
_journal_paper_doi               10.1107/S0108270195013515
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C23 H22 N2 O7'
_chemical_formula_weight         438.43
_space_group_IT_number           14
_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           IntTabC
_cell_angle_alpha                90
_cell_angle_beta                 97.99(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.518(2)
_cell_length_b                   12.932(2)
_cell_length_c                   15.048(2)
_cell_measurement_reflns_used    14
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.0
_cell_volume                     2026.9(6)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1991a)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1991b)'
_computing_molecular_graphics
'NRCVAX (Gabe, Le Page, Charland, Lee & White, 1989)'
_computing_publication_material  NRCVAX
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_measurement_device       'Siemens-Stoe four-circle'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7179
_diffrn_reflns_theta_max         25.08
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.18
_refine_ls_extinction_coef       0.0068(13)
_refine_ls_extinction_method     SHELXL93
_refine_ls_goodness_of_fit_obs   1.172
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3590
_refine_ls_R_factor_obs          0.038
_refine_ls_shift/esd_max         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
w = 1/[\s^2^(F~o~^2^) + (0.05P)^2^]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_obs         0.095
_reflns_number_observed          2794
_reflns_number_total             3590
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            vj1032.cif
_cod_data_source_block           vj1032a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2004815
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .02880(10) .13960(10) .45260(10) .0280(10)
C(2) .1344(2) .07860(10) .43300(10) .0230(10)
C(3) .2630(2) .12010(10) .47790(10) .0200(10)
C(4) .2669(2) .12980(10) .57970(10) .0200(10)
C(5) .1436(2) .17740(10) .60140(10) .0220(10)
C(6) .0336(2) .17800(10) .53890(10) .0230(10)
C(7) -.0791(2) .22240(10) .55850(10) .0310(10)
C(8) -.0829(2) .2661(2) .64130(10) .0350(10)
C(9) .0253(2) .26700(10) .70450(10) .0330(10)
C(10) .1371(2) .22380(10) .68410(10) .0280(10)
C(11) .1282(2) .07000(10) .33270(10) .0230(10)
C(12) .1805(2) -.01600(10) .29780(10) .0300(10)
C(13) .1857(2) -.0268(2) .20650(10) .0350(10)
C(14) .1347(2) .05150(10) .15270(10) .0260(10)
C(15) .0821(2) .13780(10) .18670(10) .0240(10)
C(16) .0776(2) .15060(10) .27640(10) .0250(10)
O(17) .12810(10) .06010(10) .06120(10) .0390(10)
C(18) .0583(2) .1517(2) .03750(10) .0360(10)
O(19) .03870(10) .20460(10) .11780(10) .0390(10)
N(20) .28870(10) .22260(10) .43690(10) .0230(10)
O(21) .24010(10) .30000(10) .46350(10) .0360(10)
O(22) .35490(10) .22260(10) .37690(10) .0380(10)
C(23) .2857(2) .02210(10) .62460(10) .0220(10)
C(24) .3092(2) .02340(10) .72550(10) .0220(10)
C(25) .2192(2) -.01750(10) .76970(10) .0300(10)
C(26) .2264(2) -.0166(2) .86880(10) .0450(10)
C(27) .3579(2) .0104(2) .91680(10) .0360(10)
C(28) .4155(2) .0981(2) .86960(10) .0430(10)
C(29) .4279(2) .0712(2) .77340(10) .0300(10)
N(30) .3970(2) -.03220(10) .59110(10) .0270(10)
O(31) .49920(10) .01380(10) .59670(10) .0350(10)
O(32) .37910(10) -0.11900(10) .56050(10) .0470(10)
H(2) .1237(2) .00890(10) .45640(10) .028
H(3) .3303(2) .07160(10) .46620(10) .024
H(4) .3390(2) .17440(10) .60350(10) .024
H(7) -0.1520(2) .22270(10) .51580(10) .037
H(8) -0.1588(2) .2952(2) .65480(10) .043
H(9) .0227(2) .29660(10) .76060(10) .039
H(10) .2102(2) .22570(10) .72660(10) .033
H(12) .2134(2) -.06860(10) .33650(10) .036
H(13) .2223(2) -.0846(2) .18340(10) .042
H(16) .0429(2) .20970(10) .29880(10) .030
H(18A) -.0238(2) .1349(2) .00270(10) .043
H(18B) .1057(2) .1954(2) .00130(10) .043
H(23) .2080(2) -.01870(10) .60600(10) .026
H(25) .1481(2) -.04820(10) .73630(10) .036
H(26A) .2022(2) -.0842(2) .88860(10) .055
H(26B) .1648(2) .0331(2) .88550(10) .055
H(27A) .3513(2) .0303(2) .97810(10) .043
H(27B) .4134(2) -.0497(2) .91840(10) .043
H(28A) .4997(2) .1145(2) .90160(10) .052
H(28B) .3618(2) .1589(2) .87070(10) .052
H(29A) .4472(2) .1335(2) .74190(10) .036
H(29B) .4991(2) .0236(2) .77250(10) .036
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
O(1) C(2) C(11) 108.79(13) no
O(1) C(2) C(3) 112.41(13) no
C(11) C(2) C(3) 112.53(13) no
N(20) C(3) C(2) 109.15(13) no
N(20) C(3) C(4) 110.94(13) no
C(2) C(3) C(4) 111.85(13) no
C(5) C(4) C(3) 110.14(13) no
C(5) C(4) C(23) 109.44(13) no
C(3) C(4) C(23) 110.30(13) no
C(6) C(5) C(10) 117.7(2) no
C(6) C(5) C(4) 121.04(14) no
C(10) C(5) C(4) 121.3(2) no
O(1) C(6) C(5) 123.6(2) no
O(1) C(6) C(7) 115.3(2) no
C(5) C(6) C(7) 121.0(2) no
C(8) C(7) C(6) 119.8(2) no
C(7) C(8) C(9) 120.3(2) no
C(10) C(9) C(8) 119.5(2) no
C(9) C(10) C(5) 121.7(2) no
C(12) C(11) C(16) 120.5(2) no
C(12) C(11) C(2) 118.6(2) no
C(16) C(11) C(2) 120.8(2) no
C(11) C(12) C(13) 122.1(2) no
C(14) C(13) C(12) 116.6(2) no
O(32) N(30) O(31) 124.3(2) no
O(31) N(30) C(23) 117.79(14) no
C(13) C(14) O(17) 128.2(2) no
C(13) C(14) C(15) 121.9(2) no
O(17) C(14) C(15) 109.9(2) no
C(16) C(15) C(14) 122.4(2) no
C(16) C(15) O(19) 127.8(2) no
C(14) C(15) O(19) 109.7(2) no
C(15) C(16) C(11) 116.4(2) no
C(14) O(17) C(18) 105.84(13) no
O(17) C(18) O(19) 108.64(14) no
C(15) O(19) C(18) 105.29(14) no
O(22) N(20) O(21) 123.73(14) no
O(22) N(20) C(3) 117.42(14) no
O(21) N(20) C(3) 118.82(13) no
C(24) C(23) N(30) 108.44(13) no
C(24) C(23) C(4) 115.07(13) no
N(30) C(23) C(4) 109.21(13) no
C(25) C(24) C(29) 121.9(2) no
C(25) C(24) C(23) 117.9(2) no
C(29) C(24) C(23) 120.21(14) no
C(24) C(25) C(26) 123.8(2) no
C(25) C(26) C(27) 113.5(2) no
C(28) C(27) C(26) 110.5(2) no
C(27) C(28) C(29) 111.8(2) no
C(24) C(29) C(28) 112.4(2) no
O(32) N(30) C(23) 117.9(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(6) 1.384(2) no
O(1) C(2) 1.427(2) no
C(2) C(11) 1.505(2) no
C(2) C(3) 1.523(2) no
C(3) N(20) 1.502(2) no
C(3) C(4) 1.531(2) no
C(4) C(5) 1.512(2) no
C(4) C(23) 1.549(2) no
C(5) C(6) 1.385(2) no
C(5) C(10) 1.392(2) no
C(6) C(7) 1.387(2) no
C(7) C(8) 1.373(3) no
C(8) C(9) 1.378(3) no
C(9) C(10) 1.374(2) no
C(11) C(12) 1.378(2) no
C(11) C(16) 1.401(2) no
C(12) C(13) 1.389(3) no
C(13) C(14) 1.359(3) no
C(14) C(15) 1.376(2) no
C(15) C(16) 1.367(2) no
C(15) O(19) 1.377(2) no
O(17) C(18) 1.413(2) no
C(18) O(19) 1.428(2) no
N(20) O(22) 1.214(2) no
N(20) O(21) 1.218(2) no
C(23) C(24) 1.503(2) no
C(23) N(30) 1.511(2) no
C(24) C(25) 1.339(2) no
C(24) C(29) 1.487(2) no
C(25) C(26) 1.482(3) no
C(26) C(27) 1.510(3) no
C(27) C(28) 1.508(3) no
C(28) C(29) 1.513(2) no
N(30) O(32) 1.219(2) no
N(30) O(31) 1.221(2) no
C(14) O(17) 1.373(2) no
